Crew Supervisor- Special Projects/ Maintenance

City of Chesapeake Virginia; Chesapeake (VA); Hybrid; USD 53,000 - 65,000; Full time

Job summary

The City of Chesapeake in Chesapeake, VA is seeking a hands-on Crew Supervisor for Parks, Recreation & Tourism. You will lead and work with Groundskeepers, Technicians and Facilities Maintenance crews on maintenance, landscaping, repairs, and event support.

Required: high school diploma or GED, 2 years related experience. CDL Class A within 1 year, CPSI playground safety inspector certification, and the ability to work weekends/holidays. Starting salary is $58,680 per year.

Qualifications

• Requires high school diploma or GED or equivalent combination of education and experience.
• Minimum of two years of related, full-time equivalent experience.

Responsibilities

• Lead and supervise grounds and facilities maintenance crews daily.
• Oversee landscaping and turf maintenance including mowing, trimming, planting, fertilizing, pruning, mulching.
• Coordinate maintenance and minor construction projects for parks, facilities, trails, playgrounds, shelters, and related infrastructure.
• Support city events through setup, breakdown, transportation and cleanup of event equipment.

Skills

Basic computer skills

Read instructions and diagrams

Education

High school diploma or GED

Equivalent education/experience

Tools

CDL Class A

Job description

Please see Special Instructions for more details.

Will be required to work many weekends and some holidays.

Must be able to possess and maintain a valid Virginia Commercial Class A driver's license within the one year of the date of hire.

Must be able to obtain and maintain a Virginia Pesticide Applicators License within one year of the date of hire.

Must be able to obtain and maintain Playground Safety Inspector certification within one year of the hire date.

Position Information

Working Title of Vacant Position

Job Type

Job Type Full Time

Posting Type

Posting Type Public

Number of Vacancies

Number of Vacancies 1

Department

Department PARKS, REC, & TOURISM

Division

Division PR&T MAINT/PARKS

Requisition Number

Requisition Number 2026412

Number of hours worked per week

Number of hours worked per week 40+

Work Schedule

Generally, Monday – Friday; 7am – 3:30pmWork schedules are based on operational need and will include some evenings, weekends and Holidays

Work Site Location

Work Site Location Chesapeake, VA {Any city municipal or recreational facility, Report to location Northwest River Park}

Position Driving Requirement

Position Driving Requirement R - Routine

Pay Grade

Pay Grade GE09

Pay Basis

Pay Basis Semi-Monthly

Advertised Salary

$58,680 minimum annual salaryActual starting salary based on qualifications and experience

Job Description

Parks, Recreation & Tourism is seeking an enthusiastic, dependable, and hands-on Crew Supervisor who enjoys working outdoors and takes pride in maintaining safe, clean, and high-quality public spaces throughout the City of Chesapeake.

This position provides both leadership and active fieldwork, overseeing and participating in the daily operations of Groundskeepers, Technicians, and Facilities Maintenance crews. Work includes routine and preventive maintenance, repairs, landscaping, installations, custodial services, special park and recreation related projects, and logistical support for City-sponsored events and community functions.

Key Responsibilities:

• Lead, supervise, and work alongside assigned crews in daily grounds and facilities maintenance operations
• Perform and oversee landscaping and turf maintenance including mowing, trimming, planting, fertilizing, pruning, mulching, aeration, and edging
• Coordinate and perform maintenance, repair, installations, and minor construction projects for parks, facilities, trails, playgrounds, shelters, and related infrastructure
• Support City events and special functions through setup, breakdown, transportation, and cleanup of tents, barricades, fencing, and event related equipment
• Operate and oversee the use of heavy equipment, power tools, and specialized machinery such as tractors, loaders, mowers, backhoes, chippers, saws, and graders
• Inspect and performs repairs and installations in parks, on playgrounds, sidewalks, parking areas, and facilities to ensure safety, functionality, and compliance with standards
• Oversee irrigation systems and assist with water, sewer, and septic system maintenance and testing as required
• Conduct routine safety inspections and ensure timely identification and completion of repairs
• Assist with staff supervision, training, scheduling, performance evaluations, and day-to-day work coordination
• Maintain accurate records, logs, inventories, timekeeping, and reports related to maintenance activities and equipment
• Coordinate with other divisions within the department, contractors, and community partners to support projects, events, and service delivery
• Ensure compliance with all safety policies, procedures, and regulatory requirements
• Provide responsive and professional customer service to residents, visitors, and internal partners

The City of Chesapeake offers an exceptional range of benefits. Please browse ourBenefits Brochure, for a full list of benefits and employee perks.

Required Qualifications

VOCATIONAL / EDUCATIONAL REQUIREMENT : Requires high school diploma, GED or any equivalent combination of education and experience.

EXPERIENCE REQUIREMENT : In addition to satisfying the vocational/education standards, this class requires a minimum of two years 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 . A Commercial Driver’s License ( CDL ) required within one year of hire date. 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

Must have basic computer skills.

Must be able to read written instructions, drawings and diagram and prepare written reports.

Advanced knowledge of standard operations and best practices for general grounds keeping, landscaping, repair work and maintenance and playground safety.

Experience in the maintenance and repair of various outdoor recreational equipment.

Playground safety inspector certification ( CPSI )

CDL Class A

Job Open Date

Job Open Date 08/21/2026

Job Close Date

Job Close Date 09/09/2026

Open Continuous No

Special Instructions to Applicants

Will be required to work many weekends and some holidays.

Must be able to possess and maintain a valid Virginia Commercial Class A driver’s license within the one year of the date of hire.

Must be able to obtain and maintain a Virginia Pesticide Applicators License within one year of the date of hire.

Must be able to obtain and maintain Playground Safety Inspector certification within one year of the hire date.

ADA Checklist

Overall Physical Strength Demands

Overall Physical Strength Demands

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

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

Sitting

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

Walking

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

Lifting

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

Lifting Amount

Lifting Amount Exerting up to 20 to 50 lbs

Carrying

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

Carrying Weight

Carrying Weight Exerting up to 20 to 50 lbs

Pushing/Pulling

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

Pushing/Pulling Weight

Pushing/Pulling Weight Exerting up to 20 to 50 lbs

Reaching

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

Handling

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

Fine Dexterity

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

Kneeling

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

Crouching

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

Crawling

Crawling Rarely- Less than 1 hour per week.

Bending

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

Twisting

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

Climbing

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

Balancing

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

Vision

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

Hearing

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

Talking

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

Foot Controls

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

Machines, Tools, Equipment and Work Aids Used

Mowers, trimmers, Tractors w/various implements/ Loaders, carpentry and various hand tools, power tools, chemicals, vehicle, bucket lift, auger, crash truck, saws, gas operated blower, Standard office equipment, computer, radio. 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. Safety shoes, Hearing and Eye Protection,

Health and Safety

D = DailyW = Several Times Per WeekM = Several Times Per MonthS = SeasonallyN = Never

Mechanical Hazards

Mechanical Hazards D = Daily

Chemical Hazards

Chemical Hazards W = Several Times Per Week

Electrical Hazards

Electrical Hazards W = Several Times Per Week

Fire Hazards

Fire Hazards S = Seasonally

Explosives

Explosives S = Seasonally

Communicable Diseases

Communicable Diseases S = Seasonally

Physical Danger or Abuse

Physical Danger or Abuse S = Seasonally

Other

If Other, Description

D = DailyW = Several Times Per WeekM = Several Times Per MonthS = SeasonallyN = Never

Dirt and Dust

Dirt and Dust D = Daily

Extreme Temperatures

Extreme Temperatures S = Seasonally

Noise and Vibration

Noise and Vibration W = Several Times Per Week

Fumes and Odors

Fumes and Odors M = Several Times Per Month

Wetness/Humidity

Wetness/Humidity S = Seasonally

Darkness or Poor Lighting

Darkness or Poor Lighting S = Seasonally

Primary Work Location

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

Time Pressures Occasionally- Up to 1/3 of the time.

Emergency Situations

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

Frequent Change of Tasks

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

Irregular Work Schedule/Overtime

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

Performing Multiple Tasks Simultaneously

Performing Multiple Tasks Simultaneously Frequently- From 1/3 to 2/3 of the time.

Working Closely with Others as Part of a Team

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

Tedious or Exacting Work

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

Noisy/Distracting Environment

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

Other

If Other, Description

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

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 licence and a driving record that is in compliance with the City's Driving Standards? Please review link in posting for details.
  • Yes
  • No
• * A CDL Class A license is required within one year of the date of hire for this position. Are you able to meet this requirement?
  • YES
  • NO
• * Please list the type of Commercial Driver's License (CDL) you currently possess. If you do not have a CDL at the present time, please state if you have CDL permit. Type NA, if you have neither a CDL nor a permit at this time.

  (Open Ended Question)