Grounds Crew Manager/Head Groundskeeper (SY26-27)

Boston Public Schools; Boston (MA); On-site; USD 71,000 - 87,000; Full time

Job summary

Boston Public Schools is seeking a Grounds Crew Manager/Head Groundskeeper to oversee the maintenance of school grounds, playgrounds, outdoor classrooms, and related facilities. The role reports to the Senior Manager Buildings and Grounds and emphasizes expanding outdoor classroom spaces while leading a union workforce, ensuring safe, clean, and well-maintained school environments in Boston.

The position requires a deep commitment to public education, familiarity with the district, and the

Qualifications

• Familiarity with Boston Public Schools and the City of Boston.
• Current authorization to work in the United States.
• Understanding of what is necessary for an urban school system to achieve continuous improvement in a complex environment.
• Deep commitment to the mission of public education.
• Five+ years as a Senior custodian (preferred).
• Three+ years supervising or running custodial work crews (preferred).

Responsibilities

• General knowledge of school grounds and facilities.
• Ability to lead and supervise a union workforce.
• Coordinate work from verbal or written requests, emergencies, and complaints.
• Grass cutting, hedge and weed trimming, and general cleanup of schools and schoolyards.
• Learn and apply advanced landscaping techniques.
• Collaborate with the Training Area Manager and OFM Maintenance shop for training and care of equipment.
• Available for training and special projects as directed.

Job description

Grounds Crew Manager/Head Groundskeeper (SY26-27)

Boston Public Schools Central Office - Facilities Management - Boston, Massachusetts Open in Google Maps

This job is also posted in Boston Public Schools

Job Details

Job ID: 5976868
Application Deadline: Nov 26, 2026 11:59 PM (Eastern Standard Time)
Posted: Oct 29, 2026 4:00 AM (UTC)

Starting Date: To Be Determined

Job Description

Position Overview:

Grounds Crew Manager/Head Groundskeeper resides in the Office of Facilities Management within the Building Services division of the Boston Public Schools, reporting to the Senior Manager Buildings and Grounds. Grounds Crew Manager/Head Groundskeeper is responsible for supervising the maintenance and repair of schoolyards, school playgrounds , outdoor classrooms and White Stadium

In order to contribute to a clean and healthy school environment in order to advance the mission of the Boston Public Schools. The position will have a particular emphasis on maintaining the increased use and demand of outdoor classroom educational space in the district. This position is intended to lead a team on multiple fronts, maintaining workload flexibility dependent on changing conditions. The Grounds Crew Manager/Head Groundskeeper will serve in a Plant Administrators union management position role within the OFM. The Grounds Crew Manager/Head Groundskeeper will also be responsible for having a particular LEVEL OF EXPERTISE/ADAPTABILITY with regard to Grass cutting , hedge and weed trimming , and general cleanup of schools and schoolyards as needed, this will include maintenance and repair of school playgrounds as needed , including outdoor gyms .

Must be willing to become educated on more specialized landscaping requirements as our outdoor classrooms and learning environments continue to expand.

Responsibilities:

• General knowle dg e of school grounds .
• Ability to lead and supervise a team of union employees
• Ability to lead the overall direction, supervision, and coordination of work from verbal or written requests , emergency requests, and complaints . ]
• Grass cutting , hedge and weed trimming , and general cleanup of schools and schoolyards as needed .
• Ability and willingness to learn advanced landscaping techniques
• work with the Training Area Manager and the Maintenance shop within the OFM to ensure proper training, use of and care for the equipment assigned to each school]
• Be Available for any Training and Special Projects within the OFM as directed by the Asst Director and Senior Buildings and Grounds Manager

Qualifications - Required:

• Familiarity with Boston and Boston Public Schools
• Current authorization to work in the United States
• An understanding of and commitment to gain greater understanding of what is necessary for an urban school system to enjoy continuous improvement in an increasingly complex and competitive environment.
• A deeply held and unyielding belief in the overarching mission of public education.

Qualifications - Preferred:

• Preferred Five + years as a Senior custodian
• Preferred Three + years supervision or running custodial work crews or relevant experience

Terms: School Plant Administrators Union (SPA) Grade 2, Step TBD, City of Boston Residency is Required.

The Boston Public Schools, in accordance with its nondiscrimination policies, does not discriminate on the basis of race, color, age, criminal record, physical or mental disability, pregnancy or pregnancy-related conditions, homelessness, sex/gender, gender identity, religion, national origin, ancestry, sexual orientation, genetics, natural or protective hairstyle, military status, immigration status, English language proficiency, or any other factor prohibited by law in its programs and activities. BPS does not tolerate any form of retaliation, or bias-based intimidation, threat or harassment that demeans individuals’ dignity or interferes with their ability to work or learn. If you require an accommodation pursuant to the ADA for the application process, please contact the Accommodations Unit at [e-mail].

Position Type: Central Office
Salary: $78,910 1.0 FTE

Contact Information

• Boston Public Schools, Office of Human Resources
• 2300 Washington Street
• Roxbury, Massachusetts 02119
• Email: [e-mail]