Coaching for Solo Business Owners

Stop spinning, start moving

When you've gone as far as you can on your own, it helps to have someone think alongside you.

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You're not stuck because you don't know enough.

You've done the hard work of building something, but somewhere along the way things got murky: your direction, your offer, your confidence in the next move.

You're capable and you know it. You've figured out harder things than this. And yet here you are, circling the same decision for the third week in a row, wondering why you can't just land somewhere and move.

Getting unstuck isn't about working harder or knowing more. It's about getting out of your own head.

Sometimes the smartest thing you can do is think it through with someone who isn't you.

What it's like to have a thinking partner

Imagine finishing a conversation and knowing exactly what to do next. Not because someone handed you a plan, but because talking it through brought you the clarity you couldn't quite find on your own.

The options that felt overwhelming start to feel navigable. The decision you've been circling starts to have a clear edge. You leave with something concrete: a direction, a next step, a sense of oh, that's actually what I need to do.

You stop circling and start moving.

That's what working together looks like.

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You're second-guessing your direction and can't quite see the next move clearly on your own.

This is right for you if:

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You have a vision, but you're stuck on how to build it — the offer, the program, or the thing you want to create.

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You know your work is good, but putting yourself out there feels hard, inauthentic, or just endlessly confusing.

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About me

Hi, I’m Chelsea. I’ve spent six years building my own winding, nonlinear business while wearing a lot of different hats: coach, researcher, writer, consultant. I’ve done a lot of experimenting, pivoting, and figuring it out along the way. I haven't arrived somewhere on the other side of the messy middle. I'm still in it.

I'm an ICF-certified coach with a PhD in developmental psychology, which is a long way of saying I've spent a lot of time thinking carefully about how people grow and change.

When you're talking something through with me, you're not getting advice from someone who solved it already. You're getting a thinking partner who knows the terrain.

How it works

Every coaching session starts the same way: we figure out what you actually need from our time together. From there, it's a simple conversation: thoughtful, unhurried, and as messy as it needs to be.

In a session we might:

  • Get clear on a direction you've been circling

  • Work through a decision you've been sitting with too long

  • Figure out why marketing feels hard and what to do instead

  • Think through an offer, a program, or a next move

By the end, you'll have something you didn't have at the start. Clients are often surprised at how much ground we cover in a single session, and how much lighter things feel when you're not figuring it out alone.

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Pricing

6 Sessions - $1495

  • Six 60-minute 1-on-1 coaching sessions over Zoom

  • Unlimited email support between sessions

  • Custom coaching hub in Notion

  • Lifetime access to session notes and transcripts

Payment plans are always available and can be tailored to your specific needs. Pay in full and save 5% ($1,420).

What people are saying



“After years of being a solo practitioner I decided to expand to a group practice. As part of that transition, I started working with Chelsea. She’s an amazing listener who asks thought provoking questions that helped me dig deeper into my 'why' as well as answer the 'what' and the 'who.' I highly recommend her.”

Wendy, Therapy practice owner
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“When I started working with Chelsea, I couldn't figure out if I wanted to pursue coaching as a career. There was just so much ambivalence. Chelsea asked the most timely and helpful questions to help me clarify my goals. I feel like I'm not boxed in anymore. If I hadn't been coaching with Chelsea, I wouldn't have made the leap to commit to this new path."

Karen, Life Coach
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“As an independent coach & consultant, one of the hardest things isn't the work itself but the isolation of making big decisions without a team to think along side me. Chelsea has filled that gap by bringing both strategic thinking and genuine warmth to every coaching session. Chelsea engages with my specific needs and helps me find clarity that I didn't know I needed. I leave every session energized and with concrete next steps."

Kim, Coach & Consultant

"I came to Chelsea looking for a thinking partner during potential business building. She is excellent at holding space and asking me the questions I am either avoiding or have never thought to ask myself. Coaching with Chelsea has given me clarity about what I want and need in my work. Anyone who feels a little stuck or lost and needs some help to work out what is next will thrive with her coaching.”

Amy, Coach & Educator

Ready to stop circling and start moving?

Book a free 30-minute clarity call and let's figure out if we're a good fit. No pressure, no pitch, just a conversation to see if working together makes sense.

FAQs

  • Coaching is a thinking partnership built around conversation. A good coach acts as a mirror, reflecting your thoughts and ideas back to you, asking the questions you haven't thought to ask yourself, and helping you find clarity you couldn't quite reach on your own. It's not advice-giving or consulting. It's a structured space to think things through, try on new perspectives, and figure out your next move. For self-employed coaches and solopreneurs specifically, it's often the missing thinking partnership that solo work doesn't naturally provide.

  • Every session starts by setting a clear agenda: what do you actually need from our time together today? From there it's a conversation: thoughtful, unhurried, and as messy as it needs to be. Sometimes that looks like pure brainstorming. Other times we're working directly in live documents together. You always direct the topic and the goal. I ask the questions and help you get there.

  • If you're a self-employed coach, therapist, or solopreneur in the messy middle of building your business — second-guessing your direction, circling the same decisions without landing anywhere, or feeling capable but stuck — coaching is probably a good fit. It's also useful when you have a clear vision but need help building it, or when you just need someone smart to think things through with before making a big move.

  • Absolutely, and honestly, other coaches are some of my favorite clients. You already understand the process and the value of having a thinking partner, but understanding coaching intellectually and having someone in your corner are two different things. It's easy to get stuck in your own head when you're the one doing the thinking for everyone else. Working with a coach for coaches is one of the most clarifying things you can do for your practice.

  • Therapy focuses on healing, including processing past experiences, working through trauma, managing mental health conditions. It's clinical work done by licensed professionals.

    Coaching focuses on forward movement. We're not diagnosing anything or working through your history, we're looking at where you are now, where you want to go, and what's getting in the way.

    As someone with a background in developmental psychology, I have deep respect for therapy. But coaching and therapy aren't competing. They're different tools for different jobs, and a lot of my clients do both. If you're not sure which one you need, I'm happy to talk it over on a call. If I think therapy is the better fit, I'll tell you that honestly.

  • Nope! You don't need to arrive with a perfectly formed question or a tidy agenda. Some clients come in knowing exactly what they want to work on. Others just know something feels off and they're not sure what. Both are completely fine starting points. We figure it out together.

  • For self-employed coaches and solopreneurs especially, this distinction matters: you don't need someone to hand you a playbook. You need someone who helps you build your own. A consultant tells you what to do. A mentor shares what worked for them. A coach is a thinking partner that helps you figure out what's right for you. I'm not here to hand you a strategy or tell you what I'd do in your position. I'm here to ask the right questions, help you think it through, and get you to clarity faster than you'd get there on your own.

  • That's completely fine, most of my clients haven't! The first session is always a chance to get comfortable with the process and figure out what you want to focus on. There's no right way to show up. Just come as you are and we'll take it from there.

  • One-on-one coaching is $1,495 for a 6-session package. Payment plans are always available and can be tailored to your specific needs. Pay in full and save 5% ($1,420).

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Let’s keep in touch!

Not ready to dive in just yet?

I write a weekly newsletter about the real experience of building a solo business: the second-guessing, the small wins, and everything in between.

No perfectly packaged advice, just honest reflection from someone who's in it too.