Advice for Startup Founders with Bob Gilbreath (2x Exits)

Bob Distills Decades of Startup Experience into Actionable Insights

Nov 6 • 

Bobby Tahir

5

1

52:28

AI…the Great Boogey Man

5 Ways Leaders Can Avoid the FUD & Win with AI

Nov 2 • 

Bobby Tahir

3

2

1

October 2025

How a Laid-Back Lifestyle Company Launched a Product, Crashed Hard, and Then Bounced Back

CTO Diagnostic: MRC, $25M GovTech Firm, Product Launch & Scaling Challenges

Oct 17 • 

Technocratic

1

13:43

Why Your AI Initiatives Are Failing

AI Adoption Isn't Driving Business Value For Most Organizations

Oct 5 • 

Bobby Tahir

4

1

September 2025

How to Get the CTO Role

Using the “Winning Bet” Strategy

Sep 17 • 

Bobby Tahir

8

4

3

Behind the Curtain: How CFOs & CTOs Drive PE Success

In Conversation with CJ Gustafson from Mostly Metrics & Run the Numbers Podcast

Sep 8 • 

Bobby Tahir

4

1

46:19

August 2025

The Economics of a Dev Team

Looking at Your Dev Team from an Economic Lens

Aug 26 • 

Bobby Tahir

4

Align or Lose: Your CEO’s Narrative Always Wins

Many CTOs fail at the Board-level not because of tech, but by ignoring the CEO’s story.

Aug 21 • 

Bobby Tahir

2

How CTOs Can Scale Their Impact at PE-Backed Companies

In Conversation with Claire Milligan, CEO of Aimably

Aug 20 • 

Technocratic

3

1

1

48:00

MIT Says 95% of GenAI Pilots Are Failing at Companies - Here’s the Reason Why

Insight & Guidance For CEOs & ELTs

Aug 19 • 

Bobby Tahir

5

2

4

ChatGPT-5 Release: Win or Catastrophe?

Bobby & Yuying Deep Dive on the NEW GPT-5 & AI Adoption in the Enterprise

Aug 13 • 

Bobby Tahir

3

48:22

Ask Bobby: How To Better Leverage Your Team

As a CTO How You Utilize Your Team May Be Holding You Back from Making Better Decisions

Aug 11 • 

Bobby Tahir

1

1

1

4:38