About the role
First dedicated sales hire. Build the outbound motion from the ground up on top of a product that already sells itself - $3M ARR with zero outbound to date. This is a 50/50 cold call and email sequencing role focused on getting the right people into demos or onto the open-source product. Hit your number in year one and you write the playbook for the next SDR, hire them, and grow into leading the team.
What you'll do
- Outbound, every day. ~50% cold calls, ~50% email sequencing. Target platform teams, DevOps leads, and engineering managers at companies already using Windmill's open-source or evaluating it against competitors.
- Book the right meetings. Success is a booked demo with the actual stakeholders, or a qualified team starting an OSS evaluation with a clear path to commercial. Volume matters, but quality of account and seniority of contact matter more.
- Build the top of funnel from zero. Account lists, sequences, call scripts, objection handling, qualification criteria - none of this exists yet. You'll build it.
- Run competitive displacement. Identify accounts where we have developer champions using Windmill OSS against competitors and work them top-down.
- Set up the CRM and reporting. Deal stages, pipeline hygiene, conversion metrics from cold touch to booked meeting to qualified opportunity.
- Close the feedback loop. What objections come up on cold calls, which messages land in sequences, which segments respond - bring it back to product and marketing.
Year one target: bookings that convert to $1M+ in new ARR. Hit it, and the next chapter is hiring and leading the SDR team - writing the playbook, ramping the next hire, and growing into the function lead.
Who we're looking for
