Don O'Leary
1.8K posts

Don O'Leary
@donoleary
X-Google,Twitter,Stripe. Builder and co-founder of https://t.co/5swS15F3JV






I always enjoy @destraynor’s no-nonsense insights. He and I discuss growing @Fin_ai to $50 million revenue run rate, his “four horseman” rubric for investing in AI companies, advice for product marketers, and why you shouldn’t split the G. Subscribe on Spotify, Apple Podcasts, and YouTube for future Cheeky Pint episodes. Timestamps 00:00 Intro 02:58 Reinventing Intercom 06:31 Fin 18:06 1M resolutions a week 24:22 Selling AI 29:34 Product marketing 37:18 Listening to users 44:14 Usage-based billing 45:14 Advice for startups 52:09 AI pricing 01:07:27 Co-founder dynamics 01:11:04 Predictors of company success 01:15:56 How AI-native is Intercom?













