Coaching Methodology

A Coach Who's Been in the Seat

I was the founder and first CEO of Stitcher (acquired for $325M), the first sales hire at StubHub, and led the Startup team at AWS.

I’ve also invested in 30+ startups. I have 20 coaching slots that are filled with CEO clients between Series A and C. They are all high-growth startups backed by top tier investors. So I’ve both lived through and seen a lot of challenges up close.
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Who I Work With

I work with venture-backed startup CEOs between Seed and Series C.

You have a team of 5 or more people with a product in market and significant traction.

You’re transitioning from hands-on builder to leader of a scaling organization.

How an Engagement Works

Stakeholder interviews - I interview 6-8 people who know you best professionally before we begin. Direct reports, board members, co-founders. I'm looking for the patterns everyone around you sees that you don't.

Meeting observations - I observe 1-2 of your leadership meetings to see how you show up in practice.

Biweekly sessions - 60-80 minutes each. We start with what's most urgent, go deep, and leave with clear action items.

Accountability - I hold you to what you commit to. Every session opens with a review of what you agreed to do.

Between-session support - Unlimited access via text, voice notes or calls for the moments that can't wait.

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Frameworks I Draw On

Mochary Method

Conscious Leadership Group (CLG)

Co-Active Coaching · 10X CEO

Nonviolent Communication (NVC)

Five Dysfunctions of a Team

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I know many frameworks and best practices and choose ones that will work for you.

Outcomes of Working Together

Personal

Shift from reactive to intentional leadership.
Show up grounded, focused, and energized.
Build the emotional range to make clear decisions under pressure.
Upgrade habits, health, and mindset for sustained high performance.

Interpersonal

Communicate clearly, directly, and with influence.
Empower instead of over-functioning; delegate and elevate.
Surface and resolve conflict early.
Build trust with execs, board, and investors.
Lead in a way your team learns from and amplifies.

Organizational

Align the company around a clear mission and priorities.
Build systems so execution scales without you doing it all.
Create a culture of ownership, urgency, and accountability.
Hire, develop, and - when needed- replace with confidence.
Prevent “founder bottleneck” and unlock compounding momentum.

Want to explore working together?

Book a Call