Founding Sales Development Representative

We are looking for a Founding Sales Development Representative with 3-18 months of SDR experience to join Ajax and turn high-intent leads into booked demos for our AI-powered legal tech platform. Ajax has hit product-market fit with a 96% pilot conversion rate — the biggest bottleneck isn't closing, it's getting lawyers into demos, and that's exactly where you come in. You'll work directly with Co-Founder and Co-CEO Jack Weinberger, learning the full sales playbook shoulder-to-shoulder in NYC. This is a high-impact, high-hustle role with a clear 6-12 month path to Account Executive for top performers. If you have grit, phone confidence, and the ability to hold your own with sophisticated buyers, this is your shot.

What will you be doing?

- Monitoring and immediately calling every qualified lead that hits the website — speed-to-lead is half the job

- Keeping booked meetings warm by sending calls, cookies, and follow-ups to ensure prospects actually show up to their demos

- Running outbound campaigns around conferences — booking meetings, securing dinner seats, and driving post-event follow-up

- Executing raw outbound outreach via cold calls, email, LinkedIn, and Loom videos to generate new demo opportunities

- Handing off qualified prospects to AEs for 30-minute discovery/demo calls that lead to pilot agreements