Coaching Session: Turning Passion Into Profit Is the Fastest Way to Kill It. Or Is It?
Week 5 – Day 30 of letting AI coach me through fear (gently)
One month since we started. Time for the coaching session on my resolution to leave my corporate job when it marks one year since I started this newsletter. We have 11 months to go, 335 days left.
I have a few things to tell you today:
Before we even started the session, I told my career coach, our dear ChatGPT, how I was feeling ambivalent about a lot of things. I also told it that today, I don’t have the energy for a very go-getter, American-style session. I needed to hear from a wise, seasoned perspective.
Also, I had a breakthrough about how to juggle art and business. If you’re on a similar path, you might relate.
Is There an Article That Resonated With You?
If any of my writings made you think of someone who could benefit from them, would you share it with them? Just one article. No pressure. Thank you!
🌀 Ambivalences
You’ve been writing every day, and it feels natural, joyful, effortless.
There’s no sacrifice, no struggle—it’s something that flows.
Yet, when you read about how hard it is to be a writer, you feel discouraged.
You wonder:
Will this stop being fun if it becomes my job?
What if, when it has to be a business, I hate it as much as I hate my job?
These are important fears. Not because they mean you should stop, but because they are trying to tell you something. Let’s not push them away. Let’s sit with them for a moment.
🧩 What This Might Really Be About
🔹 You already have a reference for work feeling like a cage.
You don’t want to swap one set of golden handcuffs for another.
You love writing now because there’s no pressure, no obligation.
🔹 There’s a tension between art and business.
You don’t want your joy to be turned into a numbers game, where you’re constantly worried about metrics, income, and sustainability.
You fear that when money enters the equation, the magic leaves.
🔹 You don’t know yet how this will evolve.
Maybe it’s just a passion. Maybe it’s a side project. Maybe it’s meant to be bigger.
You’re still in the exploration phase. And that’s okay.
If writing remains a joyful practice, then perhaps the question is not:
"Will I hate this if I make money from it?"
But rather:
"What kind of structure would allow me to make money from this while still loving it?"
Would it help to separate writing from the business side?
Would it help to experiment with small steps before making a full leap?
Would it help to redefine what “work” means so it doesn’t carry the weight of old experiences?
Because the future is not just about quitting a job.
It’s about designing a life you don’t want to escape from.
💡 The Breakthrough
I found my answer:
💡 I can hire someone I trust to handle the business side.
I don’t have to be the one tracking numbers, tweaking conversion rates, or optimizing anything.
I can focus entirely on writing, storytelling, and creativity.
The business can run in the background, without me being stuck in the machine.
This changes everything. Instead of choosing between “freedom” and “making money,” I can design a structure where I wri
te, and someone else runs the business.
🎯 Goals for Next Week
📌 1. Subscribers Goal → Reach 25 by End of February
Current: 23
Target: 25 (half of my original goal of 50)
Action: A simple, natural ask—inviting subscribers to share one article they liked with someone.
📌 2. Leaving Corporate Life → Acknowledging the Fear, but Staying on Course
I still want freedom above everything else. The hesitation is fear-based, not misalignment.
Key realization: If money weren’t an issue, I’d quit tomorrow. Financially: I feel good about my progress.
✔ This means that the fear is not a red flag, it’s just resistance to change.
Final Notes
They say that fear is a sign you’re standing at the edge of something big. So maybe the answer is to keep going, even if my bag is full of fear. Maybe, somewhere along the way, I’ll be able to let all that go.
For now, I’ll keep doing what feels right and fun:I’ll keep writing.
And hopefully, by moving toward the future, the future will reveal itself once I’m ready.