Executive Coach to New York Tech Founders & CEOs

Dave Bailey is the trusted partner for high-growth entrepreneurs, helping them ask the right questions and take accountable, decisive action.

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Dave Bailey in New York
VC fund logos including Tiger Global, Stride and GFC
SoftBank, Accel, Index Mobile

Reflect on what is really going on

We know it’s lonely at the top. That’s why every founder needs a safe place to examine their doubts, reconnect with their purpose and talk through problems in confidence.

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Learn with someone who's been there

Dave Bailey has over 10 years of experience in the trenches. Acquire new perspectives and new skills to help you stay in control as your business scales up.

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Make better decisions faster

Good decisions come from a clear mind. Work on the tough questions, choose clarity over certainty, and be held accountable for getting stuff done.

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Core Values

When I started my coaching practice, I developed the following set of core values to guide me. Nearly a decade on, they still feel like the right ones:

Questions are more powerful than answers.

Clarity comes from perspective.

Experience is the best teacher.

Accountability drives results.

Vulnerability makes you stronger.

Dave's credentials

  • Co-founded several companies (successes and failures)
  • Raised millions in angel and venture capital
  • Hired and managed hundreds of employees
  • 15 years of operating experience in the trenches
  • Coached 100s of venture-backed CEOs
  • Invested in 50+ startups as a Venture Capitalist
  • Writes the Founder Coach Blog with millions of views
  • Collaborates with top-tier VCs funds

Who is right for executive coaching with Dave?

Dave specialises in working with ambitious high-performers that:

  • Have raised over $2.5m in funding

  • Have a product in the market

  • Want to develop a growth mindset

  • Are serious about scaling their business

  • Are willing to be coached

What CEOs say about Dave

Tim Heyl, CEO of Homeward

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“Dave provided several frameworks which I am using as prompts for deeper thinking. I am also facilitating similar sessions with my leadership team. The frameworks covered throughout the course have given me tools for arriving at clarity with my team.”

Joshua Martin, CEO of Fortify

Raised $32M from Accel, Cota Capital 

 

Joshua Martin, CEO of Fortify

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“Designed for CEOs by a CEO. Clarity is an effective way to focus on the why behind your business & learn from an expert while interacting with a quality peer group.”

Rob Holland, CEO of Feedback Loop

Raised $29M from Crosslink Capital, Spider Capital

Alexandre Remor, CEO of Medway

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“The sessions helped me create the mental space I needed to focus on clarifying my vision and strategy for the company. I realized that creating clarity was a journey, not a destination, and left the sessions much better prepared! Thank you, Dave!”

Eugene Mizin, CEO, JobToday

Raised $40M from Accel, Felix Capital

In case you had more questions

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