Executive Coach to Toronto Tech Founders & CEOs
High-growth founders rely on Dave Bailey to help them ask the right questions and keep them on track.
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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 helped me to believe in myself again. Ultimately, this allowed me to be future-focused and to truly believe that my best work is still ahead of me.”
Louise Schofield, CEO of PreKure
Bootstrapped
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“The Clarity program is a great framework to not only meet likeminded founders but also follow a very easy and repeatable process. The sequencing and templates were easy to follow and very meaningful, and Dave's delivery of the presentation content and group exercises was extremely effective. Highly recommended.”
Erik Bornstein, CEO, Toolbx
Raised $20M from Pacific Century Group, Vectr
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“David is a terrific coach. He is a brilliant blend of EQ and IQ. His entrepreneurial and investment experiences combine to put him in a very uniquely advantageous position to help emerging entrepreneurs best negotiate the rollercoaster of start-up life. I would very highly recommend him!”
Pradeep Raman, CEO of Burrow
Acquired by DPR
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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