Dominic Cummings is a major historical figure in UK politics. He helped save the Pound Sterling, led the Vote Leave campaign, Got Brexit Done, and guided the Tories to a landslide general election victory. His time in No. 10 Downing Street as Boris Johnson's Chief Advisor was one of the most interesting and impactful periods in modern UK political history. Dom and Steve discuss all of this and more in this 2-hour episode.
0:00 Early Life: Oxford, Russia, entering politics
16:49 Keeping the UK out of the Euro
19:41 How Dominic and Steve became acquainted: blogs, 2008 financial crisis, meeting at Google
27:37 Vote Leave, the science of polling
43:46 Cambridge Analytica conspiracy; History is impossible
48:41 Dominic on Benedict Cumberbatch’s portrayal of him and the movie “Brexit: The Uncivil War”
54:05 On joining British Prime Minister Boris Johnson’s office: an ultimatum
1:06:31 The pandemic
1:21:28 The Deep State, talent pipeline for public service
Sahil Lavingia founded Gumroad at the age of 19 and built it into a leading digital commerce platform. He is the author of The Minimalist Entrepreneur and an investor in early-stage startups.
Steve and Sahil discuss:
0:00 Sahil's upbringing and start as an entrepreneur
9:35 Tech founder at 19 and VC investment from Kleiner-Perkins
24:15 Backstory of Gumroad
30:30 Crowdfunding Gumroad
37:09 Experiments with OpenAI LLM, ChatGPT, and the promise of AI
