Show Notes

[00:02:06] – (First Question) – Why he writes under a pseudonym online

[00:02:58] – Positive impacts of writing this way

[00:03:45] – His background

[00:05:02] – Habits he improved upon

[00:07:03] – Where did his exploration into technology and start-ups come from

[00:10:32] – Elements of business that interest him most

[00:13:26] – Building social capital vs the current state of education

[00:17:06] – What information does he like to consume

[00:21:01] – Why the current education system is busted

[00:22:54] – Formation of his business

[00:24:04] – Importance of making things legible

[00:25:54] – On demand delivery vs subscription business models

[00:30:16] – Early days in developing scales for his business

[00:33:50] – What he learned about coffee roasters

[00:35:29] – Thoughts on supplier power

[00:36:17] – The customer relationship

[00:39:50] – Best objections to his business

[00:41:58] – Biggest operational/emotional challenges

[00:42:56] – Best moment while building Bottomless

[00:44:39] – Time at Y Combinator

[00:46:28] – His unique co-founder story

[00:49:47] – Marketing strategies and acquisition costs

[00:51:37] – The idea of a commercial loop

[00:53:27] – Discarded ideas, such as spaced repetition social networks

[00:57:38] – Having a long-term plan vs reformatting a business into success

[01:00:35] – What works on Twitter based on his experience

[01:03:09] – Most controversial opinion

[01:05:59] – Kindest thing anyone has done