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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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.
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.
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.
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:
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Have raised over $2.5m in funding
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Have a product in the market
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Want to develop a growth mindset
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Are serious about scaling their business
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Are willing to be coached
What CEOs say about Dave

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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

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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

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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
What does executive coaching involve?
Will I have access to my coach outside sessions?
Are coaching sessions confidential?
How do I know if Iโm coachable?
How much does CEO coaching cost?
Is CEO coaching a personal or business expense?
Will I see a return on my investment?
I already speak with co-founders and board members. Why do I need an external coach?
What do investors think of CEO coaches?
Do you coach other executives besides CEOs?

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