Executive Coach to Orlando Tech Founders & CEOs
High-growth entrepreneurs seek out Dave Bailey to guide them in asking critical questions and taking bold, accountable 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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“Working with someone who is both so knowledgeable on being a CEO and also so empathetic to the strife of building companies is completely game changing for me. My two hours with Dave are the most valuable part of my week.”
Chris Edson, CEO of Second Nature
Raised $13M from Beringea, Connect Ventures
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“Dave has been my CEO coach since early 2018, I couldn't hope for a better coach. I particularly enjoy the fact that he always manages to help me distill complex situations into clear decision points that help me move faster with clarity. But most importantly, Dave has taught me how truly show up for myself in ways that improved my emotional, mental, and physical health.”
Alex Omeyer, CEO, Stepsize
Raised $8.2M from Connect, Index, Stride
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“Dave’s expertise has helped me think through how I communicate with my team, my investors, and other stakeholders in order to really get my message across effectively.”
Rebecca Kelly, CEO of VenueScanner
Raised $3.5M from British Business Bank, Rianta
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?
Don't put it off
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