What Is Career Coaching? A Complete Guide for Creative Professionals

It's 2 a.m., and you're Googling "creative career coach" for the third time this week.

Maybe you've been stuck in the same corporate job for two years, secretly sketching during Zoom meetings. Maybe you're juggling three side projects, a pottery business, a freelance copywriting gig, and a half-written novel, and you can't figure out which one to focus on. Or maybe you're just... lost. You know you don't fit the standard 9-to-5 mold, but you have no idea what the alternative looks like.

Everyone says, "Hire a career coach," but what does that even mean? Is it therapy? Is it someone who tells you exactly what to do? Is it just fancy resume help? And why are there career coaches, life coaches, career counselors, and somehow they all seem different?

I get it. Before I became a career coach myself, I had the exact same questions. And after coaching hundreds of creative professionals, I've heard every misconception about what career coaching actually is.

Let me break this down in a way that actually makes sense, because if you think coaching is just about fixing your resume or taking a Myers-Briggs test, you're missing the point. Career coaching is so much more than that, and so much more exciting!

What People Get Wrong About Creative Career Coaching

My client Sarah came to me thinking career coaching meant I'd give her a standardized personality test and then hand her a list of "approved jobs" that matched her results. She expected an expert who would hand her the answer on a silver platter, so she wouldn't have to stress about choosing anymore.

That's not how it works. And honestly? If that's what you're looking for, you don't need a career coach, you need a career counselor or an aptitude test.

Career coaching is a partnership where I help you figure out what you want - not what I think you should do. We don't start with your resume. We don't start with job titles. We start with your confusion, your boredom, and your 2 am thoughts about "there has to be something more than this."

Here's what happened in Sarah's first session. Instead of handing her a test, I asked her about the last time she felt "flow." I asked her who she was following on Instagram. I asked her what she would do if she knew she couldn't fail, and what she would do if she knew she would fail but had to do it anyway.

Sarah realized she didn't want a new job title. She wanted permission to stop climbing the corporate ladder and start her own design and photography studio. She didn't need a counselor to tell her she was good at design; she needed a coach to help her navigate the fear of leaving her steady paycheck.

The difference matters because advice-giving assumes there is one "right" path for you. Consulting says if you follow this blueprint, you'll get there, whoever you are. Coaching assumes you are the expert on your own life, and my job is to help you clear the fog so you can see the map.

What Career Coaching For Creatives Actually Is (And How It Works)

So what do we actually do in career coaching sessions? If we aren't fixing resumes, what are we talking about for an hour?

Let's look at Jordan. Jordan was a graphic designer who also wrote poetry and wanted to teach workshops. Every traditional career advisor she'd talked to said the same thing: "You need to pick a lane. You look scattered." She came to me terrified I'd make her choose too.

In our first three sessions, we didn't eliminate anything. Instead, we mapped her interests. We decoded why each one mattered to her. We looked for what I call the "glue," the underlying theme that connected design, poetry, and teaching.

Jordan realized her core driver was "communication and expression." Once we knew that, we designed a portfolio career structure that allowed her to do all three without burning out. We built a plan: freelance design 3 days a week for stability, writing for creative publications at least once a week, and teaching one online course per quarter.

That's career coaching for creative professionals. We don't make you smaller to fit in a corporate box. We design a structure that fits you - and all your interests.

In a typical session, I act as a mirror and a strategist.

Between sessions, you take action. You have homework. You might reach out to three people, draft a pitch, or simply rest without guilt. Then you come back, we look at the data, how did it feel? What worked? We adjust. It's an iterative process of building a life that feels like yours.

When Career Coaching For Creatives Works (And When It Doesn't)

Career coaching isn't a magic wand. It doesn't work for everyone, and it definitely doesn't work if you aren't ready to do the heavy lifting - even if you are the most creative human to walk the earth.

Career coaching works when you're stuck but willing to take action. Take Marcus, for example. He knew he wanted to leave management consulting to become a yoga instructor. His problem wasn't clarity, he knew what he wanted. His problem was fear. Fear of what his MBA classmates would think. Fear of the pay cut. Fear of failure.

Coaching gave him the structure and support to do it anyway. We mapped out the financial transition, practiced responses to his classmates' reactions, and created experiments to test his assumption that he couldn't handle the pay cut. He was ready to move, he just needed a co-pilot.

Career coaching doesn't work when you want someone else to make decisions for you. If you come to a session saying, "Just tell me what job to take," you're going to be disappointed. I can't live your life for you. Only you truly know what is best for you, but I can certainly be the guide to help you figure it out.

It also isn't the right fit if you're struggling to get out of bed due to depression or facing severe anxiety. In cases like that, therapy is the right first step. Coaching focuses on the future and taking action; therapy focuses on healing the past and emotional regulation. Many of my clients see both a therapist and a coach, and they complement each other beautifully, but they are different tools.

I know you probably have specific questions at this point, especially about how it's different from therapy, how much it costs, and how long it takes. Below, I've answered the eight questions I'm most often asked. If you don't see your question here, book a free call and let's talk.

If you're reading this at 2 am, stuck and confused about your career, here's what I want you to know: you're not broken. You don't need to "pick one thing" or fit into someone else's definition of career success.

Career coaching - real career coaching for creative professionals - gives you space to figure out what YOU actually want. Not what sounds good on LinkedIn. Not what your parents approve of. What lights you up and how to build a career around it. I know because I've helped hundreds of creatives find their dream careers.

Ready to explore what's possible with a creative career coach?

Book a free 20-minute coaching clarity call, and let's talk about your specific situation. No pressure, no sales pitch, just a real conversation about whether coaching is right for you.

Book your free session

Or if you're not ready for a call yet, download my free How To Get Unstuck In Your Career to learn more about how coaching works and what to expect.

Career Coaching FAQ: Quick Answers to Your Creative Career Coaching Questions

• What is career coaching?

  Career coaching is a professional partnership where a coach helps you figure out what you want from your career and creates a strategy to get there. Unlike therapy (which focuses on emotional healing) or career counseling (which gives you advice), coaching uses questions, experiments, and accountability to help you make your own decisions. Think of it as having a thinking partner who is an expert in navigating the messy middle of career changes.

• What does a career coach actually do?

  In sessions, I ask questions you haven't asked yourself, challenge assumptions you didn't know you had, and help you design experiments to test your career ideas. We might decode what your overwhelm or procrastination is telling you, map your transferable skills, design a portfolio career structure, or practice difficult conversations. Between sessions, you take action, and we adjust based on what you learn. It's part strategy, part accountability, part permission to want something different.

• How is career coaching different from therapy?

  Therapy helps you heal from past experiences and process emotions. Career coaching helps you figure out what's next and take action toward it. Therapy asks, "Why do I feel this way?" Coaching asks, "What do I want and how do I get there?" Many of my clients work with both a therapist and a career coach, they complement each other. If you're dealing with trauma, anxiety, or depression, start with therapy. If you're stuck in your career and ready to move forward, coaching can help.

• How is career coaching different from life coaching?

  Life coaching addresses your whole life, relationships, health, personal growth, career, and everything. Career coaching focuses specifically on your professional life: what you do for work, how you make money, and how you structure your career. I specialize in career coaching for creative professionals because the traditional career path doesn't work for multi-passionate people. If you're specifically struggling with your career, career coaching is more targeted and effective. Of course, as I am also trauma-informed, neurodiversity informed, and certified in positive psychology, those are all aspects that can support a successful career coaching path.

• How is career coaching different from a career counselor?

  Career counselors typically assess your skills and interests, then recommend career options based on their expertise. Career coaching is a partnership where I help you figure out what YOU want through questions and exploration, not by telling you what to do. Counseling is often a series of one or two sessions focused on assessment and advice. Coaching is ongoing, typically 3-6 months, focused on strategy, action, and support as you navigate your transition or build your career.

• What happens in a typical career coaching session?

  Sessions are usually 50 minutes and on Zoom. We start with what's happening now, what you've tried since the last session, what you've learned, and where you're stuck. Then we go deep on one specific challenge: decoding career envy, designing your portfolio career structure, navigating a difficult conversation, or working through a decision. I ask questions, challenge assumptions, and we create experiments to test your ideas. By the end, you have clear next steps, and we schedule accountability for our next session.

• Is career coaching worth it?

  Career coaching is worth it when you're stuck and ready to invest in yourself. My clients typically see results in 3-6 months: career clarity, successful transitions, portfolio careers that work, and confidence in their unconventional path. It's not worth it if you're not ready to take action, if you want someone to make decisions for you, or if you need therapy more than career strategy. If you've been stuck for more than 6 months, coaching can save you years of expensive detours.

• When is the right time to hire a career coach?

  The right time is when you're stuck and ready to do something about it. Specifically: (1) You've been in the same situation for a while with no progress, (2) You know you need to make a change but don't know how, or (3) You're making a big career transition and want support and strategy. If you're reading this article and thinking, "I need help," that's probably your answer. Trust your gut. Book a free clarity call, and we'll figure out if coaching is right for you.

Complete Portfolio Career Guide: Design a Professional Life That Fits You

A portfolio career (or polygamous career, as I have heard it being called lately) is a thoughtfully designed professional lifestyle that combines multiple income streams, rather than relying on a single full-time job. For creative generalists who notoriously resist specialization, this approach allows you to pursue multiple passions simultaneously while building financial stability and freedom. Here is everything you need to know to build yours.

This guide is designed for multi-passionate professionals, multipotentialites, and "scanners/slashers" who feel constrained by traditional career paths.

What you will learn:

• The 5 specific models I use in my own portfolio career and with clients to help them structure a successful portfolio career.

• A proven 5-step framework to transition without financial recklessness.

• How to find the "glue" that connects your seemingly random interests.

As a career coach for creative generalists, I have helped hundreds of clients move from feeling "scattered" to building profitable, sustainable careers that honor their many interests and passions.

What Is a Portfolio Career?

A portfolio career intentionally combines multiple income streams. It's not juggling random gigs or endlessly trying to make ends meet, but a thoughtfully designed collection of 2-5 roles that create financial stability and fulfillment.

Unlike a chaotic "side hustle" life where you are reacting to financial panic, a portfolio career is something you build. You choose the pieces. You design how they fit together. You decide when to scale one up or down.

This path is best suited for creative generalists, multipotentialites, and polymaths: people who have a wide range of interests across seemingly unrelated domains and experience boredom in single-track roles.

Why is this career path exploding right now?

• The Normalization of the Gig Economy: By 2027, freelance and contract work is projected to make up the majority of the US workforce. The infrastructure to support multiple income streams has never been better.

• AI and Automation: As AI handles specialized, repetitive tasks, the ability to connect dots across different fields (a core generalist skill) is becoming a premium asset.

• The Craving for Autonomy: More people are opting out of the "golden handcuffs" of corporate life in favor of ownership and autonomy. I see it in my coaching practice every day. A portfolio career offers diversification; if one income stream isn't working out, you have others to lean on.

Key takeaway: This is about intentional design. You are building a diversified investment portfolio, but instead of stocks, you are investing in your skills.

Is a Portfolio Career Right for You? 10 Signs

You are likely a good fit for a portfolio career if these 10 traits resonate with you:

1. You have multiple passions you refuse to give up. The idea of "picking one thing" feels like a physical loss to you. As soon as you have made a decision, a sense of panic sets in about all the doors you are closing. If this is you, I see you.

2. Boredom hits fast. You master the 80% of a job quickly, and once the learning curve flattens, you are ready to quit. Now that you've learned what you came to learn, the 20% left feels like useless repetition.

3. You've been called "scattered," but that's not you; you just have a lot of energy for different things. You NEED variety as much as you need oxygen.

4. You are a quick learner. You can dive into a new domain and become proficient faster than most specialists. This means that when something is hard, it's not always easy for you to stick with it.

5. Standard job descriptions feel suffocating. You often feel compelled to cut off parts of yourself to fit into a professional box. You feel undervalued and your talents underutilised.

6. You see eclectic connections everywhere. You naturally apply insights from one field (such as gardening) to a completely different one (such as software design). You have gut feelings about people you need to introduce to one another, and you map thoughts and ideas over unrelated disciplines.

7. Your resume is "unconventional" to say the least. You have multiple career changes or major shifts in your history. You feel you didn't "choose" your career; it was luck and other people.

8. Variety energizes you. Switching tasks doesn't drain you; it actually wakes your brain up. You might have been told that you switch too much and too quickly between jobs or subjects.

9. It is hard to explain what you do. When people ask at dinner parties, you hesitate or give a different answer every time. Or you overwhelm them with everything you are and do, because you don't want to leave anything out.

10. You believe diversity is an asset. You know deep down that your range is a superpower, not a liability. You just don't know how to make it work in your favor.

If 7 or more of these resonate, a portfolio career likely fits your unique nature.

Reframing the "Jack of All Trades"

Society often shames generalists with the quote "Jack of all trades, master of none." But the full quote is actually: "A jack of all trades is a master of none, but oftentimes better than a master of one."

History is full of successful portfolio careerists. Leonardo da Vinci wasn't just a painter; he was an engineer, anatomist, and architect. Benjamin Franklin was a writer, diplomat, scientist, and inventor.

Another remarkable generalist from history is Hedy Lamarr, a Hollywood actress and inventor. While celebrated for her on-screen performances, she also co-developed a frequency-hopping communication system during World War II, laying the groundwork for modern technologies such as Wi-Fi and Bluetooth.

What I like about Lamarr's story is that her pursuit of multiple passions is a great example of how our generalist interests drive groundbreaking innovation and lasting impact.

What all of these generalists have in common? They didn't succeed despite their wide array of interests; they succeeded because of it. You're in good company.

Take the Creative Generalist Quiz

5 Portfolio Career Models

Based on my work with generalists over a decade and my own varied career, I've identified 5 core portfolio career structures. You'll probably shift between these over time, so treat them as flexible starting points, not fixed labels. Also, choose the model that best fits your financial needs, risk tolerance, and, most importantly, your primary professional goals. You can always change your mind later (yes, truly!).

1. Main & Sides (The Conductor)

• Structure: One core job or contract covers most expenses; 1–3 "sides" provide creative outlets and secondary income (typically 60–90% of the main, with the rest from the sides).

• Best for: Anyone who values security but craves creative variety. Great for those with financial obligations, people starting their multi-passionate journey, or anyone needing a predictable paycheck.

• Income Timeline: The main provides immediate, consistent income. Sides may take 6–12 months to grow, but there’s no pressure for them to "match" your main source.

• Time Management: The main dictates most of your schedule (e.g., a 9–5). Sides slot into weekends, evenings, or blocked days off. Requires strong boundaries to protect creative time.

• Pros: High stability. Low risk. Lets you experiment and build skills safely. Clear professional identity.

• Cons: Can feel like working two jobs. Burnout is possible if you don’t protect your time fiercely. Sides may struggle for your attention or feel less “serious.”

• First Steps: Secure or optimize your main. Choose just one side to start. Block out 3–5 hours weekly - non-negotiable - for that project.

2. Equal Parts (The Tightrope Walker)

• Structure: Multiple (typically 2–3) core income streams, each at 30–50% of your income/time.

• Best for: Thrives on variety and context-switching. Skilled at juggling. Ideal for those wanting to be fully multi-passionate in their work.

• Income Timeline: Takes time, often 1–2 years, to build multiple stable streams. Many start with the Main & Sides model, then grow a side into a second (or third) main.

• Time Management: You control your schedule: theme days, split days, or even alternating weeks. Requires strong organizational systems.

• Pros: Highly diversified risk. Maximum variety. True freedom to explore multiple talents.

• Cons: Hard to explain to others. Risk of looking “scattered.” Must market/manage several streams at once.

• First Steps: Identify your top 2–3 interests with earning potential. Build one for stability, then layer in the next. Craft a simple message that connects your slashes.

3. Seasonal Rotation (The Choreographer)

• Structure: Distinct “seasons” (e.g., Q1–Q2 for one focus; Q3 for another; Q4 for downtime or planning).

• Best for: Those who value immersive focus, avoid context switching, or whose work aligns with seasonal demand (tourism, teaching, tax preparation).

• Income Timeline: Often “lumpy.” You might earn 80% of your annual income in half the year, so saving for leaner months is key.

• Time Management: You sprint, then rest. Your year is planned in blocks, not weeks.

• Pros: Lets you go deep. True work-life balance (real downtime!).

• Cons: Income/energy swings. Needs rigorous financial planning and self-awareness.

• First Steps: Map your year by energy, season, or opportunity. Budget to smooth out lean periods.

4. Passion + Good Enough Job (The Patron)

• Structure: Income: 80–90% from job; Fulfillment: 80–90% from passion.

• Best for: Artists, musicians, or anyone building a creative pursuit that isn’t yet profitable, but refuses to give up on it.

• Income Timeline: The job delivers steady income. The passion side may or may not ramp up financially over time, and that’s okay.

• Time Management: The job is stable and contained (ideally not mentally draining). Reserve your creative or energetic hours (evenings, mornings, weekends) for what really lights you up.

• Pros: Freedom to build your dream without financial panic. Job doesn’t define you, your passion does.

• Cons: Passion side can feel “less real” if not making money yet. Risk of job draining your time/energy if not chosen carefully.

• First Steps: Find a day job that leaves you with energy and isn’t toxic. Give your passion protected time every week, no guilt.

5. Exit Plan (The Grand Finale)

• Structure: Starts with 90% of income/time in your current job and 10% in your new passion/project. Gradually shifts, over months or a couple of years, until you reach 0% traditional, 100% new.

• Best for: Anyone ready to leap but needing a proof of concept before going all in. Great for corporate careerists, midlife shifters, or side-hustlers planning their exit.

• Income Timeline: The “exit” can take 1–3 years, depending on your savings, risk, and how your passion side grows.

• Time Management: Balance your “main” for security and allocate protected time for building the new thing. Eventually, scale back the old as the new ramps up.

• Pros: Lower risk than a cold-turkey exit. Time to test, learn, and fail before fully committing.

• Cons: Splits your focus; takes patience and discipline.

• First Steps: Set clear milestones to move from 90/10 to 50/50, then to 0/100. Celebrate each step forward.

These models are the ones I have seen repeatedly in my work and in my own professional life. However, they are just launchpads. Start where you are, and evolve as you grow. Only you know what kind of portfolio career will work for you, and that is precisely the point!

Download the free Portfolio Starter Kit if you want to dive deeper

5-Step Framework to Design a Sustainable Portfolio Career

Here is the proven framework I use with clients to help them get started with sustainable portfolio careers that don't lead to burnout.

Step 1: Audit Your Interests

Before you strategize, you must see the full picture. List everything you love, everything you are good at, and everything you are curious about. Don't edit yet. Include professional skills (coding, writing) and "hobbies" (baking, interior design). Look for patterns. Often, the things we dismiss as hobbies are actually viable income streams waiting to be packaged correctly.

Step 2: Find Your "Glue"

This is the most critical step for positioning. What connects your many interests? If you're a coder who loves baking, your glue might be "systems." If you're a writer who loves therapy, your glue might be "narrative healing." It's the best starting point. It explains why you do these different things.

Step 3: Test Market Demand

Now, validate. Which of your interests are actually monetizable? Look at job boards, freelance platforms like Upwork, and competitor pricing. Where does your passion intersect with market need? You're looking for evidence that people are already paying for the solution you want to provide. Don't guess, research.

Step 4: Choose Your Model

Pick one of the 5 models above based on your reality today. Do you have six months of savings? Maybe you can risk the Equal Parts model. Do you have a mortgage and kids? The Main & Sides model is likely your best starting point. Be honest about your risk tolerance. An anxious nervous system kills creativity. Choose the structure that makes you feel safe enough to experiment.

Step 5: Build Incrementally

The biggest mistake creative generalists make is launching three new income streams on Monday. Don't do this. Start with ONE new stream while keeping your current stability. Get that first stream to a "minimum viable income" level before adding the next. A sustainable portfolio career is built over 6–18 months, not two weeks. Most successful portfolios evolve through intentional job design; they don't appear overnight.

[Internal Link: Need help designing yours? Check out my Coaching Services]

A portfolio career is the ultimate act of self-acceptance for the creative generalist. It stops the war within yourself, the part that wants safety vs. the part that wants adventure, and gives both a place to live. By choosing one of the 5 models and building incrementally, you can create a work life that honors your complexity instead of suppressing it.

You don't have to choose "one thing." You just have to choose how to fit them together.

Ready to design your unique portfolio career?

As a multi-passionate, it can often feel like you are constantly being told to "just pick one thing." But what if I told you that you don't have to choose just one passion or career path?

In fact, by embracing your interests and combining your passions in a unique way, you can create a fulfilling and financially stable career that allows you to thrive. Don't let society pressure you to hold you back from pursuing all of your passions.

Book your free session

Frequently Asked Questions About Portfolio Careers for Creatives

• Won't people think I'm unfocused?

  Not if your positioning is clear. If you present yourself as "I do X, and Y, and Z," you confuse people. If you lead with your "glue," the value that connects them, you look versatile, not scattered. For example: "I help brands communicate better through design (Service A) and copy (Service B)."

• Will I spread myself too thin?

  Only if you don't set boundaries. A portfolio career requires strict time management. You must be the boss who says "no" to yourself. In my work with clients and my own career, I use systems like time blocking and "theme days" to make sure you are fully present in whatever role you are playing that day. Without systems, you don't have a portfolio; you have a mess.

• Can I make enough money with a portfolio career?

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• Can I make enough money with a portfolio career?

  Yes, often more than a traditional career. By diversifying, you create multiple revenue streams and are less vulnerable to a single layoff. Many generalists find that combining high-value consulting with scalable products (like courses) raises their income ceiling significantly.

• How long does it take to develop a portfolio career?

  Typically, 6 to 18 months to fully stabilize a new portfolio structure. It depends on your existing network, your financial runway, and how aggressively you build your new streams.

• Do I need to quit my job first?

  Absolutely not. In fact, I rarely recommend it. The Main & Sides model allows you to test your new income streams while still getting a paycheck. Quitting without validation puts unnecessary pressure on your creativity.

• Is a portfolio career just for freelancers?

  No. You can have a part-time employment contract (W2) as one "slice" of your portfolio pie, combined with freelance work, passive income, a small business or even creative projects. You decide how you structure your career!

• What if I pick the wrong combination?

  That's the beauty of a portfolio career, it's changeable and modular. If one stream isn't working or bores you, you can swap it out without losing your entire livelihood. You are building a flexible ecosystem, not a rigid prison.

The 5 Portfolio Career Models: Which One Fits You?

If you're a creative generalist or multi-passionate entrepreneur who's been told to "pick one thing" your whole life, here's some good news: you don't have to.

A portfolio career lets you combine multiple income streams, honor all your interests, and build a professional life that's as unique and versatile as you are. But not all portfolio careers look the same.

After working with multi-passionate professionals and creative generalists for a decade, I've identified 5 distinct portfolio career models. Each offers a different approach to structuring your time, managing your energy, and building financial stability for entrepreneurs and multi-passionate creatives looking for career clarity and freedom.

Let's explore each model so you can find the one that fits your life right now.

Model 1: The Main & Sides

One central income source + several smaller creative projects

This is the most common starting point for portfolio careers. You maintain one primary job or client (your "main") that provides financial stability, while developing smaller projects (your "sides") that add variety and supplemental income.

Who it's for:
People who value security but crave creative expression. Perfect if you have financial obligations requiring a steady income, or if you're just beginning your generalist or multi-passionate creative journey as an entrepreneur. If you’ve been searching for career coaching for multi-passionate creatives and want a model that supports your many talents, this is a powerful place to start.

What it looks like:
Sarah works full-time as a marketing manager (her main). On the side, she blogs about sustainable living, sells pottery at local markets, and occasionally consults on social media strategy.

Time commitment:
Your main job dictates most of your schedule. You fit side projects into evenings, weekends, or dedicated days off.

Income timeline:
Main provides immediate income. Sides can take 6-12 months to become profitable, but there's no pressure for them to be major earners.

First steps:
Secure or optimize your main income source. Choose ONE side project to develop first (you're not choosing for forever, just for right now). Block out 3-5 hours weekly dedicated solely to that project.

Click here to download the Portfolio Career Starter Kit to take the complete self-assessment and discover which model fits you best right now. The free 32-page workbook includes detailed exercises, a 90-day action plan, and frameworks to help you start building your portfolio career today. →

Model 2: The Equal Parts

2-3 well-developed income streams contributing equally to your time and income

You're a true "slashie," designer/coach, developer/musician. Each of your income streams is a serious professional endeavor, not a hobby.

Who it's for:
People who thrive on variety and context-switching. You have multiple skills you want to actively pursue, and you're excellent at juggling.

What it looks like:
David splits his week between freelance UX design contracts, co-hosting a paid podcast for tech professionals, and running paid masterminds for junior designers.

Time commitment:
You control your own schedule completely. You might theme your days (Mondays for coaching, Tuesdays for design) or split days in half.

Income timeline:
Takes 1-2 years to establish multiple equally profitable streams. Often evolves from Main & Sides as a "side" grows into a second main.

First steps:
Identify your top 2-3 interests with the highest income potential. Build one for stability, then layer in the second. Create a clear marketing message connecting your "slashes."

Model 3: The Seasonal Rotation

Work shifts dramatically based on the time of year

Your professional life has distinct seasons. You might spend summer leading expeditions, fall and winter on web development projects, and spring at conferences or on sabbatical.

Who it's for:
People who love deep, immersive focus and hate context-switching. Ideal for work tied to seasons (tourism, agriculture, tax prep) or for those who want project-based living.

What it looks like:
From May to September, Chloe runs a B&B in a tourist town. From October to April, she works remotely as a bookkeeper for creative businesses.

Time commitment:
You manage energy in sprints and rests. Intense focus for a period, followed by intentional downtime. Your year is planned in months or quarters, not weeks.

Income timeline:
Cyclical and often lumpy. You might make 80% of your annual income in 6 months. Requires disciplined financial planning and saving during "off" seasons.

First steps:
Identify 2-3 types of work with opposing high seasons. Analyze your annual budget to understand the minimum earnings needed during your "on" season.

Click here to download the Portfolio Career Starter Kit

Model 4: The Passion + Good Enough Job

A stable, job funds your purpose-driven passion project

One reliable job or business pays your bills (the "good enough job"), providing financial and psychological safety to pursue work you love deeply, but that isn't (or may never be) profitable.

Who it's for:
Artists, writers, researchers, nonprofit founders, or anyone whose primary calling has a difficult path to monetization. A pragmatic model that separates financial security from creative expression.

What it looks like:
Ben works as a data analyst for a stable tech company. The job is predictable and pays well, allowing him to spend evenings and weekends writing his first fantasy novel without worrying about sales.

Time commitment:
Demands fierce boundaries. The "good enough" job should ideally be one you can "leave at the office," freeing mental and emotional energy for your passion in off-hours.

Income timeline:
"Good enough" job provides immediate stable income. Passion project operates on an infinite timeline; it's allowed to grow organically without monetization pressure.

First steps:
Find or optimize a low-stress "good enough" job with clear boundaries. Formally schedule time for your passion project as if it were a paying client. Define success for your passion, independent of money.

Model 5: The Exit Plan

Build multiple businesses as assets to eventually sell

The serial entrepreneur's path. You're building businesses with the intention of growing them to sellable value, providing capital infusion for your next venture, or for financial freedom.

Who it's for:
Highly ambitious, risk-tolerant individuals motivated by entrepreneurship, growth, and scale. You think in systems, intellectual property, and market opportunities.

What it looks like:
Murielle starts an AI coaching brand called CoachMila™ while developing an AI coaching app for individuals and companies. Her goal: grow the brand to $10M revenue and sell it, along with the app.

Time commitment:
Your life revolves around your ventures. You're ruthlessly focused on the highest-leverage activities that drive growth. Long hours, but ultimate schedule control.

Income timeline:
High-risk, high-reward. Often requires significant upfront investment with zero initial income. Timeline of 3-7 years before profitable exit.

First steps:
Deeply research your market to validate your business idea. Create a lean business plan and financial model. Look for entrepreneurial mentorship. Start with the smallest possible MVP to test the market before going all-in.

Which Model Is Right for You?

The truth? Your ideal model will likely shift throughout your career and life stages. Many people start with Main & Sides, evolve into Equal Parts, then eventually structure Exit Plans. Throughout my career, I've circled through pretty much all of them. And right now, I'm a mix of Main & Sides, Equal Parts, and Exit Plans.

Click here to download the Portfolio Career Starter Kit to take the complete self-assessment and discover which model fits you best right now. The free 32-page workbook includes detailed exercises, a 90-day action plan, and frameworks to help you start building your portfolio career today. →

The key is choosing the model that fits your current life situation, risk tolerance, and energy levels, not the one that sounds most impressive.

Your multiple interests aren't a problem to solve. They're your unique competitive advantage.

Start Building Your Portfolio Career Today

Imagine a career where you’re not forced to choose between your talents but can instead blend them into a fulfilling portfolio that grows with you. It’s time to harness your potential and design the professional life you deserve.

Don’t wait to create the career you’ve always envisioned, sign up for your free session now and take the first step to turn your passions into a powerful portfolio career.

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Frequently Asked Questions About Portfolio Career Models

• What exactly is a portfolio career?

  A portfolio career is a modern approach to work where you intentionally combine multiple income streams instead of relying on a single full-time job. It's not about juggling random side hustles, it's a thoughtfully designed collection of projects, roles, and ventures that together create a fulfilling and financially stable life. Portfolio careers are perfect for creative generalists who've been told to "pick one thing" but know they're wired differently.

• Who is this workbook for?

  This workbook is designed for multi-passionate professionals, creative generalists, and anyone who feels stuck trying to force their diverse interests into a narrow specialty. It's perfect if you've been told you're "all over the place," if you're considering a career change but don't know where to start, or if you're already juggling multiple projects but want a clearer strategy. Whether you're in your 20s exploring options or in your 40s ready for a major pivot, this guide will help you design a career that honors all your interests.

• How long does it take to complete the workbook?

  Plan to spend 60-90 minutes working through the initial exercises in one sitting. However, the Portfolio Career Starter Kit is designed as a living document you'll return to over time. The 90-day exploration plan will guide your next three months of experimentation, and many people revisit the workbook quarterly as their interests and goals evolve. You don't need to complete everything at once, start where you are and build momentum from there.

• What's included in the 32 pages?

  The workbook includes five comprehensive sections: (1) Interest Inventory exercises to map all your passions, (2) Skills Translation Matrix to identify your transferable skills, (3) Pattern Recognition tools to find your unique "glue," (4) detailed descriptions of the 5 Portfolio Career Models with a self-assessment quiz, and (5) a complete 90-Day Exploration Plan with weekly tracking templates. You'll also get reflection prompts, decision frameworks, and real examples throughout.

• Do I need to quit my job to build a portfolio career?

  Absolutely not! One of the five models (The Main & Sides) is specifically designed for people who want to keep stable income while exploring side projects. Most people start building their portfolio career while employed, using evenings and weekends to test ideas and build momentum. The workbook helps you identify which model fits your current life situation, risk tolerance, and financial needs, no dramatic leaps required.

• What happens after I download the workbook?

  You'll get immediate access to the 32-page PDF workbook to download and print or fill out digitally. You'll also receive my weekly newsletter with practical tips for building your multi-passionate career (you can unsubscribe anytime). If you get stuck or want personalized guidance, you can book a free 30-minute career clarity call to discuss your next steps. The workbook is completely free with no strings attached, it's my way of supporting creative generalists who are tired of being told to pick just one thing.

Career Coaching for Creative Generalists: How to Get Unstuck and End the Overthinking Cycle

If you identify as a creative generalist, a t-shaped, multi-hyphenate, multi-passionate creative, or an ambitious doer, you know this frustrating cycle well: you’re full of ideas and capabilities, and still you feel so agonisingly stuck. Instead of building an inspiring career (or boldly pursuing that long-overdue career change), you’re caught in a loop of endless overthinking and anxiety.

This challenge is precisely why I became a coach, and why specialized career coaching for creatives navigating a career change is so effective. The goal is simple, but life-changing: to help you finally work on your goals instead of just thinking about them, especially if those goals include pivoting to a more fulfilling professional life.

The Creative Generalist’s Unique Mental Blocks

Creative generalists operate differently; they are the broad thinkers in a world that still values specialization. They have a non-linear, sometimes accidental career history (often called a portfolio career) and possess qualities like compassion, ambition, and an insatiable hunger for knowledge. However, these unique traits come with distinct internal conflicts that can make even the idea of a career change feel paralyzing.

1. The Burden of Idea Overload

Creative individuals and entrepreneurs are prone to overflow with ideas, projects, and passions. My clients commonly report having far too many ideas in a day, which can make things feel messy and shift their focus constantly - especially when contemplating a career change or branching into new fields.

This vast array of options leads to the paralyzing paradox of choice. When faced with a million-dollar business idea or a dream of a career change that involves yoga on the beach, the inability to choose can be overwhelming and make many creatives feel stuck. This is exacerbated by the fact that many creative generalists feel misunderstood, believing that their multi-passionate brain must fit into a "tiny box of specialization". I know, believe me, this used to be me.

2. The Overthinking Cycle

The root of feeling stuck often lies in trying to solve complex life and career change questions solely using your mind.

After doing this work for a decade, I know that my coaching clients frequently desire guidance because they are at a tricky point in their career and life, or feel like they have outgrown their current life. They believe that thinking harder will produce a solution, but this only results in overthinking and worrying about the right decision, which only makes them more anxious and stressed out.

As time passes, an initial burst of inspiration can lead to a vision that grows more elaborate and turns into a mountain. This makes the task of actually doing things increasingly daunting. The result? Endlessly overanalyzing every decision you could make, especially about career change, inevitably leading to frustration or burnout before you even start.

3. The Paralysis of the Inner Critic

The final block is often the internal mechanism designed to keep us "safe," our beloved inner critic. This voice instills self-doubt and constantly says that what we want "isn’t real" or that "we're not good enough".

This constant internal chatter contributes to procrastination and self-sabotage. When clients come to me, they often have repeatedly broken promises to themselves (a side effect of procrastination), and start to question if they're even capable of achieving their dreams, especially when it comes to a major career change. Furthermore, many creatives unconsciously talk themselves out of projects by looking for flaws in every idea. This flaw-finding is often fear (False Evidence Appearing Real), attempting to stop them from stepping out of their comfort zone.

The Career Coaching Solution: Moving from Thought to Action

The fundamental shift provided by career coaching, especially during a career change, is the understanding that you cannot think yourself into a new career or life; eventually, you must go out and do it. Clients come to me for coaching precisely because they want a strategic roadmap that guides them toward a fulfilling career and helps them gain clarity and confidence to make choices aligned with their desired career change.

1. Embracing Action to Achieve Clarity

The core truth for the creative generalist suffering from idea overload is simple: ambiguity never disappears by simply thinking through all your options. When faced with multitudinous possibilities, the only way forward is to break the overthinking cycle, especially around career change, by taking action.

• Clarity Through Choosing: Clarity is not a prerequisite; it only appears when you pick something. Once you choose, even if it feels scary, you start experimenting with reality, which is how you learn whether you like an idea or not, or if a particular career change actually fits you.

• Embracing the First Step: My clients often face the hurdle of not knowing where or how to get started. Coaching helps them define the one thing they will get started with right now. Not forever, just for right now. This could be a small, concrete step toward a career change. This action doesn’t need to be perfect or permanent; if you don’t like it, you get to change your mind.

2. The Power of Mindset and Rewiring the Brain

Coaching is an integrative process that addresses both external plans and internal belief systems. The first phase of my four-step MOVE method focuses on Mindset.

• Mindset Dictates Behavior: Your mindset influences your behavior; it is the driving force behind what you do. Overcoming mental blocks is especially critical during a career change, and it requires understanding that you are not your thoughts. You have control over what you allow yourself to believe and act on.

• Neuroplasticity and Change: To achieve different results, you must change your mind, literally. Coaching uses techniques to help clients disrupt the mental, physical, and emotional systems that keep them stuck when contemplating taking action. By uncovering unconscious stuff that is keeping us stuck, we can begin healing and move forward.

3. Cultivating Self-Leadership and Consistency

Getting unstuck, whether in your current job or during a career change, is an act of personal leadership. Leadership is never given; you have to take it for yourself. This means admitting you have a role in staying stuck and realizing nobody’s coming to pull you out.

• Building Resilience: You must stop waiting to feel entirely ready or confident before starting, as this is precisely what led to stagnation. The solution is not heroic bursts of energy but little changes over time that can, even quietly, spark a deeply meaningful career change.

• The Chain of Action: Consistency is key. I love the Seinfeld Strategy, it emphasizes setting a goal and marking off every day you work on it; the only rule is "not breaking the chain". Small steps repeated over time (the compound effect) will move you toward your desired career change and cultivate the resolve and grit necessary to separate dreamers from doers.

By moving into this action-taker mode, you can move from being trapped in your own thoughts to feeling unstuck, moving towards your goals, and gaining the self-assurance that you are finally on the right path - whether that’s a new creative project, a passion pursuit, or a career change that fits who you truly are.

You’ve got this!

Take the First Step Toward Clarity and Freedom

Are you ready to break free from the overwhelm and finally gain the clarity you’ve been searching for? Imagine having a personalized roadmap that embraces all your passions and guides you toward a career and lifestyle that feel authentic and fulfilling.

Discover your unique path with a one-on-one private session designed to help you uncover your “glue,” silence the inner critic, and transform your scattered ideas into a focused, actionable plan.

Book your free session

Frequently Asked Questions About Career Change for Creatives

• How do I know if it's the right time to make a career change?

  If you’re feeling unfulfilled, stuck, or burnt out in your current role, it may be a sign that it’s time for a change. Listen to your inner voice - especially if you continually daydream about pursuing creative passions or feel a deep pull toward something more aligned with your interests. While there’s no perfect time, small, consistent steps can help you transition without feeling overwhelmed.

• How can I overcome fear of failure or uncertainty when transitioning careers?

  Fear is natural during major transitions, but it doesn’t have to paralyze you. Reframe failure as a learning opportunity and take comfort in the fact that your creative nature equips you with adaptability. Start with low-stakes experiments, such as freelancing or building a portfolio, so you can explore your new path before fully committing.

• How do I decide what creative passion to focus on in my new career?

  The key is to find what I call your ‘glue’ that ties your passions together. Look for overlap between your interests and skills, then identify how they can serve others or solve a problem. Think about which passion feels exciting but also sustainable over the long term, and remember - you can always evolve your approach as you grow.

• What if I have no idea how to monetize my creative talents?

  Start by researching how others in your field make a living. Look for gaps in the market that align with your strengths. Experiment with offering services, selling products, or teaching what you know. Join creative communities for support and inspiration, and don’t be afraid to start small as you test the waters.

• How do I handle criticism or negativity about making a career change?

  Not everyone will understand your path, and that’s okay. Protect your energy by sharing your plans only with those who support your vision. Use critiques as fuel to refine and improve, and remember that your unique perspective as a creative is a strength - not something to be dismissed.

• How can I maintain financial stability while pursuing a creative career change?

  Transition gradually by starting your new career as a side hustle or part-time pursuit while maintaining other income sources. Budget thoughtfully, reduce unnecessary expenses, and look into grants, crowdfunding, or part-time contracts if needed. Focus on small wins that build your confidence while helping you stay financially secure.

How to Make a Career Change When You Have Too Many Ideas

You feel it deep in your bones - a career change is on the horizon. The work that once felt exciting, or maybe even stable, now feels like a cage. You’re talented, curious, and full of ideas for what could be your next step, career, or life. In fact, that's the problem. You don't have just one idea; you have a gazillion.

Maybe you dream of being a freelance writer, but you also want to learn ceramics. You think about starting a consulting business, but that podcast idea won't leave you alone. Your brain feels like a web browser with 50 open tabs, and the thought of choosing just one path is paralyzing.

People tell you to "just pick something," but that feels like cutting off a part of yourself. You're not indecisive, that's really not your problem - you're a creative generalist, a multipotentialite, a multi-hyphenate human with many interests and passions. Your unique and wide focus isn't a weakness; it's your superpower. But how do you bundle that superpower to make a career change without feeling completely overwhelmed?

I see you. I was once where you are, like many of my clients. Stuck in a life that looked good on paper but felt hollow inside. It took a massive personal crisis for me to finally ask what I wanted. The journey wasn't easy, but it led me here. And it taught me that making a career change when you're multi-passionate isn't about picking one thing. It's about finding the thread that ties your interests together.

Why Career Change is Different for Creative Generalists

Traditional career advice often fails us. It's built for specialists who climb a linear ladder. But what if your path looks more like a jungle gym or a game of snake (remember that addictive Nokia game from the 90s)?

For multi-passionate people, the standard "follow your passion" advice is a trap. Which one? The one from this morning or the one that will pop up next week? This can lead to a cycle of starting and stopping, feeling like you’re getting nowhere while your peers seem to have it all figured out.

The real challenges you face are unique:

• The Fear of Picking the "Wrong" Thing: With so many options, you worry about committing to a path only to realize it's not the right fit, wasting precious time and money.

• Analysis Paralysis: The sheer volume of your ideas can be overwhelming, leading to procrastination. You spend so much time thinking about what to do that you never actually do anything.

• The Inner Critic: Your mind tells you that you're "all over the place" or "not focused enough" to succeed. This voice can be so loud that it drowns out your intuition.

• Pressure to Specialize: Society celebrates experts. You might feel inadequate because you have a breadth of knowledge rather than a single, deep specialization.

Recognizing these struggles is the first step. You're not broken or flaky. You've just been misdiagnosed (as Barbara Sher, the grandmother of the creative generalists, used to say). You're simply operating with a different kind of brain, which requires a different kind of solution.

A 4-Step Framework for Your Multi-Passionate Career Change

Let's forget about the idea that you need to find a single, perfect job title. Instead, we're going to focus on creating a career that has space for your many talents. This is about designing a professional life that feels authentic, fulfilling, and financially sustainable. It's about combining instead of choosing.

Step 1: Gather Your Sparks (Without Judgment)

Before you can find clarity, you need to know what you're working with. Get a notebook or open a new document and give yourself permission to do a "brain dump."

Write down every single interest, idea, and curiosity that comes to mind. Don't filter anything. Yes, this may mean opening up all the notebooks and digital post-its that you already have. That's perfectly fine! I have those too 😄.

• Want to learn how to code? Write it down.

• Dream of living on a farm? Write it down.

• Fascinated by ancient history? Write it down.

• Think you’d be a great project manager? You know what to do.

This is a judgment-free zone. No idea is too silly, too impractical, or too random. The goal is not to create a to-do list but to see all the parts of you laid out. You’ll probably notice themes you weren't aware of. This list is your raw material.

Step 2: Find Your "Glue" – The Why That Connects Everything

Now, look at your list. Instead of focusing on what these things are, ask yourself why they interest you. What is the underlying desire or value behind each spark?

For example, let's say your list includes: "start a podcast," "learn public speaking," and "write a book."

• The what is media and communication.

• The why could be a desire to share important ideas, to connect with people through storytelling, or to give a voice to the unheard.

This "why" is your glue (as I talk about in my book Get Unstuck!). It’s the thread that connects your seemingly random interests. Another person might be drawn to "gardening," "baking," and "interior design." Their glue might be a passion for creating nurturing, beautiful environments.

Finding this common theme is a game-changer. It shifts your focus from choosing a single job to building a career around a central purpose. Suddenly, your many passions don't look so scattered anymore. They look like different expressions of the same core driver.

Step 3: Experiment with Low-Stakes Projects

The fear of making the wrong career change can keep you stuck for years. The antidote is action, but not the "quit your job and drain your savings" kind. We’re talking about small, low-risk experiments (check out my podcast for some ideas).

Think of yourself as a scientist in the lab of your own life. Your ideas are hypotheses, and you need to test them.

• Curious about web design? Don't enroll in a $10,000 bootcamp. Take a weekend workshop or an online course for $20. Offer to build a simple website for a friend for free.

• Thinking about coaching? Don't launch a full-fledged business. Offer to help a few people in your network for a small fee (or even for a testimonial) to see if you enjoy the process.

• Dreaming of being a writer? Don't try to write a novel right away. Start a blog, or commit to writing 500 words a day for two weeks. Pitch a guest post to a site you admire.

The point of these experiments is to gather data. Did you enjoy the work? Did it feel energizing or draining? What parts did you like, and what parts did you hate? This real-world feedback is infinitely more valuable than just thinking about what you might like. It lowers the pressure and allows you to move forward with confidence.

Step 4: Design Your Portfolio Career

For many creative generalists, the answer isn't a single job. It’s a portfolio career: a mix of different part-time jobs, freelance projects, and business ventures that, together, create a fulfilling and financially stable whole.

This is where you get to be truly creative. Your career doesn't have to fit into a pre-made box. You can design your own.

A portfolio career could look like:

• A part-time marketing consultant (for stability) + a thriving Etsy shop (for creativity) + teaching a weekly yoga class (for well-being).

• A freelance graphic designer for a few anchor clients + writing a paid newsletter + running online workshops on creativity.

• An international career coaching business + an AI startup + a writing career + a magical-themes Etsy shop in the making (that would be me).

Notice how each component feeds a different part of you? The portfolio career is the ultimate playground for the multi-passionate person. It allows you to use your many skills, satisfy your curiosity, and create multiple streams of income. It turns your "problem" of having too many interests into your greatest asset.

Being Stuck is a Feeling, Not a Fact

Making a career change can feel lonely, especially when it feels like no one around you "gets it." The questions, the doubts, the fear. They can be overwhelming. But being stuck is a feeling, not a fact. You have everything you need inside you to build a professional life that feels like home.

You're not all over the place; you're expansive. You're not indecisive; you're curious. It's time to stop trying to fit into a box that was never meant for you and start building a career that celebrates every part of who you are.

I believe in you!

Are You Ready for a Career That Fits All Your Interests?

Do you feel overwhelmed by a whirlwind of ideas, unsure where to start? Is your inner critic stopping you from turning your passions into something more?

Discover the confidence and clarity you need to move forward by scheduling your free coaching session today. Together, we'll explore your aspirations, identify barriers, and create powerful steps to help you finally live up to your worth and show it to the world!

Book your free session

Frequently Asked Questions About Career Change for Multi-Passionate Individuals

• How do I know which passion to focus on first when I have so many ideas?

  Start by identifying the idea that excites you the most or aligns with your current values and needs, such as financial stability or creative fulfillment. Remember, choosing one path doesn’t mean abandoning the others - it’s about taking a step forward for now, not for forever.

• What if I commit to something and then lose interest?

  It’s normal for multi-passionate individuals to evolve and grow over time. Instead of viewing it as “losing interest,” see it as completing a chapter. Each experience builds skills and clarity for your next step. You can design your career to have room for flexibility and change.

• How can I overcome perfectionism and procrastination when starting a new career path?

  Focus on progress, not perfection. Break tasks into smaller, manageable steps, and set realistic deadlines. Accountability partners or a coach can help you stay on track and keep perfectionism at bay while celebrating your wins along the way.

• Is it possible to create a profitable career that incorporates all of my passions?

  Yes, absolutely! Many multi-passionate people find their unique “glue” - a common thread that ties their interests together into one cohesive path. By blending your skills strategically, you can craft a career that allows for both creativity and financial stability.

• I’m afraid of making the wrong decision and wasting time. How do I move forward?

  Understand that there’s no such thing as a wasted effort. Every step provides lessons and insights. Reframe decisions as experiments rather than permanent commitments. This approach takes the pressure off and helps you learn what truly works for you.

• How do I explain my non-linear career history to potential clients or employers?

  Focus on the strengths and unique perspective your varied experience gives you. Highlight transferable skills, such as adaptability, creativity, and problem-solving. Your multi-passionate background is an asset, showcasing your adaptability and ability to think outside the box.

Why Creative Generalists & Multi-Passionate Entrepreneurs Keep Underselling Themselves (and How to Live Up to Your Worth)

If you're a creative generalist, an artist juggling multiple media or projects, or an entrepreneur with a constant flood of ideas, chances are you’ve experienced the unique frustration of continually underselling yourself. As an ambitious doer, you're passionate, capable, and striving for professional potential, yet you feel stuck, unable to translate your immense potential into the business success or artistic freedom you crave.

You feel like an impostor, as if you don't belong among the peers you admire, but feel less than around. The funny thing is, these skilled artists and entrepreneurs are the ones who seek you out, not the other way around.

This post is for the multi-passionate creative who feels inadequate or the skilled entrepreneur who wants to share their true potential with the world.

We examine the invisible walls - the mindset, limiting beliefs, and fears - that prevent you from living up to your worth, developing profitable services or products, and earning a living from them.

Part I: Why We Undersell Our Talent

Many high-achieving, creative individuals struggle with mental blocks and procrastination that stop them from achieving their goals.

We often unknowingly construct elaborate obstacles that prevent us from taking action and confidently claiming our value, all in the name of fear. Because of this, we believe we are not good enough, that we don't have what it takes, even if, unconsciously, we do feel capable and talented, deep down inside.

1. The Bully in Your Brain: The Inner Critic

From coaching creatives for over a decade, I know that underselling is often rooted in the pervasive voice of the inner critic, which specializes in making you question your capabilities and worth. This internal chatter is a burden for many creatives and entrepreneurs.

• It declares negative assessments like: “You’re a loser,” “I’m crazy,” or “You’ll never be able to accomplish anything”.

• It insists that what you want isn't real, or that you don't deserve success because you are simply "not good enough".

• It tells you that you are a "mish-mash of random half-baked talents".

• This can lead to impostor syndrome, the inability to internalize accomplishments. For some of us, this inner voice will simply tell us, "You can't do this".

My advice on this is clear: you must actively decide to take control of your life and stop bullying yourself with negative inner chatter.

There is no point in telling yourself anything that will limit you. What good does it do, really? Instead, adopt this simple but effective mantra that has helped me, and many of my clients, move out of procrastination and overwhelm and into consistent and sustainable action:

**DAILY MANTRA TO SILENCE YOUR INNER BULLY: **EVERY NEGATIVE THOUGHT IS WRONG. (Yes, it’s that simple)

2. The Perfectionism-Procrastination Loop

For many creatives, especially those who struggle with diagnoses like ADHD or those who have been conditioned since childhood, perfectionism becomes a primary tool for self-sabotage.

• This mindset calculates "perfectionist risk," which is the fear of being criticized for not executing an idea perfectly.

• You may obsessively overthink and worry about the right decision, causing anxiety and stress, and keeping you stuck for longer.

• Procrastinating and breaking promises to yourself leaves you questioning if you are even capable of achieving your dreams.

• Clients often start to think themselves out of a conversation they could have, worried they will be criticized for not executing perfectly. You might stall, feeling like you have only one shot to speak with someone important.

The truth is, even if our past experiences conditioned us to believe we couldn't do anything right, that belief is often not true and does not serve the grown-ass adults we’ve become.

3. The Generalist Paradox and Lack of Clarity

Creative generalists (or multi-passionate creatives) are prone to feeling overwhelmed, not because they lack ideas, but because they have too many.

• Many ambitious creatives and entrepreneurs come into my coaching practice because they're "stuck". They need help finding clarity on what they should be focusing their energy on.

• The desire for certainty is a flaw in thinking. We often ask for certainty in a world that is all but one thing: certain.

• Attempting to overcome ambiguity by overthinking everything only leads to stress and anxiety. When faced with multiple life or career options, we experience inner conflict, which is painful and often results in looking at the options narrowly.

The ambiguity of choosing from many ideas rarely disappears just by thinking about options. You gain clarity only when you pick something and take action.

4. The Tyranny of Inherited Dreams

We often adopt a blueprint for success that isn't truly our own, shaped by societal or cultural expectations. This is what I have called the tyranny of inherited dreams, dreams that belong to your parents or caregivers, or your friends, but don't belong to you.

Many people fall into the trap of pursuing a career or lifestyle that they believe will bring them success and happiness, only to find out later on that it does not fulfill them. They may have followed in the footsteps of their parents' or friends' dreams without questioning if those were truly their own

• You might pursue jobs that favor salary over passion or be influenced by the capitalistic world's definition of success (money, status, power).

• You may unconsciously move and live based on expectations of others or expectations you imposed on yourself, such as needing a "mega career" or to be "rich".

Finding your way back to your authentic dreams means dismantling these inherited dreams, and the way to do that is what we look at below, in Part II.

Part II: How to Finally Live Up to Your Worth

To finally align your external success with your internal worth, you need to commit to self-leadership, mindset shifts, and purposeful action.

1. Take Control: Mindset and Self-Leadership

• Practice Self-Leadership: Leadership is never given; you have to take it for yourself. This means influencing and guiding yourself. You must realize that nobody is coming to save you or make change happen for you - that is the myth of change (more on that in my book Get Unstuck!). It’s crucial to recognize that you are not your thoughts and that you can choose what you allow yourself to believe and act on.

• Redefine Success and Self-Worth: Define success in terms of sustainability, meaning, purpose, and overall well-being, rather than solely in terms of a capitalist blueprint. For creative generalists, having many interests is often a superpower. Embrace your unique wiring that allows you to make connections others can't. Give yourself permission to find things difficult, even if they seem easy for others, and feel proud of your effort.

• Believe in Possibilities: By changing what we do, we change who we are. Your fears are often just False Evidence Appearing Real (FEAR). You are the leading character in your life, not the victim of your circumstances. This is YOUR story - live it fully.

2. Commit to Action and Flow

• Clarity Through Movement: Stop waiting until you feel absolutely sure of what to do next. You cannot think yourself into a new career or life. You gain clarity and learn whether an idea works only when you pick something and take action. You need a plan that is both exciting and aligned with you.

• Build Grit with Kept Promises: You lose trust in yourself every time you break a promise you make to yourself. To build self-confidence and momentum, make promises to yourself scarce, but once you make one, keep it at all costs. This cultivates grit, which separates dreamers from doers.

• Find Your "Glue" and Flow: A powerful technique is what I call finding your "glue," the unique common thread that brings all your interests and passions together. Your glue can guide you on what to focus on. Furthermore, aim to cultivate a state of flow, where you are deeply engaged, allowing you to move from overwhelm to creative energy.

Remember: there’s no perfect time to start. Every accomplishment begins with a choice to try. Trust in your potential. If you need to, fake it until you feel it.

The first step WILL feel weird, uncertain, scary, but it’s also the most empowering. Go for it - your future self will thank you.

Are You Ready to Stop Underselling Yourself?

Are you ready to reach your true creative potential and take the leap toward a brighter, more fulfilling future? Imagine what you could achieve with the right guidance and resources tailored to your unique goals. Don't hold back - this is your moment to act.

What if you had the clarity and guidance to silence the procrastination and create the fulfilling lifestyle you’ve always dreamed of? This is your chance to break free from the grind and finally craft a career that flows.

Book your free session

Frequently Asked Questions

• Why is it important to overcome self-doubt for creative career success?

  Overcoming self-doubt is crucial for creative career success because it directly impacts your confidence, decision-making, and ability to take advantage of opportunities. When you allow self-doubt to rule your days and work, it creates barriers that can limit your growth and hold you back from stepping into new challenges or responsibilities. Cultivating self-belief and believing in your worth enables you to recognize your own value, advocate for yourself, and showcase your capabilities to others. Professionals who overcome self-doubt tend to approach challenges with resilience and a solutions-focused mindset, which can set them apart in competitive environments. Confidence also translates into better networking, as you're more likely to build meaningful connections and present yourself authentically when you trust your skills. Confidence empowers you to take ownership of your career and life path, make strategic moves, and create opportunities for yourself that align with both your dreams and your potential.

• What does it mean to be a creative generalist or multi-passionate entrepreneur?

  A creative generalist or multi-passionate entrepreneur is an individual who thrives on exploring many interests, pursuing varied skills, and excelling across multiple disciplines. Unlike specialists who focus on deep expertise in a single area, creative generalists draw strength from their ability to think broadly, connect ideas across fields, and approach challenges with versatility. They are often highly adaptable, possessing a unique ability to innovate by blending insights from different industries or disciplines. This multidimensional skill set makes them well-suited for roles that demand creative problem-solving and interdisciplinary collaboration. Creative generalists play a vital role in driving innovation, as they frequently offer fresh perspectives and think beyond conventional boundaries, making them invaluable assets in today’s dynamic and often high-tech professional landscape.

• Why do creative professionals often undersell their skills?

  Creative professionals often undersell their skills because measuring the value of creativity can be inherently subjective, making it hard to quantify or articulate in traditional business terms. Imposter syndrome tends to make this challenge worse, as many creatives question whether their contributions are truly impactful or compare themselves unfavorably to peers. Additionally, the tendency to focus more on perfecting their craft than on marketing themselves often leaves them at a disadvantage in highlighting their worth effectively. There’s also the issue of language - translating abstract or artistic ideas into business-driven clarity is not always intuitive. By not actively identifying or communicating the tangible benefits their work provides, creative professionals can unintentionally diminish the perception of their value. Overcoming these challenges often requires intentional efforts to develop confidence and worth, refine personal branding strategies, and connect their creative skills to measurable outcomes, such as improved customer engagement, brand development, or innovative problem-solving.

• How can I start showcasing my worth more confidently?

  To start showcasing your worth more confidently, begin by conducting a self-assessment to identify your unique skills, expertise, and accomplishments. Reflect on past projects or roles where you made a significant impact - whether it was leading a team to success, boosting a client’s satisfaction, or implementing innovative solutions that delivered measurable results.

  Next, set clear, achievable goals aligned with your career dreams. Ask yourself, "What do I want to be known for in my industry?" or "What specific outcomes do I aim to achieve?" By focusing on your strengths and the value you bring, you can tailor your messaging to resonate with potential clients, partners, or employers.

  Additionally, use platforms like LinkedIn to elevate your personal brand. Share insights, success stories, or thought leadership content that aligns with your goals and showcases your expertise. Engaging in conversations with industry leaders or joining groups within your field can further reinforce your presence and credibility.

  Above all, consistency is key. Use every opportunity, from meetings to networking events, to articulate your value with confidence. Empower yourself with these strategies, and watch as recognition and opportunities grow naturally around what you bring to the table as the amazing creative that you are.

• What are some actionable strategies to build value and recognition as a creative, artist or entrepreneur?

  To build value and recognition as a creative, artist, or entrepreneur, it’s essential to approach your career with intentionality and a focus on growth. Personal branding plays a pivotal role in this, as it allows you to establish a distinct identity that reflects your skills, values, and vision. Start by curating your online presence, making sure that your portfolio, social media, and professional profiles align with the message you want to convey. A consistent and authentic and confident narrative will help others relate to you and recognize the value you bring.

  Seeking feedback from peers and mentors is another important step. Constructive input can help you identify areas for improvement and sharpen your craft while building stronger connections with those in your industry. Surround yourself with individuals who encourage your growth and provide honest insights.

  Finally, demonstrating your expertise through tangible results is perhaps the most powerful way to build recognition. Consistently deliver high-quality work, don’t be afraid to share your success stories, and showcase how your efforts have made an impact.

• Who can benefit from the strategies outlined in this article?

  Anyone who feels stuck or undervalued in their professional life, especially creative generalists and multi-passionate entrepreneurs, can use these strategies to thrive.

  By applying these strategies and living up to their worth, creatives can find new levels of opportunity and visibility in their careers. Creative generalists, for example, can position their vast skill sets as unique value propositions, while multi-passionate entrepreneurs can channel their versatility into innovative ventures that solve important problems. The key lies in believing in yourself and deciding to show up as your full, authentic, confident self!

Is Your Creative Fire Dying? How to Reclaim Your Lost Self in a Soul-Sucking 9-to-5

If you're a multi-passionate creative, you know the feeling: You clock in every morning to a job that pays the bills but drains your energy and spirit. You make an okay living, but everything you do feels empty and meaningless. Boreout - a condition where someone's creative skills are severely underutilised at work, can lead to the painful conclusion that their creativity has died, or a vital part of themselves is gone.

You're exhausted, stressed out, and constantly feel trapped. Perhaps you feel like your abilities are consistently underutilized and undervalued. You might wake up feeling bored and dread your commute, finding yourself caught up in routines you hate, simply going through the motions, or living another Groundhog Day. Your passion for life seems to be gone, and your creative energy is stuck in a Groundhog Day loop.

Breaking Free from the Boreout Cycle

Many clients describe their current creative life as nonexistent, stunted, or numb. Can you relate?

The irony is that as a creative generalist, you possess many talents, are hard-working, clever, and have an insatiable hunger for knowledge. Still, you end up feeling misunderstood, out of place, and burdened by the belief that you cannot make money with creativity. You have incredible problem-solving skills, but you're mostly using them to help others rather than yourself.

The good news is that this is a natural feeling, and you're not alone. Many of my clients - creatives, entrepreneurs, artists, and C-suite professionals - come to me wrestling with this exact feeling. They want to regain clarity, confidence, and the ability to choose what they truly want in their life and career.

You can find your way back to that place of creative freedom, but it starts with realizing that you cannot simply think yourself out of feeling stuck; you must take intentional action.

10 Short "Do" Tips to Reconnect with Your Creative Self

Here are ten actionable steps you can start taking today to reclaim your creative drive and feel alive again (more in my book Get Unstuck!):

1. Do the "Ideal Day" Exercise: One of my favorites, from the grandmother of creative generalists, Barbara Sher. Visualize a good, typical, happy day out of your ideal life. This helps paint an inspiring vision and discover desires you might otherwise be unaware of.

2. Define What's Missing: Get clear on what you're truly stuck on, remembering that being stuck is a feeling, not a fact.

3. Become a Child Again: Write down ten things you loved to do as a child, and note whether you still love or would love to do them now. This helps uncover authentic dreams.

4. Embrace the Beginner's Mind: Approach your current life situation and challenges with an open, fresh perspective, like a child discovering the world for the first time.

5. Take Tiny Steps: Implement the "Seinfeld Strategy": commit to a small action daily, mark it on a calendar, and simply do not break the chain. Consistency of small steps leads to incredible results.

6. Find Your "Glue": Identify the common thread or way of being (your purpose, sense of flow, or primary interest) that makes everything else you do come together and make sense.

7. Run Real-Life Experiments: Take action and try things out, however small. Mind-body experiences are essential for lasting change and help reprogram your central nervous system. Your nervous system needs to feel into your ideas.

8. Reframe Your Fear: Remember that fear is often False Evidence Appearing Real. Question the negative predictions your mind makes and consciously choose to stop bullying yourself.

9. Build in Rest: Make sure you get enough sleep, as the brain recharges and organizes information during this time, aiding creativity and insights. Creative breakthroughs often occur when you're relaxed, doing things that require little brainwork, or taking a break.

10. Just Choose Something: If you have an overload of ideas, choose one thing to start with right now - not for forever, just for now. Clarity often only appears once you commit to a path.

Transformation is a Process. All You Need to Do is Start

If you're a creative generalist, you know that the overflow of ideas and the multitude of interests can feel overwhelming. This often results in procrastination, overthinking, and abandoning projects right before the finish line. Believe me, I know, I've been there!

You have the ability to change your life. Your breaking point doesn't need to be at the end of your rope. It can be right now, the moment you decide to take control. You got this!

Ready to Reclaim Your Creativity and Find Work You Love?

Are you tired of feeling unfulfilled, burnt out, and stuck in a job that makes you feel like your creative fire is dying? Do you secretly believe you're meant for bigger things but are paralyzed by idea overload or the fear of making the wrong choice?

As a specialised coach for creative generalists, I specialize in helping people with multiple passions break free from the tyranny of the 9-to-5 and overcome the mental blocks that prevent them from taking action. Hundreds of my clients have started exactly where you are now - feeling lost and unsure of how to move forward. I provide the clarity, strategy, and personalized guidance you need to transform your complex creative puzzle into a successful and sustainable career.

Book your free session

Frequently Asked Questions

• Why do I feel like my creativity is fading as a generalist?

  Creativity can feel like it's slipping away when you're juggling multiple interests without a clear direction. Exhaustion, overwhelm, or the pressure to be the best at everything can contribute to feeling stuck or uninspired. Taking time to prioritize passions and setting manageable goals can help reignite your creative spark.

• Is it normal to feel uninspired even though I love what I do?

  Yes, it’s absolutely normal. Creative generalists often face periods of burnout due to constantly switching between projects and ideas. Build intentional downtime into your schedule to recharge, and don't hesitate to explore sources of inspiration outside your usual interests.

• How do I overcome the fear that being a generalist means I won't succeed?

  This fear stems from societal pressure to specialize. Instead, focus on how your multi-passionate nature makes you uniquely versatile and skilled at many things. Highlight the value you bring through diverse perspectives and problem-solving skills. Many successful careers are built on the ability to adapt and innovate.

• What strategies can I use to manage multiple passions without losing focus?

  Prioritize your passions based on your goals, breaking large projects into smaller, actionable steps. Create a system for balancing exploration with execution, such as dedicating specific days or times to different pursuits, and stick to it.

• How do I start creating again when I feel completely stuck?

  Start small. Engage in low-stakes creative activities, like journaling or sketching, to reduce performance pressure. Collaborate with others or revisit past projects to find your enthusiasm again. Remember, progress begins with action, not perfection.

• How can I keep my creativity alive in a fast-paced, demanding career?

  Establish boundaries and carve out time for personal creative pursuits, no matter how small. Surround yourself with inspiring people, stay curious by learning new skills, and use setbacks as opportunities for creative problem-solving. A consistent practice of creativity allows it to remain a vibrant part of your life, even during busy times.