Pinewood.AI

Account Executive

Pinewood.AI

full-time

Posted on:

Location Type: Remote

Location: United States

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About the role

  • Hunt, prospect, and close new dealership groups for Pinewood.AI’s DMS and Seez’s AI-powered solutions
  • Own the full enterprise sales cycle from outbound prospecting through contract execution
  • Drive expansion and cross-sell opportunities within Lithia Group dealerships across both platforms
  • Build and execute a territory plan focused on pipeline creation, new logo acquisition, and revenue growth
  • Engage dealership principals, general managers, CIOs, and executive leadership in strategic, value-based conversations
  • Lead product demonstrations and executive presentations across DMS and Seez solution sets
  • Develop clear business cases, ROI models, and commercial proposals tied to dealership outcomes
  • Consistently generate and manage a pipeline that supports aggressive growth targets
  • Accurately forecast opportunities and maintain disciplined CRM hygiene
  • Partner closely with implementation and customer success teams to ensure strong post-sale transitions
  • Collect competitive intelligence and field feedback to inform product and go-to-market strategy
  • Represent Pinewood.AI and Seez at industry events, dealer meetings, and conferences
  • Collaborate with marketing on outbound campaigns and targeted account penetration

Requirements

  • 5+ years of enterprise/B2B software/SaaS sales experience with automotive technology
  • Demonstrated success meeting or exceeding quota in previous roles
  • Experience with consultative selling and complex, multi-stakeholder sales processes
  • Strong understanding of automotive dealership operations and technology landscape
  • Excellent communication, presentation, and negotiation skills
  • Ability to build and maintain relationships at multiple levels of an organization
  • Bachelor's degree or equivalent experience required
  • Willingness to travel up to **65%** of time within assigned territory
  • **Desired Skills & Attributes:**
  • Established network in the US automotive dealership industry
  • Experience selling AI/ML or data analytics solutions
  • Knowledge of dealership management systems and digital retail technologies
  • Hunter mentality with ability to develop new business opportunities
  • Strategic thinking and creative problem-solving abilities
  • Data-driven approach to territory management and pipeline development
  • Self-motivated with ability to work independently in a remote capacity
  • Comfortable in a startup environment with evolving processes and priorities
Benefits
  • A very competitive salary plus commission structure
  • Flexible mix of home and office working
  • Clear path for career advancement as our US sales organization grows
  • 4 weeks PTO
  • 401k
  • Excellent health insurance benefits
  • Regular 1-2-1s and career development opportunities
  • Opportunity to be part of an early-stage US sales team with real ownership
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
enterprise salesB2B salesSaaS salesconsultative sellingpipeline managementROI modelingdata analyticsAI solutionsdealership management systemsdigital retail technologies
Soft Skills
communication skillspresentation skillsnegotiation skillsrelationship buildingstrategic thinkingcreative problem-solvingself-motivatedindependent workhunter mentalityteam collaboration