Individual coaching with Caryn Gillen
One-on-One Business Coaching for Coaches
You’re educated, you've got the certifications, you've done all the trainings and strategies from that one coach. Now you want to define your way of doing business — and build a practice you don’t have to recover from. Listen, you're unique, you're an outlier amoung coaches, you need a one on one approach so you build a business that reflects that.
This is for you if…
- You want clarity on your offers.
- Confidence selling without pressure.
- A business rythm that feels like you.
- You're a little bit of a rebel, and you like that (and your business should refelct that!).
This is business coaching for people who are beyond the general programs.
You actually are the special snowflake - not in that your delicate, but in that you're a total powerhouse. Not just anyone can coach you, it's not any coach who can hold space for you - you need a strong coach who gets what you're up to and isn't going to try and stuff you in their box.
You were born for this work and you know it. You make our field better - thank you.
Clarity that holds
Offer, message, and priorities that stop you from constantly rebuilding your plan.
Strategic pressure relief
Simplify the moving parts so growth gets easier — not heavier.
Leadership through tone
How you lead conversations and decisions becomes a growth strategy.
What I notice when a coach is ready for their next level
This is the moment right before things get cleaner — and also the moment a lot of smart coaches accidentally make everything harder.
- You have enough skill and value, but your business still runs on effort - and you're getting tired.
- Your strategy is technically sound, but overbuilt for the results it creates (AKA you're working too hard for your results, there IS an easier way).
- You keep revisiting the same decisions because the choice isn’t true enough yet. This happens a lot with powerful coaches because not everyone can hold space for you and that means you may have been missed in other containers.
- You want growth without performance, pressure, or a constant content machine. You're willing to do the work - but it needs to WORK.
- You can feel a bigger body of work emerging — and want to build toward it cleanly. My clients are generally on the brink of their genius IP, or they've started creating it.
- You want real thought partnership, not tips. You want experience at your side and you don't have time to mess around anymore.
What I’ll challenge you on (lovingly)
Not because you’re doing it wrong — but because you’re capable of cleaner decisions and better standards.
The “more” reflex
When adding strategies feels safer than choosing fewer, better ones.
Borrowed strategies
Where you’re using tactics that don’t match your strengths or life.
Over-explaining
When clarity would actually come from saying less.
Wobbly boundaries
When your delivery is costing more than it’s giving back.
Indecision disguised as refinement
Waiting for certainty instead of committing to what’s true.
The belief that business must be hard
We build ease and standards at the same time.
What this looks like in real life
These are normal, everyday situations we work through together.
You’re booked — but it feels messy
We tighten offers, boundaries, and delivery so your energy comes back.
Your message isn’t landing
We distill your work into language clients understand quickly.
You’re stuck in a pivot loop
We slow the spin and make a decision you can stand behind.
You’re doing too much
We simplify your strategy so it’s sustainable and effective.
Consults feel wobbly
We clean up leadership, structure, and closing.
You want growth without burnout
We build around capacity, not constant push.
How we work together
- 1. Virtual Retreat — reset, clarity, and a clean direction forward. This will create speed for you, I'll have a deep understanding of your work, history, and goals right from the top.
- 2. Two calls per month — strategy + execution support, coaching, mentoring, whatever I've got that meets the moment.
- 3. Voxer between calls — real-time coaching to keep the work alive, land your learnings, and burn through resitance like it's a marshmallow on fire.
What you’ll leave with
A clear offer
Pricing, scope, and positioning that make sense - so you can sell with confidence.
Messaging with a spine
Simple language that reflects your depth. No more hiding, you're people need you.
A clean sales process
Consults and follow-up without pressure. You will close more right fit clients. And you'll have fun doing it.
A plan you can execute
Self awareness is the game in coaching - we will build that, and use it FOR you during our work together. You deserve to feel good in business - and know what to do.
Stronger boundaries
When you firm up your sales process, know how to sell, and are confident in your offer - you no longer have to hustle for your worth, overdelivering without end stops here.
Thought partnership
To elevate your thinking and get you into more powerful rooms.
Good fit / not a fit
Good fit
You’re a professional coach ready to simplify and lead.
Also a good fit
You value discernment, integrity, and depth.
Not a fit
You want formulas or quick hacks.
FAQ
What happens on the 45-minute consult?
We’ll get clear on what you’re building, what’s working, what’s not, and what the simplest next moves are. If it’s a fit, I’ll explain what working together would look like. If not, I’ll point you to other resources.
Is this a fixed program?
No. We work together for six months using a clear structure, but the focus is tailored to you and your business.
How long do people work with you?
Everyone starts with a six-month commitment. Some complete one cycle, others continue into longer-term thought partnership.