Modern Finance
June 1, 2021

Pomp - Bitcoin, Asset Allocation, and the Psychology of Crypto HODLing

Anthony "Pomp" Pompliano of The Pomp Podcast and The Pomp Letter fame joins Kevin to dig into a treasure trove of crypto and investing know-how.

Anthony "Pomp" Pompliano (@APompliano) is an entrepreneur, investor, and host of The Pomp Podcast. He has built and sold numerous companies, run product and growth teams at Facebook, and manages a portfolio valued at more than $500 million in early-stage tech companies. He also writes a daily email newsletter on business, finance, and Bitcoin that you can find at



  • How did Pomp get involved in the crypto space? [01:27]
  • How Pomp and his partner used old car tires to power their crypto mining enterprise early on. [03:47]
  • What are Pomp's thoughts about the sustainability of crypto mining these days? [05:10]
  • Will Bitcoin always be based on a proof-of-work system? [07:39]
  • Is it possible for a large-scale investor to control a crypto market by effectively buying a percentage of its mining network, or are there ways to safeguard against this? [09:30]
  • How does Pomp decide where to spend his time and resources when it comes to asset allocation, and in what ways has this changed over time? [13:10]
  • Does Pomp think he'll change his asset allocation strategy to something more traditional (i.e., safer) as he gets closer to retirement age? [16:23]
  • Is Pomp committed to investing only in Bitcoin, or does he dabble in other cryptocurrencies? [18:13]
  • What projects outside of Bitcoin does Pomp find interesting? [19:53]
  • Pomp's thoughts on the influence of crypto communities, and how memecoins are like Berkshire Hathaway. [23:05]
  • How can we tell if memecoins are around for the long haul, or if they're just fodder for pump and dump opportunists? [26:11]
  • Trying to discern what makes a crypto asset valuable can be counterintuitive from a conventional finance perspective. [31:12]
  • What will it take for us to see the emergence of new top five coins? [33:05]
  • Does a burst crypto bubble even phase Pomp these days? [36:57]
  • How does Kevin react to a crypto downturn? [39:10]
  • How cost basis factors into the psychology following a volatile crypto market. [40:06]
  • Pomp's thoughts on NFTs and the platforms that peddle them. [40:59]
  • Kevin's thoughts on how NFTs make previously inaccessible assets available to more people. [44:49]
  • What's the future of automated finance? [45:58]
  • "Just follow the talent": The high degree of intellectual capital flowing into crypto shouldn't be underestimated. [48:39]
  • Does Pomp collect NFTs? [50:21]
  • Why is blockchain archaeology so fascinating? Let us count the ways. [51:27]
  • What does Pomp's current personal crypto stack look like? [53:38]
  • How to find Pomp online, why you should listen to his podcast, and parting thoughts. [55:25]