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Winston Weinberg

Co-founder and chief executive of the legal AI company Harvey.

Current stories

investOne report1 publisher

Slootman reached his first CEO seat from an SVP of Products job at Borland

The operator boards copied for twenty years spent 1993 to 2003 in product and engineering jobs. SaaStr counts 82 of the 100 fastest-growing AI-native startups with a technical CEO, against 49% of the 2013 unicorn class.

Publishers:saastr.com

Reality

Evidence45
Adoption58
Hype gap+28
Incentives55
Confidence40
investOne report1 publisher

Harvey raises $550m to post-train its own legal models on a Beijing lab's open weights

The $15.5 billion price works out near 39 times annual recurring revenue above $400 million, and it rests on a margin claim Harvey has not quantified: that tuning Kimi K3 beats paying OpenAI per call.

Reality

Evidence32
Adoption61
Hype gap+30
Incentives74
Confidence42
investOne report1 publisher

Harvey's $550m raise prices it at 38.75 times its own disclosed revenue

The $15.5bn valuation is 38.75 times the $400m of annual recurring revenue Harvey disclosed, and the in-house model meant to defend that price is post-trained on a Beijing lab's open weights rather than on backer OpenAI's.

Reality

Evidence38
Adoption62
Hype gap+34
Incentives72
Confidence44
productOne report1 publisher

Harvey buys Guardrails AI to test agents left working on legal tasks for hours

The $550mn round at $15.6bn gets the attention, but Harvey's fourth acquihire of the year bought a team whose product is testing how agents behave across a long run nobody watched. That is the part a buyer can use.

Publishers:thenextweb.com

Reality

Evidence45
Adoption66
Hype gap+20
Incentives78
Confidence48