Senior Enterprise Account Executive

A
AugmentLogistics, Freight Brokerage
RemoteFull-TimeSenior
Salary not disclosed
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Job Details

Experience
7+ years

Requirements

  • 7+ years of experience selling enterprise software or technology solutions
  • Proven success running complex, multi-stakeholder enterprise sales cycles
  • Comfortable operating in early-stage or growth environments, building pipeline and closing enterprise deals without heavy inbound or enablement support
  • Strong business acumen with the ability to tie product value to operational and financial outcomes
  • Comfortable operating in early-stage or growth environments with ambiguity
  • Experience selling into fleet, transportation, or asset-based organizations
  • Familiarity with buyers such as Fleet Operations, Safety/Compliance, Maintenance, Dispatch, IT, and Finance
  • Background in adjacent markets such as telematics, fleet management, TMS, compliance, or operations software
  • Experience selling complex, AI-driven, or data-intensive enterprise platforms (Bonus Points)
  • Player-coach mentality with comfort building in early-stage environments (Bonus Points)
  • Consultative, value-based selling mindset with strong discovery skills (Bonus Points)
  • Technical curiosity across AI, ML, or systems-heavy workflows (Bonus Points)
  • Background in consulting, solution engineering, or zero-to-one startups (Bonus Points)

Responsibilities

  • Lead complex enterprise sales cycles for named fleet accounts, from outbound prospecting through close
  • Drive multi-threaded sales motions across operations, safety, IT, and finance leaders
  • Run deep discovery to understand fleet workflows, operational bottlenecks, and economic impact
  • Close complex, high-value enterprise deals with long sales cycles and multiple decision-makers
  • Build and maintain strong pipeline coverage through outbound prospecting and strategic account penetration into large private fleets and for-hire carriers
  • Open doors at large private fleets and for-hire carriers, and expand footprint over time
  • Develop account strategies that align Augment’s value to fleet KPIs such as utilization, safety, downtime, and cost per mile
  • Operate with a builder mindset: help refine ICP, messaging, talk tracks, and sales process
  • Create and improve sales assets as needed (collateral, ROI narratives, discovery frameworks)
  • Partner with Product and Engineering to translate customer needs into roadmap input
  • Share market insights and patterns that help shape Augment’s GTM strategy
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