---
title: 'Field Support Technician at Highland Electric Fleets'
canonical: 'https://feeny.ai/job/field-support-technician-highland-electric-fleets-chicago-e1h1pmzycmgs'
type: 'job'
last_seen: '2026-09-17'
---

# Field Support Technician at Highland Electric Fleets

- **Company:** Highland Electric Fleets
- **Location:** Chicago, IL
- **Compensation:** $60k–$70k
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-09-15
- **Last confirmed live:** 2026-09-17
- **Apply:** https://jobs.lever.co/highlandfleets-2/46d6d911-e9bb-4146-a91d-806dbfeed31b

## Job description

## About Us

Highland Electric Fleets’ mission is to make electric fleets accessible and affordable for all, enabling communities to realize the benefits of cleaner, quieter and healthier fleets. Highland is North America’s leading provider of Electrification-as-a-Service (EaaS). Founded in 2019, Highland partners with school districts, municipalities, and fleet operators to make the transition to electric fleets simple and affordable.

Highland proudly serves as the Official Electric School Bus Provider of the LA28 Olympic and Paralympic Games and Team USA. From pioneering vehicle-to-grid technology to managing some of the nation’s largest electric school bus fleets, Highland delivers reliable, cost-effective solutions that support local communities and drive the future of transportation.

Summary: We are seeking a detail-oriented and highly organized Field Support Technician to join our team. This role supports the go-live process for new EV charging sites — including new vehicle inspections, site readiness checks, and documentation — to ensure smooth, on-schedule launches at Highland customer locations. The Field Support Technician will perform preventative maintenance and troubleshooting on chargers and associated equipment, building strong technical skills in EV chargers and vehicles alongside project coordination and customer service abilities, all while gaining hands-on experience and adhering to safety protocols.

This role requires regular travel to customer locations throughout the United States. While this is a remote position, candidates must reside within a reasonable distance of a major airport to support frequent travel. What’s in it for you? Hands-on training: Highland will provide the tools and training needed in commissioning support, site readiness, and vehicle inspection processes. Variety: From EV systems to charging infrastructure to project coordination, you’ll develop a diverse skill set in a rapidly growing industry. Certification Reimbursement: We’ll reimburse you for all certification expenses after 12 months of employment.

Responsibilities:

- Represent the company at customer locations with the highest standards of professional conduct.
- Support the go-live process for new EV charging sites, including coordinating on-site activities and flagging risks or delays to the Commissioning Engineer.
- Conduct new vehicle inspections, verifying vehicle readiness and documenting findings prior to site activation.
- Assist technicians in asset inspections, diagnosing, troubleshooting, and repairing customer assets on-site as needed.
- Follow established safety procedures to ensure compliance with company and regulatory standards.
- Maintain extremely thorough, accurate, and timely documentation for all commissioning activities, inspections, and work completed, using company asset management and project tracking platforms.
- Support High Voltage (HV) charger operations, including conducting plug cycles and responding to service needs during commissioning.
- Perform Low Voltage (LV) battery replacements and jump-starts as needed.
- Maintain tools, equipment, and a clean work environment to ensure efficiency and safety.
- Develop and maintain strong customer service skills, ensuring a positive customer experience throughout the go-live process.
- Participate in training programs and hands-on learning opportunities to develop technical and project coordination expertise.

Qualifications:

- Exceptional attention to detail and a high standard for accurate, organized documentation.
- Demonstrated time-management skills, a strong work ethic, and a commitment to driving continuous process improvement.
- Proficiency with computers and standard software (documentation tools, spreadsheets, asset/project management platforms) required.
- Automotive Technology certification from an accredited school preferred (not required).
- Willingness to develop project management and project coordination skills; prior experience a plus.
- Basic electrical and AC skills.
- Ability to read and interpret documents such as safety rules, operating and maintenance instructions, and procedure manuals.
- Strong problem-solving skills.
- Excellent written and verbal communication and interpersonal skills.
- Must be able to lift 50 lbs. and work in varying weather conditions.
- Willingness to travel and work flexible hours, including evenings and weekends if required.
- Reliable transportation and a valid driver’s license with a clean driving record.

What You Can Expect from Highland: Competitive base salary and performance-based bonus program A supportive, highly collaborative, team-oriented environment Ability to work with bright, innovative, and forward-thinking colleagues Health, Vision, and Dental coverage for employees & their dependents Generous Paid Time Off 401(k) program and company match

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.

## About Highland Electric Fleets

## Company Overview
- **One-liner**: Highland Electric Fleets is North America’s leading provider of Electrification-as-a-Service (EaaS), partnering with school districts, municipalities, and fleet operators to transition diesel fleets to electric.
- **Entity Type**: Private (Venture-backed; latest round: $75M preferred equity, June 2026)
- **Headquarters**: Beverly, Massachusetts, United States
- **Founded**: 2019
- **Founders**: Duncan McIntyre

## Core Business
- **Primary industry/industries**: Transportation Programs, Fleet Electrification, Clean Energy Infrastructure
- **Target customers**: B2G (Business-to-Government) — primarily school districts, municipalities, and municipal fleet operators across North America
- **Mission or purpose statement**: "Make electric fleets accessible and affordable for all communities" [highlandfleets.com](https://highlandfleets.com/about-us/)

## Products & Services
- **Electrification-as-a-Service (EaaS)**: A full-service, long-term contract model covering planning, procurement, implementation, and ongoing optimization of electric fleets. Includes vehicles, charging infrastructure, software, and operational support — all bundled at a cost comparable to traditional diesel.
- **Vehicle-to-Grid (V2G) Integration**: Technology enabling electric school bus batteries to feed power back to the grid, creating an additional revenue stream for fleet operators and supporting grid stability.
- **Major Event Transportation Operations**: Managing large-scale electric fleet operations for events, including serving as the Official Electric School Bus Provider for the LA28 Olympic and Paralympic Games.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed
- **Key Metric**: **Total Funding** — $478M across 4 rounds (most recent: $75M from Galvanize Climate Solutions in June 2026)
- **Notable Investors/Partners**:
  - Galvanize Climate Solutions (lead, 2026 preferred equity)
  - Aiga Capital Partners (lead, prior preferred equity)
  - LA28 Olympic and Paralympic Games (official provider)
  - Team USA
- **Growth Signals**:
  - Electric school buses have traveled **over 10 million miles** to date [cbinsights.com](https://www.cbinsights.com/company/highland-electric-transportation)
  - Active deployments in California, Colorado, Massachusetts, Michigan, New Jersey, New York, and Texas
  - 121 employees (stable headcount, +0.6% YoY)
  - 12,934 LinkedIn followers (+10.5% yearly growth)
  - $150M in total preferred equity commitments structured for long-term asset-backed deployment

## Competitive Advantages
- **First-mover scale**: Manages some of the nation’s largest electric school bus fleets, with proven reliability across diverse climates (Florida to Michigan to California).
- **EaaS business model**: Long-term service agreements create predictable, recurring revenue and reduce financial risk for customers by matching electric fleet costs to traditional fuel costs.
- **Vertical integration**: Owns the full stack — vehicles, charging, software, V2G, and operations — making switching costs very high for clients.
- **Major event credential**: The LA28 Olympic selection provides unmatched brand validation and operational experience at global scale.
- **Asset-backed financing**: Capital structure designed specifically for long-term, large-scale infrastructure deployment, a moat against undercapitalized competitors.

## Strategic Focus
- **National expansion**: Deploying electric school buses and charging infrastructure into new U.S. markets.
- **Municipal fleet diversification**: Broadening capabilities beyond school buses into other municipal fleet and energy applications.
- **Energy infrastructure integration**: Advancing projects that combine charging infrastructure with on-site energy resources (solar + storage) for customers.
- **Scaling asset portfolio**: Using the latest $75M capital injection to accelerate vehicle and charger deployments.

## Why Work Here
- **Mission-driven impact**: Directly contributes to reducing childhood asthma, improving local air quality, and combating climate change — measurable community outcomes.
- **Hybrid work model**: Flexible remote/office balance; headquarters in Beverly, MA, with roles listed as hybrid or remote.
- **Exceptional benefits**:
  - **100% premium coverage** for medical, dental, and vision (employees + dependents)
  - Long-Term Disability & Life Insurance
  - Flexible Spending/Saving Accounts
  - 3% Employee-Sponsored 401k Match
  - Stock Options
  - $100/mo Cell Phone Reimbursement
- **Work-life balance**:
  - 15 Paid Vacation Days
  - 10 Paid Holidays
  - 6 Paid Sick Days
  - Bonus week off between Christmas and New Year’s
  - 8 Weeks Paid Parental Leave (birthing parents get up to 16 weeks total)
- **Culture**: "Everybody serves" — each employee gets one paid day of service per year. Innovation and practical ingenuity are core values. In-person employee engagement annually. DEI opportunities available.
- **Current open roles** (as of search date): EV Field Service Technician (Hybrid, Boston), Project Finance Analyst (Hybrid, Beverly), Sr. Manager FP&A and Treasury (Remote, Beverly), General Manager Major Event Operations [jobs.lever.co](https://jobs.lever.co/highlandfleets-2)

## Sources
1. [highlandfleets.com - About Us](https://highlandfleets.com/about-us/)
2. [highlandfleets.com - Careers](https://highlandfleets.com/careers/)
3. [jobs.lever.co - Open Positions](https://jobs.lever.co/highlandfleets-2)
4. [cbinsights.com - Company Profile](https://www.cbinsights.com/company/highland-electric-transportation)
5. [linkedin.com - Company Page](https://linkedin.com/company/highlandelectricfleets)

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