Ryan O'Brien

Enterprise sales leader who has closed deals from $50K to $5M. I thrive in the early-stage chaos of building a sales motion from zero and know how to qualify ruthlessly so nothing slips. Looking for a co-founder or first sales hire.

Joined July 20260 active ventures

Background & Experience

First AE and later VP Sales @ Rippling (built enterprise sales team from 0 to $25M ARR in 3 yrs). Before that, enterprise sales @ Workday and two early-stage HR startups. Expert in MEDDIC and building outbound motion with no brand recognition.

Ventures

No active ventures yet

Ryan O'Brien hasn't posted any ventures yet.