About Ryan Sullivan - Leadership & GTM Consulting
About Ryan
Ryan Sullivan is a fractional CRO and GTM operator who helps Seed–Series B supply chain and freight tech companies build repeatable revenue.
He blends big-company rigor from Constant Contact with hands-on hypergrowth experience at Kuebix (acquired >$200M) and Tive (10× valuation increase in 18 months).
Career Journey
- Constant Contact — Sales Ops Excellence, execution discipline
- Kuebix — Built GTM foundation → company acquired for $200M+
- Tive — Led commercial strategy → 10× valuation increase
- PAXAFE — Pipeline growth & enterprise motion
- WaveTMS — Doubled revenue in 7 months
- Ratchet Ventures — Fractional CRO + GTM operator for supply chain tech
Why Ratchet Ventures
After repeatedly joining startups post-Series A and discovering no sales ops, no systems, and no processes, Ryan built Ratchet Ventures to fix the root problem:
Most supply chain tech companies are not GTM-ready when they raise
Ratchet Ventures helps founders:
- Become investment-ready from a commercial standpoint
- Build scalable GTM systems BEFORE hiring a Head of Sales
- Increase pipeline, conversion, and ACV within 90 days
- Enable repeatable revenue without bloated headcount
