Debate: will enterprise software sell to execs, LLMs, or digital coworkers

Sam Lessin argues software must now be sold to executives or LLMs, while arieljalali counters that enterprise AI turns products back into services, and tens of thousands of human salespeople remain active in enterprise AI deals.

2026-09-05 ~ 2026-09-05 · 3 related posts

• Sam Lessin: software sales now means selling to executives or selling to LLMs — lessin · 2026-09-05
• Rebutting Lessin: enterprise AI is servicizing products — we're getting digital teammates — arieljalali · 2026-09-05
• Tens of thousands of human salespeople are now selling AI 'painkillers' to enterprises — arieljalali · 2026-09-05