Massachusetts, United States (Remote)

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Director, Fleet Solutions

About Us

Highland Electric Fleets is the market leader in vehicle electrification-as-a-service, focusing on school, municipal, and other government agency fleets. We’ve done the most, and largest, deals in our space and we are growing rapidly. Our full-service offering reduces the cost and complexity of electrification, making it easy and affordable to transition from diesel to electric, today, and accelerating a key element of the clean energy transition.

Our mission is to eliminate the barriers to better student health and cleaner air. We aim to mitigate risk for our customers, increase EVSB market penetration, and deliver positive impacts across a broad spectrum of stakeholders: students, communities, school districts, fleet operators, manufacturers, and utilities.

What You Can Expect from Highland

  • A supportive, highly collaborative, team-oriented environment
  • Opportunities to make a difference, be heard, add value, and be recognized
  • Growth and development with a leader in this new and exciting industry
  • Ability to work with bright, innovative, and forward-thinking colleagues

Director, Fleet Solutions

Location: Remote - West Coast based

Employment: Full Time

Travel: 25%-50%


  • Advance new project opportunities from qualified lead to project award and contract negotiation

  • Lead all aspects of project origination including customer relationship and education, deal structuring, pricing strategy and early project development in close collaboration with the sales, market development, capital markets and project management teams

  • Recruit, train and manage a team capable of simultaneously originating multiple complex deals

  • Lead public procurement and proposals by coordinating RFI/RFP responses

  • Customize and improve Highland’s offering by incorporating feedback from customer, underwriters, and project development staff

  • Develop a deep understanding of electric school bus project development. This includes equipment selection and integration, power electronics infrastructure, utility interconnection, pupil transportation operations, and school district procurement.

  • Utilize detailed pricing and project financing models, including hourly charging models (including V2G), electricity cost models, and maintenance cost models

  • Support project grant writing to drive customer adoption and pricing optimization

  • Work with customer’s utility to establish and increase load capacity and connect as a distributed energy resource (DER)

  • Oversee the hiring and management of third-party engineering and construction firms to finalize and implement infrastructure plans


  • 5+ years of work experience in origination, enterprise sales, deal structuring, project management, or project development. Electric vehicle implementation experience is a plus

  • Deep experience with project scoping, public procurement, and customer proposal writing

  • Ability to manage a fast paced, innovative, dynamic team – lead and align internal cross functional teams to originate new projects effectively and efficiently

  • Project finance or transactional experience preferred, including renewable energy, conventional energy, or real estate

  • MBA preferred

  • Ability to collaborate across departments within the company and external third parties using strong interpersonal and communication skills

  • Strong problem solving and organizational skills

  • Excellent communication skills

  • Ability to operate effectively with high energy and flexibility

  • Strong persuasive and analytical writing skills

  • Quantitative analytical skills

  • Interest or prior knowledge of electric vehicles and clean transportation

  • Advanced Excel, Word and PowerPoint skills


  • A competitive base salary
  • Performance-based bonus program with a leading, high-growth entrepreneurial company
  • Stock compensation
  • 100% paid medical, dental, vision and life insurance
  • 401(k) and 401(k) match
  • Generous vacation/sick time, and holidays


Highland Electric Fleets provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, or genetics. In addition to federal law requirements, Highland Electric Fleets complies with applicable state and local laws governing nondiscrimination in employment. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.