Apprentice to Entrepreneur to Investor

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[00:02:11] - [First question] - Why it seems like he’s so connected across different networks 

[00:04:51] - Whether or not he always wanted to be an entrepreneur

[00:06:30] - When crypto entered the picture for him  

[00:09:19] - Why he didn’t jump in earlier after being fully aware of the potential of crypto

[00:10:44] - What taught him the skills he needed to confidently step into the startup space

[00:13:29] - Being in the business of manufacturing courage 

[00:15:01] - The transition from Button to The Block in 2018

[00:20:54] - Recruiting people to the journalistic side of cryptocurrency 

[00:22:24] - Promise-driven sales and having strong convictions that are loosely held  

[00:29:34] - Things he said as a Bitcoin maximalist that he regrets

[00:30:33] - Selling The Block and what happened in the aftermath  

[00:38:11] - What lead him from The Block into venture capital 

[00:41:47] - Going from a 7 million dollar fund to a 140 million dollar fund 

[00:43:27] - How he sees the pre-seed and seed stage focus in crypto playing out 

[00:48:04] - What the most exciting area is today and the deals that come across his desk

[00:49:51] - How much of Twitter is a personal outlet for him and how he handles it 

[00:54:05] - What he’s most excited to see built over the next six months and six years