My guest this week is Anthony Pompliano. Pomp began his career in the military, and has since been a successful entrepreneur, worked as a head of growth at Facebook, and started Full Tilt Capital, an early stage investing firm in North Carolina.

This conversation has three memorable sections. Early on, we discuss the four traits Pomp looks for in founders, which we cover in detail. These double as traits that are important when hiring anyone. Next, we discuss his unique take on cryptocurrencies, where he is excited about the prospects for tokenized securities. Finally, we explore a unique media company, Bar Stool Sports, and what makes it such a powerful brand.

Please enjoy our somewhat abbreviated discussion and know we will continue the conversation soon.

Links Referenced

Dave Portnoy and Barstool Sports’ Secret Billion Dollar Plan

Books Referenced

Win Bigly: Persuasion in a World Where Facts Don’t Matter

Show Notes

2:06 – (First Question) – Recap of Anthony’s military career

4:07 – Most memorable experience while deployed

5:27 – Transition out of the military and how it shaped his investing philosophy

11:19 – investing philosophy of Full Tilt, starting with deal economics

10:00 – Attributes of an ideal founder

13:50 – Where you actual learn the attributes that make you a good founder

14:40 – Time that Anthony has taken the biggest risk in life

16:45 – What is the viewpoint that Full Tilt has today that gives it Alpha in the market

18:47 – Why tokenized securities could be advantageous for investors in a company

19:51 – Anthony’s explanation of a tokenized security and what needs to happen for this idea to be fully realized in the market

22:22 – What could be the impact on the markets of making liquidity in venture so readily available

24:39 – What are tokenized securities actually invested in in the real world

27:42 – What does Anthony think about the commodity risk

29:04 – Describing Standard American Mining, a company they incubated

29:58 – Exploring the shift from a CPU world to a GPU world

31:49 – Getting involved in places where we haven’t caught up with the rest of the world

33:05 – Anthony’s interest in Barstool Sports

33:11 – Dave Portnoy and Barstool Sports’ Secret Billion Dollar Plan

37:09 – Win Bigly: Persuasion in a World Where Facts Don’t Matter

39:02 – What lessons from Full Tilt world would Anthony share with others in the more traditional business world

40:35 – Kindest thing anyone has done for Anthony