Retreats · Keynotes
Sessions on founder leadership.
Talks and working sessions for VC retreats, portfolio days and CEO summits. Practical, visual, and built from patterns across 250+ venture-backed CEOs.
Trusted by the best in the industry.
A few images I can share. The rest is private and off-the-record.






How the Best Founders Lead Differently
The founder leadership thesis: why the textbook fails founders, and what the top 1% do instead.
Scale Through Simplicity
Complexity is what slows scaling companies down. How the best CEOs simplify strategy, structure and communication so the company moves faster with more people.
Leading Through AI
What founder leadership looks like when AI reshapes every function, from one of the most AI-forward coaching practices anywhere.

See a room change its mind.
I create workshops and talks that help CEOs and founders level up.
“Dave is one of the best in the business. I’ve brought him in for four retreats, and every time he has delivered practical, high-impact sessions that resonate deeply with founders. I recommend him to any VC looking to create real value for its portfolio.”
Keji Mustapha · CMO, Partech“Dave Bailey is an incredible coach, subject expert and speaker and it wouldn't be the same without him. He combines a very rare set of magic skills... practical company building experience, an ability to communicate and inspire, and the patience to coach others. We can't recommend him highly enough (so long as he still saves some time for us!).”
Rory Stirling · Connect Ventures“Dave gave a great workshop to 30 of our portfolio CEOs in Berlin. His mix of materials, frameworks and personal stories led to amazing discussions which he perfectly moderated and summarised in clear takeaways.”
Andre Retterath · Earlybird Venture Capital“In Dave, we found not only a likeminded person, but a coach and speaker who delivered exactly what we were looking for at our CEO “Get Together”. He provided a multitude of insights, coupled with strategic views, as well as a clear actionable path which both our CEOs and our team could follow. We consider Dave to be one of the top start-up CEO coaches and would recommend him to our fellow VCs.”
Heitor Benfeito · Portugal VenturesGive your portfolio an unfair advantage.
A retreat session gives your portfolio CEOs frameworks they can use immediately, and gives your firm a reason to be the one that brought them.