We’re hiring our first Sales Development Lead to own and refine top-of-funnel pipeline at an early-stage B2B startup selling to professional services firms (starting with legal and finance).

This role is about creating real, high-quality sales conversations in a relationship-driven, trust-heavy market. You’ll work closely with the founders and our Founding GTM Lead to refine who we target, how we reach them, and what “qualified pipeline” actually means for Caddi.

This is an SDR role in execution, but a lead role in scope. You’ll be refining and owning our sales development motion—outbound strategy, messaging, qualification, and handoff. If successful, this role is expected to grow into Head of Sales Development, with responsibility for hiring and leading the SDR team.

We’re looking for someone who has spent time earlier in their career doing outbound or SDR-style work and wants to take ownership of improving and scaling a function—not just working a que...