Crew Leader-Park Maintenance

City of Chesapeake Virginia; Chesapeake (VA); On-site; USD 50,000 - 61,000; Full time

Job summary

The City of Chesapeake is seeking a Crew Leader for the Parks, Recreation, and Tourism division. You will lead daily maintenance tasks, supervise staff, and coordinate with contractors to keep parks, trails, and facilities in top condition.

Responsibilities include safety inspections, event support, equipment operation, scheduling, and performance evaluations. Requires a high school diploma and a Class A CDL; some supervisory experience preferred.

Qualifications

• Requires high school diploma, GED/HSE or equivalent.
• Minimum one year of related, full-time experience.
• CDL Class A license required at time of hire.
• Special skills or equipment certification may be required.

Responsibilities

• Leads daily work assignments, ensuring staff have tools and supplies to complete tasks safely and efficiently.
• Oversees grounds maintenance, landscaping, repairs, construction, and custodial work using tools and heavy equipment.
• May supervise inmate work crews through the Sheriff’s Department workforce program.
• Supports events with setup, transport, and post-event cleanup.
• Conducts safety inspections of parks and facilities, ensuring repairs are completed.
• Assigns duties, coordinates resources, trains staff, and ensures safety compliance.
• Maintains equipment and reports deficiencies to ensure safe operation.
• Assists with scheduling, hiring, evaluations, and staff development.
• Communicates with citizens, contractors, and agencies to provide customer service.
• Maintains work orders, inventories, and reports documenting activities.
• Operates mowers, tractors, chainsaws, backhoes, graders, and dump trucks.
• Assists with contractor inspections, budgeting, and purchasing.
• Performs administrative duties including timekeeping and data entry.
• Attends meetings and professional development activities.
• Performs other duties as assigned.

Education

High school diploma or GED

CDL Class A license

Special skills or equipment certification

Job description

Position Details

Job Title: Crew Leader

Job Type: Full Time

Posting Type: City Employees Only

Number of Vacancies: 1

Department: PARKS, REC, & TOURISM

Division: PR&T MAINT/PARKS

Requisition Number: 2026471

Hours worked per week: 40 +

Work Schedule: Includes Mon.- Fri. routine hours are 7 am – 3:30 pm, will be based on operational requirements. Days, evenings, weekends, occasional holidays, and overtime may be included.
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.

Work Site Location: Chesapeake, VA

Position Driving Requirement: R - Routine

Pay Grade: GE11

Pay Basis: Semi-Monthly

Advertised Salary: Minim starting rate $55,854.00, annually, may be more depending on experience

Job Description

Do you have knowledge of park maintenance? Are you great at leading and inspiring employees? If you answered yes, this is your opportunity as Crew Leader in the Parks Maintenance Division of Chesapeake Parks, Recreation and Tourism.

Responsibilities include tree removal, playground inspections, routine and specialized park maintenance, and logistical support for City-sponsored events throughout Chesapeake’s parks and open spaces. The Crew Leader helps maintain city facilities, trails, park grounds, recreational and historical facilities, amenities, and athletic fields. Duties include operating equipment and performing maintenance tasks such as mowing, landscaping, planting, pruning, repairs, construction, custodial services, and debris removal.

• Leads and participates in daily work assignments, ensuring staff have the proper tools, equipment, and supplies to complete tasks safely and efficiently.
• Oversees and performs grounds maintenance, landscaping, repairs, construction, installations, custodial work, and trash removal using hand tools, power tools, and heavy equipment.
• May supervise inmate work crews through the Sheriff’s Department workforce program.
• Supports City-sponsored events with setup, breakdown, equipment transport, and post-event cleanup.
• Conducts safety inspections of parks, trails, trees, fields, restrooms, parking lots, and recreational facilities, ensuring necessary repairs are completed.
• Assigns duties, coordinates resources, trains staff, resolves problems, and ensures compliance with safety standards, laws, and policies.
• Maintains equipment, reports deficiencies, and ensures all equipment is safe and in proper working order.
• Assists with staff scheduling, hiring, interviewing, performance evaluations, employee relations, and staff development.
• Communicates with citizens, contractors, and other agencies to resolve concerns and provide excellent customer service consistent with the City’s Customer Care standards.
• Maintains work orders, inventory records, material expenditures, logs, and reports documenting work activities.
• Operates commercial mowers, tractors, chainsaws, backhoes, graders, dump trucks, City vehicles, and other grounds maintenance equipment.
• Assists with contractor inspections, inventory management, budgeting, purchasing, and contract administration.
• Performs administrative duties, including timekeeping, data entry, and correspondence.
• Attends staff meetings, training sessions, and professional development activities.
• Performs other duties as assigned.

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, GED / HSE or any equivalent combination of education and experience.

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

SPECIAL CERTIFICATIONS AND LICENSES:

• A Class A Commercial Driver’s License (CDL) is required at the time of hire.
• Special skills or equipment certification may also be required.

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.

Preferred Qualifications

• Ability to read and understand drawings and simple to complicated plans in the maintenance of trails, landscapes, and facilities.
• Basic computer skills and ability to write, read and use a calculator.
• Have at least two years of supervisor experience in grounds keeping, landscaping, horticulture, facilities maintenance or other related field.
• Secure Pesticide Application certification within 6 months of hire.
• Secure Playground Safety Inspection (CPSI) certification within 1 year.
• Knowledge of standard operations and best practices for general grounds keeping, landscaping, repair work and maintenance.

Job Open Date: 10/13/2026

Job Close Date: 10/23/2026

Open Continuous: No

Special Instructions to Applicants

Drug Screening: 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: H=Heavy - Exerting 50-100 lbs. occasionally, 25-50 lbs. frequently, or up to 10-20 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: Occasionally- Up to 1/3 of the time.

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

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

Lifting Amount: (none listed)

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

Carrying Weight: (none listed)

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

Pushing/Pulling Weight: (none listed)

Reaching: Occasionally- Up to 1/3 of the time.

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

Fine Dexterity: Occasionally- Up to 1/3 of the time.

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

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

Crawling: Rarely- Less than 1 hour per week.

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

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

Climbing: Occasionally- Up to 1/3 of the time.

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

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

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

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

Foot Controls: Frequently- From 1/3 to 2/3 of the time.

Machines, Tools, Equipment and Work Aids Used: Commercial Mowers, chain saws, trimmers, tractors w/various implements/ loaders, carpentry and various hand tools, power tools, vehicle, bucket lift, auger, dump truck, gas operated blower, Standard office equipment. Ability to drive and operate a wide variety of trucks and heavy equipment. Ability to safely use all equipment and power tools.

Protective Equipment Required: All PPE Required for equipment in use, hearing and eye protection, steel toe work boots.

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: W = Several Times Per Week.

Electrical Hazards: W = Several Times Per Week.

Fire Hazards: S = Seasonally.

Explosives: S = Seasonally.

Communicable Diseases: S = Seasonally.

Physical Danger or Abuse: S = Seasonally.

Other Hazards: D = Daily, W = Several Times Per Week, M = Several Times Per Month, S = Seasonally, N = Never.

Dirt and Dust: D = Daily.

Extreme Temperatures: S = Seasonally.

Noise and Vibration: D = Daily.

Fumes and Odors: D = Daily.

Wetness/Humidity: S = Seasonally.

Darkness or Poor Lighting: W = Several Times Per Week.

Primary Work Location: Outdoors, Other - remote natural areas.

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

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

Frequent Change of Tasks: Frequently- From 1/3 to 2/3 of the time.

Irregular Work Schedule/Overtime: Frequently- From 1/3 to 2/3 of the time.

Performing Multiple Tasks Simultaneously: Occasionally- Up to 1/3 of the time.

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

Tedious or Exacting Work: Occasionally- Up to 1/3 of the time.

Noisy/Distracting Environment: Frequently- From 1/3 to 2/3 of the time.

Other: Occasionally- Up to 1/3 of the time.

Other Hazards: Work in remote areas of parks and natural areas.

Can anyone assist the employee in performing the primary tasks assigned to this position? If yes, identify the eligible task(s) Incumbent must be able to work independently.

Professional References

Please provide contact information for professional references.

Minimum Requests 0

Maximum Requests 4

Supplemental Questions

Required fields are indicated with an asterisk (*)

• * Are you available to work weekends?
  • Yes
  • No
• * Do you possess a valid driver's license and a driving record that is in compliance with the City's Driving Standards? Please review link in posting for details.
  • Yes
  • No
• * A Commercial Driver’s License (CDL) Class A is required to be considered. Do you meet this requirement?
  • Yes
  • No
• * This position is for City employees, volunteers, temporary workers, and interns only. Are you currently a City of Chesapeake employee, volunteer, temporary worker, or intern? This information will be verified. Please update your application accordingly.
  • Yes
  • No