monday.com's AI makeover is quietly pushing managers out
What's the deal? monday.com posted second-quarter revenue of $364.6 million, up 22% year over year, as it reshapes itself from a work-management software maker into an AI platform. The transition is reaching senior leadership, with five executives now leaving the company.
The departures: Among those exiting by early November 2026 are Orly Stern Izhaki, vice president of its AI work platform; Sergei Liakhovetsky, vice president of research and development; and Seetvon Amir, vice president of product, according to CalcalistDealroom has a profile for this one. Try Dealroom →. The company says it is flattening management layers, not simply replacing people with AI.
The layoffs: The exits follow a July 2026 restructuring that cut roughly 20% of the workforce — about 350 jobs. monday.com framed the move as a shift toward an AI platform rather than a straight headcount swap.
Why now? The reshaping comes as monday.com tries to convince investors its AI strategy can offset slowing momentum in its core business. Its stock is down about 37% in 2026.
What's the endgame? The AI bet shows early traction. AI-product annual recurring revenue doubled from Q1 2026 and made up 17% of new ARR in Q2 2026.
What could go wrong? The outlook signals pressure. Management forecast third-quarter revenue growth of 16–17%, down from the latest quarter, leaving open whether AI gains can compensate for a cooler core business — and whether a flatter organization can execute without disrupting product development.
The signal: monday.com is testing whether a leaner structure can carry an AI pivot into senior ranks. The coming quarters will show if the strategy restores growth or just thins the bench.
Read more: Calcalist