Built. Listed. Sold. Wound down. Sold again.
I have lived every ending a company can have. Now I help founders choose theirs.
The difference between advice and experience.
Most advisors tell you what they learned at a top school or a big firm. I will tell you what I learned by doing it.
I co-founded the company that became Skylight Health Group at a kitchen table, with no outside money. We took it from two people to 450 across eight US states, raised more than $60M and listed on NASDAQ. When the capital markets closed, I guided the company through a structured winddown. Then I went back to work.
That last part is the one most advisors don’t have. It taught me the most.
Mortgage brokerage. Clinics. Medspa. Cannabis tech. Family and urgent care. NASDAQ. Clinical research. The industry changes. The patterns don’t.
Seven exits across six industries.
Different industries, different outcomes, the same patterns. These are the endings I have lived, from the selling side of the table.
- Financial servicesMortgage brokerageClient book sold2006
- Allied healthFootcare clinicsSold to a clinic group2010 to 2014
- AestheticsMedspaPartner exit2010 to 2014
- Medical cannabisPatient resource centresSold2014 to 2022
- Medical cannabisUS clinic networkDivested2014 to 2022
- SoftwareHealth-tech platformPlatform sold2014 to 2022
- Life sciencesClinical researchMajority sale to a private-equity-backed strategic buyer2026
Transactions I led or was part of, as a founder, partner or board member.
Names and terms stay private. The patterns are what I bring to you.
The company I took public
Skylight Health Group, a US family and urgent care clinic network co-founded in 2014. Listed 2018 to 2022, then a structured winddown.
- Capital raised, from first cheque to NASDAQ
- $60M+
- People at peak, across eight US states
- 450
- Stock exchanges, from the CSE to NASDAQ
- 4
- Acquisitions
- 10+
- Revenue run rate at peak
- $100M+
- Peak market capitalization
- $400M+
Four ways to work together.
It starts with a conversation, and with you rather than the deck. The right door usually becomes obvious.
Founder Advisory
One-to-one with the founder. The first raise, the first hard hire, governance, the pivot you keep circling.
Operating Partner
A written mandate inside your company: capital strategy, go-to-market and the board. Defined scope, defined time.
Capital and Exit Readiness
The raise, the cap table and the terms you will live with. When it is time, getting ready to sell, running the process and keeping what you built.
Investing and Board
Not your typical investor. I help you find the right type of money at the right inflection point, and sometimes I am part of it.
Who I work with
Founders across industries. Deepest in health services, with a passion for preventive care. Coachability is the one thing I can’t coach.
The pre-revenue builder
Still finding product-market fit. You need capital fundamentals, a first investor story, and clarity on why you are building this at all.
The post-revenue scaler
You have traction. Now you have to professionalize, raise the next round, and not break what is working.
The founder at a fork
An offer on the table, a wall you can’t get past, or a decision about how this ends. You need someone who has stood there.
Working with right now: Momenta Analytics (the context layer for AI, built from a company’s own SQL), CloudCure (metabolic health), MORO (care technology), and founders in fitness, nutrition and consumer goods through Futurpreneur Canada.
What founders say
“If you’re looking for someone who can help you go from zero to one, Kash is the person you want in your corner!”
“Kash not only quickly understood what we are building, but he even expanded our view to the potential of where we can take it. He understands things from both lenses: founder & investor, which is very valuable.”
“He has always been generous with his time; willing to listen, challenge my thinking, and guide me toward clarity when things felt overwhelming.”
“Kash is a man of impeccable integrity and character. … Kash is a consultant with a conscience and unmatched drive.”
Writing
Lessons from the whole arc, written for the founder who wants something to use on Monday morning.
Why I share the whole story
Most advisors share the highlight reel. I share everything: kitchen table to NASDAQ to the hardest chapters, because that is the part that actually helps founders.
The hostile shareholder who taught me governance
An investor group tried to take the company we founded. One clause stopped them. The governance lessons every early-stage founder should learn before they need them.
Scaling from 2 to 450 people
Scaling from two founders to 450 people isn’t one journey. It is four different companies wearing the same name, and each one breaks in a different place.
Ready for a real conversation?
No pitch and no obligation. A conversation between someone who has been through it and someone going through it.