AE - Trade Fleet

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 an Account Executive to own and close deals with trade fleets: construction, HVAC, electrical, plumbing, and other service-based fleets. You'll carry opportunities from the first demo through signed contract, working shoulder-to-shoulder with our founders, SDRs, and marketing team to build and close the pipeline, sharpen our pitch, and define how we sell into this segment. This is a full-cycle closing role with real ownership and immediate impact. Key Responsibilities Own the full sales cycle for trade fleet prospects, from discovery call and demo through negotiation and close. Run a high-volume, high-quality outbound motion alongside your SDRs, including direct prospecting when needed (100+ calls per day). Build relationships across the trade fleet community that generate referrals and expansion opportunities over time. Partner with marketing on campaign development, messaging testing, and ongoing refinement of the trade fleet ideal customer profile. Maintain accurate, up-to-date records in Salesforce and Outreach, and bring a clear point of view on what's working and what isn't. Travel occasionally (2 - 3 day) to support in-market pushes and events. What Success Looks Like In the first 30 days: You have completed onboarding and have a working knowledge of PistonPay's product, ICP, and the blitz campaign motion. You are comfortable with our tech stack (Salesforce, Outreach, Slack, G-Suite) and contributing to the outbound cadence alongside your SDRs. You have participated in your first blitz campaign, taken discovery calls, and are actively pushing deals forward. You are bringing energy, urgency, and deal instinct to the team from day one. You have closed your first deals. In the first 90 days: You are consistently hitting activity targets across multiple campaign cycles and closing deals within compressed timelines. You have demonstrated the ability to sustain quality selling through high-intensity pushes. You are a trusted partner to marketing and SDRs, actively contributing to campaign design, debrief, and playbook improvement. You have helped document or improve the blitz network sales playbook. Qualifications & Requirements Must-have: A genuine desire to build a long-term career in sales. This is a builder's role, not a corporate seat. Experience closing (D2D, SDR-to-AE, SMB, or similar). Comfort operating at high intensity in short, focused windows and thriving under competitive pressure. Strong written and verbal communication skills. Ability to…