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GC Interview

Generative AI Use Cases for Tech GCs with Damian Olthoff

Lilian Breidenbach

21 Mar 2024

A conversation with Damian Olthoff, GC at PROS.

We watched a GC fix his own playbook

The playbook had a gap. The agent found it, by Paul Lacey A playbook gap no one had noticed A few weeks ago I was watching one of our clients’ GCs review an agent’s output. The agent had reviewed a contract against the team’s playbook and flagged a

14 Apr 2026 9 min read

"Faster NDA review" is the wrong job

Why most legal AI pilots solve an activity, not a need, by Taariq Ismail A customer mentioned something last week over coffee: “I’ve always told myself that we need faster contract review, but I don’t think that’s actually what I need. I just don’t know how

10 Apr 2026 8 min read

Most legal agent failures are not actually agent failures

Why the deployments that 'failed' were never built to succeed, by Lorna Khemraz The pattern nobody wants to name Six weeks into the deployment, the legal ops team put the agent on pause. The routing was wrong. Requests that should have gone straight to a lawyer were sitting

07 Apr 2026 8 min read

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