Toll Collection Assistant Supervisor

Position Details

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. Please browse our Benefits Brochure, for a full list of benefits and employee perks.

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

Supplemental Questions

Required fields are indicated with an asterisk (*).

• • Do you possess a valid driver's license and a driving record that is in compliance with the City's Driving Standards? Please review position requirements for details.
• Yes
• No

Applicant Documents

Required Documents

• Resume

Optional Documents

• Cover Letter
• Letter of Recommendation