"Can I Really Make Money Doing What I Love?"
One of the biggest stumbling blocks on the way to a career you love is some version of: "Yeah, it would be great to do [amazing idea]...but how would I make money?"
Meet Tova.
She was bursting with big ideas. But shortly after our sessions, the fire would fizzle. Idea after idea would blaze, then burn out.
Why? Because her brain kept jumping to How. "How do I make this happen? I don't want to do this all by myself. Will anyone actually pay for this?!"
Taking action is one of Tova's greatest strengths. Which is exactly why we had to pump the brakes.
Because WHAT she wanted kept getting swallowed by HOW to make it happen, especially the money part. And because the How wasn't immediately clear, she assumed it wasn't possible.
So I gave her one reframe and one assignment.
Reframe: Separate the What from the How. Give the What room to take shape before the How gets to weigh in.
Assignment: Talk to people you trust about what you want. Only people who will feed the fire, not extinguish it.
In her very next conversation, her friend brought along an acquaintance. They clicked. And soon Tova and her new friend were planning a retreat in Costa Rica.
Meanwhile in our coaching, we kept sitting with the bigger dreams. The retreat was just a side thing—fun, easy, supported, quietly progressing in the background.
But the updates kept rolling in. "We set the dates!" "We put in our down payment." "We're finalizing the website."
And then a few weeks ago: "Caroline, I think I might make $20k from this."
Turns out, setting the prices not only came easily, but she was the one pushing her partner to recognize the true value of what they were offering.
She gleefully told her boyfriend, “I’ll never work a full-time job again.”
Money and freedom. Imagine that.
All because she talked to people about what she wanted and chose ease over a perfectly mapped plan.
Once she stayed with What she truly wanted, the How fell into place.
Not a bad result for something she's doing while she's figuring out the path to The Thing.
You don't need to have it all figured out. You need to be honest with yourself about what you truly want and start talking.
Ready to figure out what you truly want—and stop letting the How get in the way?
Take the first step and get my free 4-step roadmap: Take Back Your Life and Design a Career with Purpose.
Author Bio:
Before becoming a coach, Caroline worked in management consulting and financial services. She's made it her mission to help people grow, contribute, and get wherever they want to go.
She’s also a tennis fanatic, aspiring Minimalist, FIRE (Financial Independence and Retire Early) enthusiast, and Aloha Spirit seeker 🤙. She loves to share stories from her unconventional life and career focused on freedom, creativity, fun, health, family, and community. If she can do it, you can, too.
The life and career you want is truly possible once you have the roadmap. Take the first step by downloading her free guide.
