Founder Support & Executive Coaching
Being a founder is lonely. Here's someone who's been through it — and will tell you the truth.
10+
Years Founder/CEO/President
2.1M+
Users Scaled
$30M
Exit (BaseHealth)
🏆
SXSW Winner
The Reality: Founder Life Is Hard
You're supposed to have all the answers. You don't. You're supposed to be confident. You're not. You're supposed to scale fast. But you're burning out. You need someone who's been through it, will tell you the truth, and won't judge.
🧠
Decision Fatigue
100 decisions/day, most with incomplete information. No playbook for the hard ones.
🏝️
Loneliness
Can't talk to your team (you're the leader). Can't talk to investors (they expect confidence).
🔥
Burnout
80-hour weeks, sacrificing health and relationships. Optimizing for the wrong metrics.
👥
Co-Founder Conflict
Equity splits, role clarity, vision misalignment. Most startups die from this, not market failure.
What I Offer
⚔️
Strategic Sparring Partner
Bi-weekly 1-hour calls. Should we pivot or iterate? Raise or bootstrap? Fire or give another chance? I ask hard questions, challenge assumptions, offer perspective. You decide.
🔋
Burnout Prevention
Decision frameworks for saying no. Energy management (physical training > more meetings). Delegation strategy. Work-life integration that actually works.
🤝
Co-Founder Mediation
Equity disputes, role clarity, vision alignment, difficult conversations. Neutral third party. I've seen this 20 times — let's fix it early.
🚨
Crisis Support
Runway crisis, team implosion, product failure, legal/PR emergencies. Calm under pressure, clear thinking, action plan in 24 hours.
My Story: I've Been Exactly Where You Are
1
2017: First-Time CEO
Co-founded Supportiv. Raised seed round. Had no idea what I was doing. Learned by failing fast.
2
2019: Scaling Pressure
Enterprise deals (Walmart, Optum). 24/7 operations. Working 90-hour weeks. Burned out. Had to learn energy management the hard way.
3
2020: Pandemic Crisis
Mental health demand spiked 400%. Scaled from 10k → 100k users in 3 months. Infrastructure broke. Team overwhelmed. Impossible decisions under extreme pressure.
4
2025: Transition
After 8 years, I stepped away. Hardest decision of my life. Built something that scaled to 2.1M users across 20+ countries.
I've been through it all: Fundraising (seed, Series A, hard VC conversations). Scaling (10 → 2.1M users). Hiring/firing (0 → 30+ team). Enterprise sales (Walmart, Optum, Costco, Aetna CVS). Crisis management. Burnout. Founder transition.
Engagement Options
📅
Monthly Retainer
2x 1-hour calls per month (bi-weekly). Unlimited async access for quick questions. On-call for crisis situations. Review of key decisions.
💡
Single Session
1-hour deep dive on a specific problem. Follow-up with action plan. Perfect for one-off decisions: fire this person? Take this deal?
🚨
Crisis Package
Immediate availability (within 24 hours). Daily calls for 1 week. Action plan + execution support. Network activation as needed.
Frequently Asked Questions
Is this therapy?
No. I'm not a therapist. I'm a founder who's been through it. If you need mental health support, I'll refer you to professionals.
Do you give direct advice or just ask questions?
Both. I'll challenge you to think deeply. But if you need a clear answer ("should I fire this person?"), I'll give it to you straight.
Can I talk about confidential stuff?
Yes. Everything is confidential. I've worked with enterprise clients (Walmart, Optum) and understand discretion completely.
Ready to Talk?
30-minute founder strategy call. No sales pitch. Just an honest conversation about where you are and what you need.
Book a Consultation