Startup Postmortems — 2026-05-29
ClickUp's mass layoff represents a pivotal shift in how startups operate: the nine-year-old productivity platform is replacing hundreds of employees with thousands of AI agents, signaling an industry-wide trend of automation-driven downsizing. Meanwhile, 2026 continues its brutal pace with 148,092 people laid off across 353 tech companies so far this year, costing individual workers nearly $14,400 monthly in lost income and benefits.








