About PistonPay

PistonPay is a payments company starting by revolutionizing how fleets manage their fuel payments. We're a Series A company backed by some of the best investors in the world, including Pear, Spark, and FPV (the same firms behind Anthropic, Dropbox, DoorDash, and Canva). We're building the financial backbone for the trucks and fleets that move the economy, and we're just getting started.

Role overview

We're hiring a Sales Development Representative dedicated to over-the-road (OTR) trucking fleets, long-haul carriers running fuel-intensive routes across the country. You'll be the first conversation a prospect has with PistonPay, prospecting into accounts, qualifying inbound interest, and booking discovery calls for our Account Executives. This is a builder's role. You'll work closely with sales leadership and AEs to shape the outbound playbook for this segment, not execute someone else's script.

Key Responsibilities

• Prospect into OTR fleet target accounts through a disciplined mix of cold calls, cold email, and LinkedIn outreach, sustaining a high-volume, high-quality outbound motion (100+ calls per day).
• Qualify inbound leads against our ideal customer profile and convert qualified conversations into boo