SDR - OTR Fleet

Piston Technologies Inc; Lehi (UT); On-site; USD 55,000 - 65,000; Full time

Benefits offered by this job

Meaningful equity at an early stage

Medical insurance

All hardware and software provided

Front-row seat to building a payments/

Company growth opportunities

Job summary

PistonPay is hiring a Sales Development Representative focused on over‑the‑road trucking fleets. You’ll be the first point of contact, prospecting accounts, qualifying inbound interest, and booking discovery calls for Account Executives.

This builder’s role shapes the outbound playbook and requires collaboration with sales leadership. In this launchpad position, you’ll work closely with marketing and AEs to optimize messaging, lists, and channels while maintaining a high daily cadence and

Qualifications

• Launch a long-term career in sales; this is a growth role.
• Excellent written and verbal communication.
• Thrive on a high-volume outbound cadence (100+ dials/day).
• Coachable, competitive, and eager to build something from the ground up.

Responsibilities

• Prospect into OTR fleet target accounts via calls, emails, and LinkedIn outreach (100+ calls per day).
• Qualify inbound leads and convert to booked discovery calls for Account Executives.
• Collaborate with Marketing on campaigns, messaging tests, and ICP refinement.
• Maintain accurate records in Salesforce and Outreach; optimize messaging and tactics.
• Travel occasionally (1–3 week sprints) to support in-market pushes and events.
• Help shape and scale outbound playbooks for the team.

Skills

High-volume outbound

Strong communication

Cross-functional collaboration

Coachable & competitive

Tools

Salesforce

Outreach

Slack

G‑Suite

Job description

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 and long‑haul carriers that run fuel‑intensive routes across the country. You will 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 to 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 booked discovery calls for Account Executives.
• Partner with marketing on campaign development, messaging testing, and ongoing refinement of the OTR fleet ideal customer profile.
• Maintain accurate, up‑to‑date records in Salesforce and Outreach, and bring a clear point of view on what messaging and tactics are working.
• Travel occasionally (1 to 3 week sprints) to support in‑market pushes and events.
• Contribute directly to the outbound playbook other SDRs will follow as the team scales.

What Success Looks Like

In the first 30 days

• Completed onboarding and have a working knowledge of PistonPay’s product, ICP, and the OTR trucking market.
• Comfortable with our tech stack (Salesforce, Outreach, Slack, G‑Suite) and running a full daily outbound cadence.
• Made first calls and sent first sequences, and are actively building pipeline.
• Booked first discovery calls for an Account Executive.

In the first 90 days

• Consistently hitting daily and weekly activity targets (100+ calls/day) and booking a steady, predictable volume of qualified meetings.
• Have a clear, data‑backed point of view on what messaging, lists, and channels are working in the OTR segment.
• Actively shaping campaigns and ICP refinement rather than just executing them, as a trusted partner to marketing and AEs.
• Helped document or improve the outbound playbook for this segment.

Qualifications & Requirements

Must‑have

• Genuine desire to build a long‑term career in sales. This is a launchpad role, not a stopgap.
• Strong written and verbal communication skills.
• Ability to thrive on a high‑volume outbound cadence (100+ dials/day) and work cross‑functionally with marketing, AEs, and leadership.
• Coachable, competitive, and energized by building something from the ground up.

Nice‑to‑have

• Prior SDR, BDR, or summer sales experience.
• Door‑to‑door sales experience.
• Competitive athletics or sports background.
• Immersive, high‑discipline experience such as a religious mission, military service, or similar.
• Curiosity about or prior exposure to fintech, payments, or trucking/logistics.
• Familiarity with Salesforce, Outreach, Slack, or G‑Suite.

Reporting Structure

This role reports to Sales Leadership, with close day‑to‑day collaboration alongside our Account Executive(s) and Marketing team. You’ll have direct input into how the SDR function is structured and run as we scale.

Compensation & Benefits

• $55,000 to $65,000 OTE
• Meaningful early‑stage equity
• Medical insurance
• All hardware and software needed to do your best work
• A front‑row seat to building a category‑defining payments company from its earliest days

Working Conditions

This is a full‑time, on‑site role based in our Lehi, Utah office, five days per week. The role is phone‑ and computer‑intensive, with sustained daily outbound calling (100+ calls/day) as a core, non‑negotiable function of the job. Occasional travel (1 to 3 week sprints) is required to support market pushes and events.