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Field Operations Supervisor

Job in Middlebury, Addison County, Vermont, 05753, USA
Listing for: Addison Press Inc
Full Time position
Listed on 2026-06-24
Job specializations:
  • Transportation
Salary/Wage Range or Industry Benchmark: 67000 - 70000 USD Yearly USD 67000.00 70000.00 YEAR
Job Description & How to Apply Below

Ready to Lead Where It Matters? Tri-Valley Transit is hiring two Field Operations Supervisors to provide strong, visible operational leadership in our:

  • Addison County Region (Middlebury and Champlain Valley)
  • Orange and Northern Windsor Region (Randolph, Bradford and surrounding communities)
What You’ll Do

This is a hands‑on leadership role ensuring safe, reliable, and customer‑focused transit operations. You will:

  • Supervise and coach drivers in the field
  • Monitor service delivery and safety compliance
  • Conduct ride‑along driver evaluations
  • Assist with scheduling and service coverage
  • Support accident and complaint investigations
  • Review operational communications and performance data
  • Assist with driver training and certifications
  • Serve as backup CDL driver when necessary
What You Bring
  • Experience in transit, transportation, or fleet operations
  • Supervisory or team leadership experience
  • Strong safety and compliance mindset
  • Clear, professional communication skills
  • Flexibility to meet operational needs
Skills, Experience, and Requirements
  • Two years of experience in a leadership role required; previous supervisory experience preferred.
  • Must be at least 21 years of age and have maintained a valid driver’s license for at least five (5) years.
  • Must have or acquire and maintain CDL Class C with a Passenger Endorsement.
  • Must have or acquire and maintain DOT Medical Examiner’s Certificate.
  • Computer proficiency and ability to learn data and scheduling software.
  • Good written and verbal communication and organizational skills.
  • Proven ability to lead a team.
  • Must pass all required background checks.
  • Must pass all DOT required drug and alcohol tests, including pre‑employment and random tests.
  • Maintain a flexible schedule, including early mornings, nights, weekends and on‑call duties.
Benefits Foundation for Your Road Ahead
  • 403(b) Retirement Plan
  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Life, Short and Long term disability Insurance
  • Employee Assistance Program
  • Paid Time Off
Salary Starting Range

$67,000 - $70,000

Submit resume via email to: (Use the "Apply for this Job" box below).

Additional Postings available from Tri-Valley Transit

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