You Made Your Passion a Career. Why Does It Feel Heavy Now?
On staying connected to your passion when it becomes your paycheck
There’s a strange shift that happens when you go from hobbyist or side hustler to full-time creative.
When you’re stuck in a 9 to 5 that has nothing to do with your gifts, you fantasize about the day you get paid to create. You picture freedom, flexibility, and fulfillment. You imagine waking up excited because your work actually matters to you.
Then it happens. You go full time.
And suddenly there are deadlines, contracts, revisions, client expectations, scope creep. The same thing you once did purely for joy now has financial pressure attached to it.
That does not mean it was never your passion. It just means the context changed.
We all need money. The ideal scenario is earning it through something you genuinely enjoy. But once your livelihood depends on that thing, your relationship to it can shift. That is human. At the end of the day, responsibility changes the emotional texture of the work.
Give yourself grace in that transition.
I’m not speaking hypothetically. I’ve been making money as a creative entrepreneur for over a decade. There have been multiple iterations of Crossfade. My first LLC was Crossfade Media, and at the time my philosophy was simple: if I could do it, I offered it.
That meant services across five major areas:
Audio, including music
Photo
Video
Graphics
Web, including WordPress, social media, and email marketing
If a business needed something creative, I was probably saying yes.
It did not take long before I found myself resenting large portions of the very work I once dreamed of doing. When everything is for sale, nothing feels sacred. The passion was still there, but the positioning was off.
Ten years and another LLC later, Crossfade Productions looks very different. The services are specific and intentional. I still have deep expertise across multiple disciplines, but now I often use that knowledge to guide and coach small business owners and creatives instead of executing every task myself. In many cases, my knowledge is the product more than the labor.
That shift changed my relationship with my work.
My business now sits in a pocket I genuinely love. I get to create, I get paid, and I do not feel like I am draining the life out of the thing that once lit me up. That balance came from iteration and honest evaluation.
At some point, you have to walk back what you offer. You have to decide what you will not do.
For me, that realization came after shooting my first wedding. I knew almost immediately that if I kept booking weddings, I would eventually resent photography altogether. So I updated my website, clarified the types of events I shoot, and began respectfully declining wedding inquiries.
That boundary protected my long-term love for the craft.
You can apply the same principle to your own work. If you are a painter and do not want to live under rigid showcase deadlines and submission rules, then do not. You can take a scarcity or premium route, create on your timeline, and sell through your own platforms. That approach requires stronger marketing, but it also allows you to build content around your process, livestream your work, or document before and after transformations. You keep the income goal intact while preserving creative freedom.
If you are multidisciplinary, segment your creativity. Some areas can be monetized strategically. Others can exist purely for fun, experimentation, or personal branding. Not every skill needs to be turned into a revenue stream.
When you start feeling jaded, pause and evaluate what is actually causing it. Is it the clients? The structure? The volume? The lack of boundaries? Or is it the work itself?
Those are very different problems with very different solutions.
If the container is the issue, redesign it. Narrow your offers, raise your rates, or cut the services that drain you. If the work itself feels empty, that requires deeper reflection about whether it truly belongs at the center of your career.
Your “why” should not disappear in the pursuit of income. Revisit it often and protect it intentionally. Making money from your passion is a privilege. Keeping that passion alive while you do it is a discipline.
Happy creating!




“Your ‘why’ should not disappear in the pursuit of income.”
What a revolutionary statement in a world that makes us think we have to choose between what we love to do and making a living. Thank you for reminding us we can live out our calling in a way that honors its meaning, maintains balance, and preserves our love for it.
I love this. In a recent conference I went to about how to walk out of corporate tech, someone suggested using an experimental mindset. Monetize any of your skills with any type of customer for a short amount of time, and see how it sits with you. Often those early clients may stick around for whatever services you end up offering, even if that changes. I really like your concept of “segment your creativity” too.