Account Executive, Mid-Market (Fleets)

Augment

36d•Hybrid

About The Position

We're looking for a driven, process-oriented Mid Market Account Executive to own Augment's mid-market fleet book of business. You'll manage a balanced mix of inbound and outbound opportunities, run multi-threaded deals across operations and IT, and partner with Solutions Engineers on technical evaluations. You'll target mid-size private fleets and for-hire carriers — companies with 100–2,500 trucks and real buying processes, where Augie can automate dispatch, tracking, driver management, and billing workflows.

Requirements

3–5 years of experience in full-cycle B2B SaaS sales
Comfortable running multi-stakeholder deals you can manage a buying committee
Strong discovery and storytelling skills
Organized, process-driven, and good at keeping deals moving
Comfortable with ambiguity in an early-stage environment
Willing and able to travel for in-person meetings fleet buyers are relationship-driven

Nice To Haves

Experience selling into private fleets, for-hire carriers, or fleet technology (dispatch, HOS, driver management, safety)
Background at companies like Motive, Samsara, Omnitracs, or similar (field/enterprise AE roles preferred not hardware or inside sales)
Familiarity with tools like HubSpot, LinkedIn Sales Navigator, Seamless.ai, 6sense, or Gong
Background at an early-stage or high-growth SaaS company

Responsibilities

Own a defined mid-market fleet territory and build pipeline through both inbound and outbound motions using LinkedIn Sales Navigator, Seamless.ai, and 6sense intent signals to prioritize accounts
Run multi-threaded deals (typically 60–120 day cycles) across fleet operations, safety, IT, and Finance typically engaging Directors of Fleet Operations, VPs of Transportation, and Controllers/CFOs
Conduct deep discovery to understand dispatch workflows, driver management challenges, and where Augie can automate quoting, dispatch, tracking, billing, and collections
Partner with Solutions Engineers on technical evaluations and POCs
Manage accurate forecasting and pipeline hygiene in HubSpot
Develop account strategies and expansion plans post-close (with CS handoff)
Feed market insights back to Product and Marketing