The Sunday Times’ tech correspondent Danny Fortson brings on Groupon founder Andrew Mason to talk about his new company Descript, launching his first startup in Chicago in the late 1990’s (4:30), turning it into Groupon (6:15), admitting he was fired (7:40), starting a guided-tour company (9:30), pivoting to podcasting (12:00), but keeping Detour alive (14:00), underestimating potential (16:00), the explosion of text-to-speech technology (17:00), raising venture capital from Andreessen Horowitz (21:30), learning from past mistakes (23:00), not wanting to be a public company chief executive (24:15), why he keeps working with a couple hundred million in the bank (26:30), his worst day of work (28:40), machine learning’s assault on the $10bn transcription industry (32:45), and the horse story (34:50).

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