Account Executive, Mid-Market – Fleets

This is a fully remote position, open to applicants in United States.

📋 Description

• Take ownership of a designated mid-market fleet territory and generate a sales pipeline through both inbound and outbound strategies utilizing LinkedIn Sales Navigator, Seamless.ai, and 6sense intent signals to prioritize target accounts.

• Manage multi-threaded deals (typically spanning 60–120 days) involving fleet operations, safety, IT, and finance, typically engaging with Directors of Fleet Operations, VPs of Transportation, and Controllers/CFOs.

• Perform in-depth discovery to comprehend dispatch workflows, driver management obstacles, and identify opportunities for Augie to streamline quoting, dispatch, tracking, billing, and collections.

• Collaborate with Solutions Engineers on technical evaluations and proof of concepts (POCs).

• Ensure accurate forecasting and maintain pipeline hygiene within HubSpot.

• Create account strategies and expansion plans following the closing of deals, including a handoff to Customer Success.

• Provide market insights to the Product and Marketing teams.

⛳️ Requirements

• 3–5 years of experience in full-cycle B2B SaaS sales.

• Proficient in managing multi-stakeholder deals and can effectively navigate a buying committee.

• Exceptional discovery and storytelling abilities.

• Organized, process-oriented, and adept at keeping deals progressing.

• Comfortable dealing with ambiguity in a startup environment.

• Willing and able to travel for in-person meetings, as fleet buyers value relationship-building.

• Bonus Points For:

• Experience selling to private fleets, for-hire carriers, or fleet technology (dispatch, HOS, driver management, safety).

• Background in companies such as Motive, Samsara, Omnitracs, or similar, preferably in field/enterprise AE roles rather than hardware or inside sales.

• Familiarity with tools like HubSpot, LinkedIn Sales Navigator, Seamless.ai, 6sense, or Gong.

• Experience in an early-stage or high-growth SaaS company.

🏝️ Benefits

• Competitive Salary + Stock Options.

• Comprehensive Health, Vision, and Dental Benefits.

• Flexible Paid Time Off (PTO).

• Monthly stipend.