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Careers

Dexter Southfield School offers boys and girls from Pre-Kindergarten through Class 12 a classical education. Our 36-acre campus is located in South Brookline on the Boston-Brookline line, with easy access to Boston. Dexter Southfield offers a collaborative, community atmosphere and excellent benefits.

Dexter Southfield seeks to attract faculty and staff who will uphold the work and values of the School in order to strengthen the community of students, parents, faculty, and staff. Successful candidates will have a commitment to being in and supporting a community which focuses on the education and well-being of students in a variety of settings both in and outside the classroom.

Interested candidates should download the printable PDF employment application and submit this completed application, along with a cover letter, a resume and salary requirements, to:
 
Human Resources
Dexter Southfield
20 Newton Street
Brookline, MA 02445-7498
Email: hr@dextersouthfield.org
 
No phone calls, please.

 

Dexter Southfield, Inc. (“Dexter Southfield” or the “School”) is an Equal Opportunity Employer. The School offers equal employment opportunity to all applicants for employment and all employees without regard to sex, pregnancy or pregnancy-related condition, sexual orientation, gender identity, age, race, color, religion, national origin, ancestry, veteran status, military service, application for military service, physical or mental disability, genetic information, or any other status protected by applicable law. An applicant who does not meet the minimum qualifications of the position(s) for which the applicant applies will not be considered for employment. If you need a reasonable accommodation to complete this application, interview for the position, or otherwise participate in the hiring process, please notify us.

 

Information Technology Support Specialist

About Dexter Southfield

Dexter Southfield is an independent school where boys and girls in Pre-K through Class 12 develop their individual talents and build an ethical foundation for life. Through a classical education and innovative programming, students learn to lead with confidence and serve with compassion. Our 36-acre campus is located on the Brookline-Boston line, just miles from the city’s best museums, libraries, hospitals, colleges, and universities—all of which serve as an extension of our classrooms. At Dexter Southfield, we approach everything we do with enthusiasm and commitment, living by our School’s motto: “Our Best Today, Better Tomorrow.”

About Our Team

Our Information Technology team is highly talented, service-oriented, and committed to the integrity of all School-owned data, technology, hardware, software, and systems. We pride ourselves on providing timely operational and technical support to the Dexter Southfield community of students, faculty, and staff.  If you are seeking a role with growth potential, this entry-level support specialist position may be your next career opportunity.

About You

You enjoy the challenges that come with being responsible for supporting the technology need of a vibrant school community. Working closely with the Director of Information Technology, you will be responsible for providing support to students, faculty, and staff as well as troubleshoot hardware and software issues to promote smooth and efficient business operations. You are a flexible, resilient team player who adapts quickly to change. You are self-motivated and have proven yourself as someone who can manage competing priorities with integrity, humor, and sound judgment, pitching in whenever and wherever as needed.

To be successful in this role, you must be able to:

  • Responding to IT support request via walk-in, email, or through remote access.
  • Offering technical assistance on the delivery, configuration, set up, maintenance, and troubleshooting of computer systems, hardware, and software.
  • Follow up with customers to ensure issue has been resolved.
  • Install, modify, and repair computer hardware, software and peripherals.
  • Support use of equipment such as laptops, desktops, tablets, projectors, document cameras, phone, and printers.
  • Provide classroom technology assistance and support to teachers and students.
  • Assist in maintaining hardware inventory database.
  • Setup and/or operate audio/visual systems, with occasional after-hours coverage to support school events.
  • Be capable of lifting and moving related computer equipment and peripherals.
  • Perform other related duties as deemed appropriate by the Help Desk Manager and IT Director.
  • Other duties as assigned

 

Required Skills and Qualifications:

  • Associate’s or Bachelor's degree in Information Technology or related field required
  • One to two years of experience supporting clients with their PC support needs
  • Proficiency using Microsoft Windows 10, Mac OS
  • Demonstrated PC hardware/software troubleshooting skills
  • Microsoft Office 365 and some educational software. 
  • Student Information Systems (SIS) experience preferred.
  • Knowledge of print management, Active Directory, DNS, DHCP.
  • CompTIA A+ and/or Microsoft certification desirable
  • Demonstrated ability to consistently juggle competing priorities without direct supervision, meet project deadlines, and meet high performance standards
  • Team player with strong customer-centered communication skills and a detail-oriented mindset.
  • Ability to be flexible, effectively manage stress, and adapt to changing work priorities and assignments
  • Ability to work both independently and as part of a team to establish and nurture effective working relationships with students, faculty, staff, and parents
  • A good sense of humor

 

At Dexter Southfield, we promote a culture of excellence that extends beyond academics, athletics, and the arts. We offer a culture in which employees feel valued, respected, and are rewarded with a generous employee benefits package. The budgeted salary range for this entry-level position is $35,000-$40,000, commensurate with experience and qualifications.

Interested candidates are encouraged to send a cover letter, resume, and completed employment application to Carmen Aliber, Director of Human Resources, at caliber@dextersouthfield.org

Assistant Director of the Dexter Southfield Fund

About Dexter Southfield 

Dexter Southfield is an independent school where boys and girls in Pre-K through Class 12 develop their individual talents and build an ethical foundation for life. Through a classical education and innovative programming, students learn to lead with confidence and serve with compassion. Our 36-acre campus is located on the Brookline-Boston line, just miles from the city’s best museums, libraries, hospitals, colleges, and universities—all of which serve as an extension of our classrooms. At Dexter Southfield, we approach everything we do with enthusiasm and commitment, living by our School’s motto: “Our Best Today, Better Tomorrow.”

About Our Team

Our External Relations Office is made up of highly talented and professional team members who demonstrate exceptional commitment to customer service, excellence, and an unrelenting desire to surpass expectations. Their polish, expertise, and humility allow them to confidently collaborate with the Head of School, Board of Trustees, parents, alumni, volunteers, students, faculty, and peers. If you enjoy a fast-paced environment surrounded by positive teammates with an entrepreneurial spirit and strong sense of initiative, this may be your next career opportunity. 

About You

You are an experienced development professional with entrepreneurial and strategic vision who is looking to actively lead and contribute to efforts to build a culture of philanthropy at Dexter Southfield. You are constructive, positive, action-oriented, and have the desire to work within a dynamic, face-paced, and goal-centered institution. You have effective interpersonal skills and are highly capable of working with, building trust, and earning the respect of the Head of School, Board of Trustees, Admissions and Marketing and Communications colleagues, as well as the faculty, students, and other staff of Dexter Southfield.

To be successful in this role, you must be able to:

  • Develop the strategic direction and implementation of the Dexter Southfield Fund.
  • Create and execute strategies to meet Fund goals from all constituencies, including current and past trustees, parents, alumni, grandparents, faculty and staff, and friends.
  • Create a year-long marketing plan that includes innovative messaging to communicate the importance of the Dexter Southfield Fund, and to create enthusiasm and engagement throughout the year in the effort.
  • Manage the production of direct mail and email appeals, and other print and digital collateral to build awareness for the Fund.
  • Recruit, train, and manage parent volunteer solicitor team. Serve as the main point of contact for the team, including the Fund co-chairs.
  • Lead the Senior Parent Gift and Senior Class Gift efforts.
  • Create and oversee meaningful engagement and recognition events and activities to increase giving and appreciation among donors and volunteers.
  • Build relationships with Dexter Southfield parents, alumni, faculty, and staff.
  • Serve as a valuable contributor to the Advancement team, taking on and helping with additional projects as necessary, sharing knowledge and best practices, and continuing to learn.
  • Actively contribute to Advancement Team planning and brainstorming sessions; generate ideas and recommend strategies for the betterment of processes, approaches, and new initiatives.
  • Other duties as assigned

 

Qualifications:

  • Bachelor’s degree and a minimum of 3-5 years of full-time work experience in the development field, preferably at an independent school.
  • Proven track record of fundraising success by meeting organizational goals and initiating and implementing ideas to achieve results.
  • Proficiency with knowledge of Raiser’s Edge fundraising software and/or the ability to master use of the system within three months.
  • Ability to develop and implement successful strategies and pivot around obstacles to achieve results.
  • You have proven yourself as an effective team player who can be counted on to address needs and identify and implement creative solutions.
  • You are confident and poised and committed to fulfilling the School’s motto “Our Best Today, Better Tomorrow.”
  • Team player with strong communication skills (written, oral, non-verbal) and a detail-oriented mindset.
  • Ability to be flexible, effectively manage stress, and adapt to changing work priorities and assignments.
  • Ability to work both independently and as part of a team to establish and nurture effective working relationships with students, faculty, staff, and parents.
  • A good sense of humor.

 

At Dexter Southfield, we promote a culture of excellence that extends beyond academics, athletics, and the arts. We offer a culture in which employees feel valued and respected and are rewarded with a generous employee benefit package. 

Interested candidates are encouraged to send a cover letter, resume, and completed employment application to Carmen Aliber, Director of Human Resources, at caliber@dextersouthfield.org.

School Bus Driver (Morning / Afternoon Runs)

About Dexter Southfield

Dexter Southfield is an independent school where boys and girls in Pre-K through Class 12 develop their individual talents and build an ethical foundation for life. Through a classical education and innovative programming, students learn to lead with confidence and serve with compassion. Our 36-acre campus is located on the Brookline-Boston line, just minutes from the city’s best museums, libraries, hospitals, performing arts venues, colleges, and universities—all of which serve as an extension of our classrooms. At Dexter Southfield, we approach everything we do with enthusiasm and commitment, living by our School’s motto: “Our Best Today, Better Tomorrow.”

About You

As a member of our Operations team, you will play an important role in the educational journey of our students, ensuring each is picked up and dropped off at designated bus stops and safely transported to school, sporting events, and other activities. Drivers are expected to maintain the cleanliness, organization, and safety of his/her buses to provide a safe environment for our students. Our fleet of 18 buses cover Boston and surrounding areas including Belmont, Hingham, Charlestown, and Downtown Boston. You enjoy the rhythm and energy of an independent day school and demonstrate integrity, humor, and sound judgment in everything you do.

To be successful in this role, you must be able to:

  • Safely and courteously drive bus and complete assigned routes in all weather conditions
  • Perform pre- and post-route bus inspections in accordance with School policy
  • Comply with all traffic regulations and School driving policies and procedures
  • Follow all safety rules and School policies for children boarding and exiting buses
  • Maintain a clean and mechanically sound bus, reporting problems in a timely manner
  • Notify Transportation Manager in a timely manner of bus maintenance requests/needs
  • Report delays, accidents or other traffic and transportation issues using two-way radio.
  • Submit documentation to Transportation Manager in a timely and professional manner
  • Attend all required meetings and trainings sessions
  • Maintain a clean driving record while employed by School
  • Other duties as assigned by the Head of School or his/her designee
  • Other duties, as assigned.

 

Skills and Qualifications

  • Hold current commercial driver’s license (CDL) with Passenger (P) and School Bus (S) endorsements
  • Successfully pass required Massachusetts Registry of Motor Vehicles written exams
  • Maintain school bus driver certification by Massachusetts Department of Public Utilities
  • Ability to interact and effectively communicate with children, families and colleagues.
  • First Aid, CPR, and AED certified by a nationally recognized organization
  • Ability to physically lift and assist a child during bus evacuations or emergencies
  • Clean driving record (with no at-fault traffic accidents or citations in the last 5 years)
  • At least one year of driving a school bus required (training provided for the right candidate)
  • Successfully complete pre-employment background screenings, including: CORI, SORI, fingerprinting, driving record, license verification, physical exam. and drug test
  • High school diploma or GED preferred

 

Requirements

This job requires one to lift, carry, push, and/or pull materials and equipment weighing up to 20 pounds as well as the ability to stand, sit, walk, and effectively communicate (oral, written, non-verbal) with others. This job typically requires 85% sitting, 10% walking, and 5% standing and is performed under all weather conditions and temperature throughout the year. This role requires one top ascend and descend stairs and may require the reassignment of bus routes to support the operational needs of the School. Incumbents will be required to work before- and after-school hours, and may occasionally be ask to provide coverage during the school day, evenings, and weekends.

Dexter Southfield’s 36-acre campus is comprised of several buildings, playing fields, and outdoor learning spaces, which are accessible via internal and external walkways, stairs, nature paths, hills, and uneven terrain. This position requires one to transfer between these areas in all weather conditions.

All employees of Dexter Southfield are required to verify employment eligibility and successfully complete CORI, SORI, and fingerprint-based background checks as a condition of employment.

Interested candidates are encouraged to send a cover letter, resume, and completed employment application to Carmen Urbonas, Director of Human Resources, at curbonas@dextersouthfield.org

Advancement Services Coordinator

About Dexter Southfield 

Dexter Southfield is an independent school where boys and girls in Pre-K through Class 12 develop their individual talents and build an ethical foundation for life. Through a classical education and innovative programming, students learn to lead with confidence and serve with compassion. Our 36-acre campus is located on the Brookline-Boston line, just miles from the city’s best museums, libraries, hospitals, colleges, and universities—all of which serve as an extension of our classrooms. At Dexter Southfield, we approach everything we do with enthusiasm and commitment, living by our School’s motto: “Our Best Today, Better Tomorrow.”

About Our Team

Our External Relations Office is made up of highly talented and professional team members who demonstrate exceptional commitment to customer service, excellence, and an unrelenting desire to surpass expectations. Their polish, expertise, and humility allow them to confidently collaborate with the Head of School, Board of Trustees, parents, alumni, volunteers, students, faculty, and peers. If you enjoy a fast-paced environment surrounded by positive teammates with an entrepreneurial spirit and strong sense of initiative, this full-time Advancement Services position may be your next career opportunity. 

About You

You are an experienced advancement professional; a highly productive self-starter with excellent data-management, strategic, analytical, relationship-building, leadership, communications, and diplomacy skills. You are flexible and resilient, able to adapt to an ever-changing landscape, and pitch in whenever and wherever needed. A sharp attention to detail with data is your trademark. You have proven yourself as someone who can take on increased responsibility and you tackle competing priorities with integrity, humor, and sound judgment. 

To be successful in this role, you must be able to assume the following responsibilities:

DATABASE MANAGEMENT, EXTRACTION, & REPORTING

  • Oversee the daily operation of the Raiser’s Edge database. Maintain and regularly update all constituent records in The Raiser’s Edge, working directly with the External Relations team and/or relevant constituent groups (donors, alumni, etc) to keep accurate and up-to-date information. 
  • Manage integration of Raiser’s Edge data with other software throughout the School.
  • Oversee the analysis and extraction of data through queries, exports, and custom and canned reporting. 
  • Produce and disseminate regular reporting to relevant stakeholders, including internal audiences, volunteers, and the Board of Trustees.
  • Create, adapt, and maintain a Dexter Southfield External Relations Raiser’s Edge policy and procedure manual to document proper protocol around gift and data entry, appropriate use of data, gift acceptance, and moves management.
  • Remain on top of industry trends. Make recommendations for process changes and improvements based on data, analysis, and industry best practice. 

GIFT PROCESSING, ACKNOWLEDGMENT, & RECONCILIATION

  • Quickly and accurately manage gift and pledge collection (online, stock, credit card, check, wire, cash, auto and payroll deduction, and matching gifts), analysis, processing, and entry of daily gift batches into Raiser’s Edge. 
  • Manage all aspects of deposits and the reconciliation of gifts entered in Raiser’s Edge with the Business Office.
  • Serve as general liaison to the Business Office; manage all aspects of deposits and reconciliation of gifts entered in Raiser’s Edge. Lead the closing out of the fiscal and calendar year. Manage the External Relations Team’s contribution to the annual audit.
  • Ensure compliance on all fiscal regulations and policies, perform high-level reconciliation, continuously improve and implement best practices for recording and reporting of departmental financial data.
  • Process acknowledgment letters for all donations. Maintain complete and accurate paper and electronic files on all gifts, pledge reminders, receipts, and acknowledgements.
  • Oversee pledge reminder calendar and the collection of pledge payments.

Qualifications:

  • A minimum of five years of professional experience in best-in-class organizations, with demonstrated success and expertise in database management
  • Fluency with Raiser’s Edge database
  • Demonstrated track record of success with increased responsibility
  • College degree preferred

At Dexter Southfield, we promote a culture of excellence that extends beyond academics, athletics, and the arts. We offer a culture in which employees feel valued and respected and are rewarded with a generous employee benefit package. 

Interested candidates are encouraged to send a cover letter, resume, and completed employment application to McCurdy Miller, Director of Development, at mmiller@dextersouthfield.org

 

Dexter Southfield School • 617-522-5544 • info@dextersouthfield.org

Report an Absence • Admissions: 617-751-3600

20 Newton Street Brookline, Massachusetts 02445 Directions

 

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