GPT-3.5 Startups

Intercom, a 14-year-old customer communication SaaS business making hundreds of millions in ARR, faced declining growth and nearly hit zero net new ARR before pivoting to AI-first agents (Fin). Six weeks after GPT-3.5 launched, Owen McCabe led a dramatic organizational transformation—cutting costs, firing 40% of employees, and betting ~$100M on AI—resulting in Fin growing 300%+ annually and reaching eight-figure ARR with a path to $100M+ ARR within three quarters.