Dave Bailey | The Founder Coach for Venture-Backed CEOs

The Founder Coach to VC-Backed CEOs

I’m on a mission to make Founder Leadership the standard for venture-backed companies. My methods, systems and tools help top tech founders scale with clarity, speed, and control.

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CLIENTS BACKED BY TOP VC FUNDS
VC fund logos including SoftBank, Accel, Index and General Atlantic
VC Fund Logos including SoftBank, Accel, Index, General Atlantic

I Decided Founder Leadership Needed a Better Playbook

Most leadership coaching wasn’t designed for startup CEOs. It was designed for corporate managers with stable teams and predictable priorities.

But you’re not just managing work—you’re trying to build something truly great.

And you’re firefighting, second-guessing your team, and wondering if you’re still the right person to lead this—all at the same time.

The more you grow, the fewer people there are who can help you.

That’s why I developed the Founder Leadership System™—a system built from the ground up to help startup CEOs lead in a way that’s effective and personal to them.

Diagram of the Founder Leadership Model

It’s not about stepping back or “letting go.

It’s about becoming a better founder—the founder you were born to become.

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Trusted by the World’s Top Founders

I’ve coached over 250 venture-backed CEOs—founders navigating the messy, high-stakes transition from startup to scale-up. The average coaching relationship lasts 2.5 years.

Alongside my coaching, I’ve led workshops with over 1,000 founders, helped build companies worth over $5 billion, and reach more than 50,000 entrepreneurs through my newsletter.

Tim Heyl

CEO of Homeward

Raised $501M

Perse Faily

CEO of Tillster

Raised $87M

Malte Kosub

CEO of Parloa

Raised €214M

Jose Velez

CEO of Bold

Raised $105M

Anastasia Leng

CEO of CreativeX

Raised $35M

Tim Guilliams

CEO of HealX

Raised $115M

Sandrine Zhang Ferron

CEO of Vinterior

Raised $20M

Alexandre Remor

CEO of Medway

Raised $15M

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How We Can Work Together

As your founder coach, I bring hands-on coaching, practical frameworks, and space to reflect with other top CEOs building iconic businesses.

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Coaching for Startup CEOs

I work with ambitious venture-backed founders who want to become world-class leaders and scale their businesses faster.

Learn more →

 

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CEO Coaching Workshops

Learn the unconventional practices that separate the most successful tech CEOs from traditional operators.

Watch a free workshop →

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VC/PE Partnerships

I run founder summits, retreats and LP days with top-tier VC funds like Partech, Point Nine, and Insight Partners.

Partner with me →

Screenshots of the Founder Scan workbook

Take my Free CEO Assessment

Get a clear picture of your strengths and blind spots as a founder—and what to focus on next.

Take the Founder Scan™

Coaching with Dave has transformed the way I show up as a leader in my business. It’s led to successful fundraising, a more passionate and aligned team, and revenue growth. Dave has a unique ability to uncover what’s important.

Tim Heyl

CEO of Homeward (Series C+)

Playbooks for Becoming a Better CEO

A great founder needs a great mentor. I write essays that go deep into the psychology, systems, and strategy of leadership at scale. These are the playbooks my clients return to again and again.

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The Story: From Founder to Coach

Before I became a founder coach, I was a founder—several times over.

I helped scale Delivery Hero as a late co-founder, and I’ve built companies across Europe and Latin America.

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I know what it’s like to raise capital, launch products, build teams, and wrestle with the pressure to grow fast.

Over time, I noticed a pattern:

Founders don’t fail as CEOs because they lack intelligence. They fail because no one teaches them how to lead at scale.

When your company starts to grow, everything gets harder—alignment, hiring, focus, setting standards.

I looked for leadership frameworks that worked in startup environments, but most of what I found came from the world of corporate management.

So, I started building my own.

What began as a few models I shared with clients turned into a full-blown system—refined over thousands of hours coaching some of the most successful CEOs in tech.

It’s called the Founder Leadership System™, and it’s designed to help founders upgrade their leadership faster than their companies can scale.

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Where Would You Like to Start?

Ready to scale as a CEO?

Apply to work directly with me and leverage the Founder Leadership System™ in your company.

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Take my Founder Mode workshop?

Join my free workshop, Founder Mode Foundations™, and learn how top startup CEOs lead differently.

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What CEOs say about me

Zack Onisko, CEO of Dribbble

★★★★★

“Dave helps to clear the fog, squelch the fear, and correct the ship. I'm grateful for the guidance Dave has provided along my journey, often when I've needed it the most.”

Zack Onisko, CEO of Dribbble

Investors: Raised from Tiny

Diego Fanara, CEO of Unibuddy

★★★★★

“Dave has been an incredible coach to work with. He has a way of asking questions to dig to the core of challenges, suggesting solutions, and getting actionable commits that drive real change.”

Alan Jiang, CEO of Beam

Investors: Raised $125M from Sequoia Capital, Affirma

Rebecca Kelly, CEO of VenueScanner

★★★★★

“I'll readily admit I was a coaching skeptic when we started, but I couldn't be more of a "fan girl" today. Dave gives me clarity, focus, and a roadmap to being a better CEO that I feel I slowly chip away at with every session.

Anastasia Leng, CEO of CreativeX

Investors: Raised $30M from Guggenheim, Beringea and Index

Jonathan Lakin, CEO of IntentHQ

★★★★★

“Coaching with Dave has transformed the way I show up as CEO. I've learned how to articulate my vision and strategy with all stakeholders, build a passionate and aligned team, and a galvanized customer audience.

Tim Heyl, CEO of Homeward

Investors: Raised $500M from Northwest Venture Partners

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NEWSLETTER

What Are Top Founders Actually Doing to Scale?

I write a newsletter for startup founders who want to lead better. No fluff. Just honest, hard-won insights from coaching 200+ venture-backed CEOs... and learning lessons the hard way myself.

You can unsubscribe any time.

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The Founder Coach for Startup CEOs

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All Rights Reserved.


FOUNDER COACH® is a registered trademark of Founder Coaching Limited.

©2025 Founder Coaching Limited. All Rights Reserved.

FOUNDER COACH® is a registered trademark of Founder Coaching Limited.