Coaching · Supervision
Feeling trapped in a version of yourself
you've already outgrown?
I work with entrepreneurs and professionals who've reached a point where old methods no longer carry them — but the new path isn't clear yet. Coaching helps you find your own answers.
"That first session gave me more clarity than six months of thinking on my own."
As a Meta expert I've trained and worked with
Why coaching?
Good strategies stall when the real obstacles are internal
Over 15 years I've worked with thousands of entrepreneurs. We built good plans, set clear goals, developed strong products. But something was often missing — not information, but clarity. Courage. Permission to start something new.
That's why I moved into coaching. Not to give you more advice — but to help you see what's actually in the way. And then take the first step.
Who it's for
We're likely a good fit if you recognise yourself here
You've outgrown your current role
The work functions, but it doesn't fulfil you. You know you want something different — but it's not clear what, or how to get there.
You're starting something truly your own
New business, new service, new direction. The ideas are there, but action keeps stalling. You need someone to think alongside and move forward with.
You're growing but lost your direction
The business is running, but the vector is gone. The supervision format helps you see the bigger picture and find the next clear steps.
Services
Choose the format that fits
Goal coaching
1 session · 1 hour
Clarity on one important question. If you're facing a difficult decision, unsure about direction, or simply need to think something through — this is a focused, high-value format.
€100
+ VAT · single session
Book now →Strategic supervision
1 session · 2 hours
Deep work on business direction, obstacles, and next steps. Combines coaching with a strategic lens — especially useful when you feel like you're running in place.
€250
+ VAT · single session
Book now →Ongoing programme
6 sessions · 3–6 months
A long-term partner for navigating significant change. Support between sessions via message and call. Right for you if you know one session won't be enough.
€1,500
+ VAT · 6 sessions
Book now →All programmes begin with a free intro call. No commitment required.
Testimonials
What clients say
Jaan is an exceptional listener who asks exactly the right questions. He senses what to ask before asking it. He's willing to be genuinely curious and go deep — to find the missing answers. Jaan is the right person for someone who is honest with themselves and ready to look in the mirror, then move forward.
Marketing strategist
Jaan helped me clear away unnecessary career paths and untangle thoughts that were quietly damaging my self-belief. Although I'd been an entrepreneur for over five years, it was only after working with Jaan that I truly understood — I think like an entrepreneur. My days are now far more structured and purposeful.
Entrepreneur
Jaan helped me find answers through coaching that I'd been searching for on my own for a long time. After our sessions I was able to stay focused and finally took the steps I needed toward changing my field. Thank you, Jaan.
Coaching client
About me
I've walked the same path
you're on right now
15 years in marketing, hundreds of training sessions, thousands of entrepreneurs — and at some point I realised: giving people information isn't what creates change. Change comes from within.
That's why I'm now studying at the ISCI supervision school — to be the best development partner I can be. Not someone who tells you what to do, but someone who helps you reach your own answers.
How it works
Four steps to clarity
Free intro call
30 minutes. You share what's going on. I listen. We both figure out if there's a fit.
Finding the focus
In the first session we identify the real question — not just what seems important on the surface.
Work and movement
Each session delivers clarity, action, and the energy needed for the next steps forward.
Change that lasts
Coaching is a skill that stays with you — long after our work together ends.
The first step is just one conversation
30 minutes. No pressure, no commitment. You share what's on your mind — and find out whether coaching is right for you.
Get in touch
Fill in the form and briefly describe where you are right now. I'll get back to you within 24 hours.
Or call directly: +372 515 0884 · jkruusma@gmail.com