Demo

Toll Collection Assistant Supervisor

City of Chesapeake
Chesapeake, VA Full Time
POSTED ON 7/1/2026 CLOSED ON 8/11/2026

What are the responsibilities and job description for the Toll Collection Assistant Supervisor position at City of Chesapeake?

Position Information

Working Title of Vacant Position
Toll Collection Assistant Supervisor

Job Type
Full Time

Posting Type
Public

Number of Vacancies
1

Department
PUBLIC WORKS

Division
PUB WORKS 168 TOLL ROAD

Requisition Number
2026306

Number of hours worked per week
40, mandatory overtime may be required

Work Schedule
Normal Shift Hours: 2:30pm-11:00pm

Schedules are subject to change when needed to support a 24 hour facility.

Employees may be expected to work hours in excess of, and/or outside of, their normally scheduled hours in response to short-term department needs and/or City-wide emergencies. Emergency operations support work and work locations may be outside of normal job duties.

Work Site Location
Chesapeake, VA

Position Driving Requirement
O - Occasional

Pay Grade
GE04

Pay Basis
Semi-Monthly

Advertised Salary
Starts at $38,579; Depending on qualifications and experience.

Job Description
Toll Collection Supervisors are essential personnel responsible for managing toll collection activities of eight to fourteen Toll Plaza lanes and directly supervise Toll Collectors, part-time employees, and Temps at the Chesapeake Expressway, which operates 24 hours per day, 7 days per week, 365 days per year.

Toll Collection Assistant Supervisors are typically assigned to oversee and assist with all three shifts. Toll Collection Assistant Supervisors work Sunday through Thursday are scheduled 8-hour workdays, but schedules are subject to change to meet operational needs.

Toll Collection Assistant Supervisor’s duties and responsibilities include but are not limited to the following:
  • Wil be required to successfully train as a toll collector.
  • Will be required to work as a toll collector as needed.
  • Schedule staff and create lane assignments to ensure that the appropriate number of lanes are open to meet traffic demands in a safely.
  • Promote and ensure quality customer service, which may require interaction with difficult customer service situations.
  • Promote and ensure the safety of all staff members and customers.
  • Train and direct employees on all policies and procedures.
  • Update and distribute materials and operating manuals.
  • Evaluate subordinates’ performance and provide constant feedback.
  • Counsel subordinates on disciplinary actions as needed and document such occurrences.
  • Maintain change fund accurately and keep funds secure.
  • Prepare, distribute and collect individual toll collector change funds, including delivering change to toll booths.
  • Monitor the toll facility and grounds constantly for unusual occurrences, safety concerns, traffic and unauthorized personnel.
  • Monitor Milestone (surveillance system) and ARCS/RTM (toll system) for statuses and potential issues.
  • Troubleshoot and make necessary adjustments to equipment, includes repositioning toll gates.
  • Inspect the plaza and roadway for debris and remove debris, includes placing/removing cones and barrels.
  • Access, print, evaluate reports and prepare reports, including accident/incident reports, performance reports, traffic reports and other reports as requested.
  • Use Kronos (timekeeping system) to enter schedules, enter adjustments and comments, grant or deny time off requests, review leave accruals and approve timecards.
  • Track and report time worked by temporary staff.
  • Ensure that all emergency conditions (injury, damage to property, fire, medical, etc.) are handled immediately and safely and reported to the appropriate parties.
  • Provide notification and reports to management regarding operations, unusual occurrences, personnel issues, traffic flow, emergency situations, etc.
  • Assume additional responsibilities/duties as required by management.


In addition, Toll Collection Supervisors must possess strong written and oral communication skills and strong organizational skills. Toll Collection Supervisors must also be able to climb stairs, move around the toll plaza and are required to safely perform their duties around fast-moving vehicles and other hazards.

The City of Chesapeake offers an exceptional range of benefits.

Required Qualifications
VOCATIONAL/EDUCATIONAL REQUIREMENT: Requires high school diploma or GED/HSE and any combination of education and experience equivalent to satisfactory completion of one year of college education.

EXPERIENCE REQUIREMENT: In addition to satisfying the vocational/education standards, this class requires a minimum of six months of related, full-time equivalent experience.

SPECIAL CERTIFICATIONS AND LICENSES: Requires a valid driver’s license and a driving record that is in compliance with City Driving Standards.

SPECIAL REQUIREMENTS: Employees may be expected to work hours in excess of their normally scheduled hours in response to short-term department needs and/or City-wide emergencies. Emergency operations support work and work locations may be outside of normal job duties.

Preferred Qualifications
  • One or more year of supervisory experience
  • Cash handling experience
  • Experience developing schedules for multiple employees and multiple shifts
  • One or more years’ experience in Toll Operations preferred
  • Strong customer service
  • Microsoft office

Posting Detail Information

Job Open Date
07/01/2026

Job Close Date
07/24/2026

Open Continuous

Special Instructions to Applicants
Chesapeake Expressway Toll Collection Assistant Supervisor’s work as essential (alpha) personnel in support of a 24 hour/day, 365-day/year operation, including holidays, weekends and during inclement weather events. Schedules are subject to change to meet the operational needs of the Chesapeake Expressway.

Medical marijuana:
In accordance with City policy, this position is deemed safety sensitive. As such, applicants for this position are subject to pre-employment drug/alcohol testing after receiving a conditional offer of employment and may also be subject to random testing. This drug test includes testing for marijuana. Possession of a medical marijuana card will not excuse an applicant from the testing process; however, a test will not be considered positive for marijuana if a valid medical marijuana certification is presented unless the position requires a commercial driver’s license (CDL) or is a sworn law-enforcement officer/deputy.

ADA Checklist

Overall Physical Strength Demands

Overall Physical Strength Demands
M=Medium - Exerting 20-50 lbs. occasionally, 10-25 lbs. frequently, or up to 10 lbs. constantly

Physical Demands

C = Continuously- 2/3 or more of the time. F = Frequently- From 1/3 to 2/3 of the time. O = Occasionally- Up to 1/3 of the time. R = Rarely- Less than 1 hour per week. N = Never- Never occurs.

Standing
Frequently- From 1/3 to 2/3 of the time.

Sitting
Frequently- From 1/3 to 2/3 of the time.

Walking
Frequently- From 1/3 to 2/3 of the time.

Lifting
Occasionally- Up to 1/3 of the time.

Lifting Amount
Exerting up to 20 to 50 lbs

Carrying
Occasionally- Up to 1/3 of the time.

Carrying Weight
Exerting up to 20 to 50 lbs

Pushing/Pulling
Frequently- From 1/3 to 2/3 of the time.

Pushing/Pulling Weight
Exerting up to 10 lbs

Reaching
Continuously- 2/3 or more of the time.

Handling
Continuously- 2/3 or more of the time.

Fine Dexterity
Continuously- 2/3 or more of the time.

Kneeling
Occasionally- Up to 1/3 of the time.

Crouching
Occasionally- Up to 1/3 of the time.

Crawling
No Response

Bending
Occasionally- Up to 1/3 of the time.

Twisting
Frequently- From 1/3 to 2/3 of the time.

Climbing
Frequently- From 1/3 to 2/3 of the time.

Balancing
Occasionally- Up to 1/3 of the time.

Vision
Continuously- 2/3 or more of the time.

Hearing
Continuously- 2/3 or more of the time.

Talking
Continuously- 2/3 or more of the time.

Foot Controls
Continuously- 2/3 or more of the time.

Machines, Tools, Equipment and Work Aids Used
Toll Collection Terminal, Receipt Printer, Credit Card Machine, Computer, Currency and Coin Counting Machines, Safety Cones, Stop Paddle.

Protective Equipment Required
High Visibility Safety Gear, Stop Paddle, Safety Cones.

Health and Safety

D = Daily W = Several Times Per Week M = Several Times Per Month S = Seasonally N = Never

Mechanical Hazards
D = Daily

Chemical Hazards
D = Daily

Electrical Hazards
D = Daily

Fire Hazards
D = Daily

Explosives
D = Daily

Communicable Diseases
D = Daily

Physical Danger or Abuse
D = Daily

Other
D = Daily

If Other, Description
Roadway Conditions/Hazards, including vehicle accidents.

Environmental Factors

D = Daily W = Several Times Per Week M = Several Times Per Month S = Seasonally N = Never

Dirt and Dust
D = Daily

Extreme Temperatures
D = Daily

Noise and Vibration
D = Daily

Fumes and Odors
D = Daily

Wetness/Humidity
D = Daily

Darkness or Poor Lighting
D = Daily

Primary Work Location
Other - Other - Toll Booth and Roadway

Non-Physical Demands

C = Continuously- 2/3 or more of the time. F = Frequently- From 1/3 to 2/3 of the time. O = Occasionally- Up to 1/3 of the time. R = Rarely- Less than 1 hour per week. N = Never- Never occurs.

Time Pressures
Frequently- From 1/3 to 2/3 of the time.

Emergency Situations
Occasionally- Up to 1/3 of the time.

Frequent Change of Tasks
Rarely- Less than 1 hour per week.

Irregular Work Schedule/Overtime
Continuously- 2/3 or more of the time.

Performing Multiple Tasks Simultaneously
Continuously- 2/3 or more of the time.

Working Closely with Others as Part of a Team
Continuously- 2/3 or more of the time.

Tedious or Exacting Work
Continuously- 2/3 or more of the time.

Noisy/Distracting Environment
Continuously- 2/3 or more of the time.

Other
Continuously- 2/3 or more of the time.

If Other, Description
Irate Customers, Lost Customers, Risk of Robbery

Can anyone assist the employee in performing the primary tasks assigned to this position? If yes, identify the eligible task(s)
No

Professional References

Professional References

Please provide contact information for professional references.

Minimum Requests
0

Maximum Requests
4

Salary : $38,579

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

Sign up to receive alerts about other jobs with skills like those required for the Toll Collection Assistant Supervisor.

Click the checkbox next to the jobs that you are interested in.

  • Customer Interaction Skill

    • Income Estimation: $35,412 - $45,784
    • Income Estimation: $33,013 - $40,891
  • Customer Service Skill

    • Income Estimation: $28,347 - $36,593
This job has expired.
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at City of Chesapeake

  • City of Chesapeake Chesapeake, VA
  • Position Information Working Title of Vacant Position Library Assistant II Job Type Full Time Posting Type City Employees Only Number of Vacancies 1 Depart... more
  • 11 Days Ago

  • City of Chesapeake Chesapeake, VA
  • Deputy Director of Human Resources Are you a strategic, people‑centered leader with a passion for strengthening organizational culture and elevating employ... more
  • 12 Days Ago

  • City of Chesapeake Chesapeake, VA
  • Position Information Working Title of Vacant Position Library Assistant I Job Type Part Time Posting Type Public Number of Vacancies 1 Department CHES LIBR... more
  • 14 Days Ago

  • City of Chesapeake Chesapeake, VA
  • Position Information Working Title of Vacant Position Peer Recovery Specialist Job Type Full Time Posting Type Public Number of Vacancies 1 Department CHES... more
  • 15 Days Ago


Not the job you're looking for? Here are some other Toll Collection Assistant Supervisor jobs in the Chesapeake, VA area that may be a better fit.

  • City of Chesapeake Chesapeake, VA
  • Position Information Working Title of Vacant Position Toll Collector/Part-Time Job Type Part Time Posting Type Public Number of Vacancies 2 Department PUBL... more
  • 27 Days Ago

  • Tidewater Fleet Supply LLC Norfolk, VA
  • Description Collection Specialist The Collections Specialist is responsible for proactively managing and collecting overdue customer accounts, ensuring tim... more
  • 15 Days Ago

AI Assistant is available now!

Feel free to start your new journey!