Crew Leader-Trail Maintenance

Position Details

Position Information

Working Title of Vacant Position Crew Leader-Trail Maintenance Job Type Full Time Posting Type Public Number of Vacancies 1 Department PARKS, REC, & TOURISM Division PR&T MUNI GROUNDS MAINT Requisition Number 2026337 Number of 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

Starting Salary: $55,854 Annually

Starting salary based on qualifications and experience.

Job Description

Do you have knowledge of grounds and trail maintenance? Are you great at leading and inspiring employees? If you answered yes to these questions, apply NOW! The Planning/Urban Forestry Division of Chesapeake Parks, Recreation and Tourism has an opening for a Crew Leader.

This position is primarily responsible for overseeing, leading and participating in the daily scheduled work assignments of groundskeeper and/or motor equipment operator crews. Leads crews to include tree removal and installation, trail maintenance, invasive plant removals, landscaping, special projects, routine maintenance, and logistical support for city sponsored functions and special events in parks and open spaces located throughout the city. Supports the maintenance of city facilities and outdoor spaces such as multipurpose trails, park grounds, municipal facilities, right of way areas, recreational and historical facilities, park amenities and fields. Crew work activities will involve operating heavy specialized motor equipment, power tools and hand tools, perform routine and skilled tasks such as tree work, grading, mowing and trimming of turf, landscaping, planting, mulching, weeding, fertilizing, spraying, pruning trees and shrubs, painting, material applications, edging, paving, drainage, removing dead vegetation and wood debris, and perform repairs and construction. Cleans and stocks restrooms, concessions, campsites and storage facilities. Crew Leader tasks will include but are not limited to:

• Oversees, participates and reviews work assignments, ensures staff have the proper tools, equipment and supplies to complete assignments and work is perform efficiently and safely.
• Oversees and participates in skilled and semi-skilled work, mowing, trimming, edging, cutting, fertilizing, mulching, chemical application, surface repairs, construction, installations, custodial, trash removal and other general maintenance assignments. Working with various type of general and specialized equipment from hand tools such as chain and pole saws up to heavy equipment such as a backhoes, tractors, graders or dump trucks.
• May supervise work inmate crews from the Sheriff's Department workforce program.
• May participate in providing logistical support for City sponsored functions and special events; set-up and breakdown tents, fencing, barricades, and other various recreational and sound equipment, preform post event activities such as clean-up and trash removal.
• Preforms safety inspections of trees, trails, turf area, parking lots, parks, fields, restrooms, recreational facilities, park amenities, and sidewalks, and ensures that the required repairs are completed, to ensure the safety of citizens, participants, employees, and visitors.
• Secures and prepares resources to complete work requirements, assigns duties, tasks and routes, trains subordinate staff as necessary, recommends effective work methods, assists with problem solving and ensures compliance with all safety requirements, laws and policies.
• Ensures all equipment in use is in proper working order and is in compliance with all safety standards, requirements, laws and policies; promptly reports any deficiencies to supervisor. Performs routine and general maintenance of equipment used.
• Assists with staff organization and development, work schedules, hiring and interviewing, performance evaluations, employee relations, prioritizing work-related activities.
• Interacts with the public, contractors, citizens and other agencies in person, by email, fax and telephone to resolve concerns and inquiries, problem solves and conveys information as assigned.
• Provides customer service relations to a diverse population that meets the expectations of the City's Customer Care standards.
• Completes and maintains various logs, forms, work orders, material expenditures and other related records for assigned areas. Gathers and maintains information to support periodic and special reports documenting activities and events for area of responsibility.
• Operates various lawn and garden equipment, saws, commercial tractor and mowers, backhoe, graders, snowplows, City vehicles, trailers, dump truck, utility vehicles, common hand and power tools associated with groundskeeping, custodial, landscaping and building maintenance.
• Assists with contract specifications, monitors and inspects contractor performed work to ensure compliance.
• Assists with inventory, contract specifications, budgets, purchasing, compiling data, and reporting.
• Maintains assigned inventory, parts, materials and equipment.
• Performs various clerical tasks such as timekeeping, data entry, phoning, emailing, faxing and copying.
• Attends staff meetings, training sessions, seminars, conferences, and classes to exchange information and improve skills.
• 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:

• Requires a valid driver's license and a driving record that is in compliance with City Driving Standards.
• 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.
• Customer service experience.
• Knowledge of standard operations and best practices for general grounds keeping, landscaping, repair work and maintenance.
• May require a Class A commercial driver's License.

Posting Detail Information

Job Open Date 07/13/2026 Job Close Date 07/27/2026 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. Generally, a positive test result for marijuana, alcohol, or other controlled substances will disqualify an applicant from employment. Possession of a medical marijuana license will not excuse an applicant from the testing process or the consequences of testing positive for marijuana.

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.

ADA Checklist

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 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 Exerting 50 - 100 lbs Carrying Frequently- From 1/3 to 2/3 of the time. Carrying Weight Exerting 50 - 100 lbs Pushing/Pulling Frequently- From 1/3 to 2/3 of the time. Pushing/Pulling Weight Exerting 50 - 100 lbs 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, steal 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 If Other, Description

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 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. If Other, Description 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

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

Applicant Documents

Required Documents

Optional Documents

• Resume
• Cover Letter
• Portfolio