Self-Employment Coaching
Thinking about going out on your own? Let's look at the numbers before you leap.
You're renting a chair, working under someone else's roof, or doing your thing on the side while you dream about going solo. You know you want more control over your work and your income. But every time you try to figure out whether you can actually afford to leave, it gets overwhelming fast. Commission splits, booth rent, taxes, what you'd have to charge to make it work... where do you even start?
That's what this is for. In one hour, we'll sit down with your real numbers and get you clear on what going out on your own would actually mean, in dollars. Not vague encouragement. Not a generic "how to start a business" checklist you could google for free. Your situation, your options, side by side.
This isn't a sales pitch for self-employment, and it's not me telling you what to do. It's an honest look at your options so you can make the decision with confidence.
What We'll Cover
In our hour together, we'll dig into things like:
What you take home now, and what you'd take home renting a chair, renting your own space, or going fully solo
The point where renting or going independent actually starts to pay off
What you need to bring in each month for your life to work, and whether the leap gets you there
What to set aside for taxes, and what to bring to a CPA or attorney when the time comes (I'll show you the questions to ask)
Your next few concrete steps, in the right order
You'll leave with clarity, not a pile of homework.
A quick caveat: I'll help steer us toward the money questions, but this hour is yours. If you want to spend part of it talking through nerves, timing, or what-ifs, that's allowed. Just know that the more we stay with the numbers, the more you'll walk away with the financial clarity you came for.
👀 Is This Really for Me?
This is built for people standing at the starting line, not folks who already have a business up and running. (If you've already got a business and want ongoing bookkeeping or strategy, you want my free discovery call instead.)
You're a great fit if:
You're renting a chair, booth, or room, or working on commission, and wondering if going solo would actually pay better
You're doing your thing on the side and thinking about making it your main thing
You work under someone else's roof or license and want to know what striking out on your own would really take
You keep trying to "look at your numbers" and get nowhere
You want a real person to think it through with, not another YouTube video
You do not need to have it all figured out. "I don't know" is a completely fine answer to bring to this call.
💸 Investment
There are two ways to do this, depending on how much you want to walk away with. Both options include a session credit: if you decide to work with me within 12 months, the full amount you paid here comes off your first invoice. Check out the options:
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✅ A 60-minute 1:1 video call focused on your situation and your numbers
✅ A short intake form beforehand, so we skip the basics and spend our hour on you
✅ A resource handout with the universal stuff: separating your money, simple recordkeeping, tax set-aside, and local New York resources
✅ Your session credit toward future work
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Everything in the Coaching Call, plus:
✅ A personalized written comparison I build after our call, using your real numbers, laying your options out side by side and showing where each one leaves you
✅ Delivered within one week, yours to keep (and to show your partner, your accountant, or your very supportive best friend)
✅ Your session credit toward future work
Not sure which one? If you want to talk it through and leave with clarity, the Coaching Call is plenty. If you want a written breakdown you can sit with and come back to anytime, go with the Written Comparison.
One thing I want to be upfront about: this is coaching from someone who's made the leap and knows the numbers - it is not tax or legal advice. I'll never tell you which business structure to pick or how to file your taxes. I'll share what I know from experience and point you toward the right pro when you need one.
Ready to Feel Ready?
You don't have to figure this out alone, and you don't have to figure it out in the dark. Let's look at the numbers together and get you a real answer. Book your consult today.
Why Work with Boomtown?
I've made this leap myself.
I didn't come at this from a finance background. I came at it from service work: restaurants, hourly jobs, side gigs, and eventually, business ownership. I know the exact moment you're in - wanting more for yourself, and feeling completely unsure whether the numbers will hold up if you go for it.
That's why I love this work. I've sat in that uncertainty myself, and I've spent the years since helping self-employed folks in the care and service world get clear and confident about their money. I'll bring both to our call: someone who's been right where you are, and someone who actually knows how to run the numbers.
No pressure to leap before you're ready. Just an honest look at what's possible for you.