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Apprentice Navigator

City Of Boston


Job Location:

Boston, MA - USA

Monthly Salary: Not provided by the employer
Posted: 28 June 2026 (30+ days ago)
Application Deadline: 25 September 2026
Vacancies: 1 Vacancy

Job Summary

Overview:

This is a grant-funded position for 3 years and is subject to the availability of funds for continuation.

The Apprenticeship Navigator supports Boston Public Schools (BPS) students and recent graduates in accessing and succeeding in pre-apprenticeship and Registered Apprenticeship programs. This role provides individualized coaching career guidance and coordination of support services to ensure participants successfully transition from high school into high-quality career pathways in the skilled trades and other high-demand industries.

This role is a part of the Boston Skilled Trades Initiative (BSTI) a citywide effort led by the Office of Workforce Development in partnership with Boston Public Schools labor unions and industry partners to expand access to high-quality career pathways in the skilled trades. The initiative connects students to hands-on training pre-apprenticeship programs and Registered Apprenticeships creating a direct pipeline from high school to living-wage careers.

The Navigator will split their time between the Office of Workforce Development (OWD) and Madison Park Technical Vocational High School working closely with students families school staff BPS and external partners to build equitable pathways into apprenticeship opportunities. This role will embed itself within the school community and regularly communicate and collaborate with high school students and their families existing Madison Park staff (teachers guidance counselors support staff admin etc.) BPS administrators and external partners like labor unions and training providers to help students transition into pre-apprenticeship and Registered Apprenticeship opportunities. The Apprentice Navigator will report to the Senior Program Manager of Postsecondary Success.

Responsibilities:
  • Provide individualized advising and coaching to high school seniors and recent graduates ages 16-24: setting short- and long-term personal and professional goals and developing postsecondary plans.
  • Work closely with youth caregivers BPS Staff and partners to guide students through applications to pre-apprenticeship and Registered Apprenticeship programs.
  • Conducting and documenting regular check-ins focused on persistence and program completion.
  • Support students with resume development interview preparation and application requirements.
  • Coordinate timelines and requirements with apprenticeship training providers and union partners.
  • Track student transitions from high school to workforce programs including demographic data participation persistence completion and job placement.
  • Support grant reporting and program evaluation through regular updates and communications.
  • Facilitate wraparound support coordination: identifying barriers to participation and supports like childcare transportation assistance drivers education equipment and more.
  • Build and maintain relationships with internal and external partners to ensure student needs are met including regular communication and support to students families/caregivers.
  • Participate in student outreach events career fairs and information sessions for both students and their families/caregivers.
Minimum Entrance Qualifications:
  • Bachelors degree in Education Human Services Workforce Development Counseling Social Work Public Administration or a related field preferred.
  • A minimum oftwo (2) years of experiencein workforce development youth programming career counseling case management apprenticeship programs education community engagement or a related field.
  • An equivalent combination of education training and experience may be substituted for the degree requirement.
  • Strong interpersonal and relationship-building skills especially with young adults & their caregivers/communities.
  • Demonstrated ability to build relationships with students families educators community organizations employers labor unions and other stakeholders.
  • Strong coaching mentoring and communication skills with the ability to motivate and support participants from diverse backgrounds.
  • Knowledge of workforce development programs career pathways apprenticeship models postsecondary transitions or related employment and training programs.
  • Experience working with high school-aged youth young adults or underserved populations.
  • Willingness to embrace new challenges.
  • Experience in maintaining participant records tracking outcomes and utilizing databases or case management systems.
  • Ability to manage multiple priorities meet deadlines and work independently in a fast-paced environment.
  • Proficiency with Microsoft Office and Google Suite preferred.
  • Proven ability to communicate effectively verbally and in writing.

Additional Requirements:

  • Ability to work occasional evenings and weekends to support outreach events career fairs and family engagement activities.
  • Ability and willingness to work independently and collaboratively.
  • Ability to travel between assigned work locations including Boston Public Schools sites and community partner locations.

Preferred:

  • Familiarity with Boston Public Schools or local workforce systems.
  • Experience with apprenticeship pre-apprenticeship or workforce training programs especially in the skilled trades.
  • Knowledge of Boston neighborhoods and the workforce development landscape is strongly preferred.
  • Multilingual skills (Spanish Haitian-Creole etc.).

Work Environment:

  • This role will be split between the Office of Workforce Development and Madison Park Technical Vocational High School.
  • We are hiring two roles each role focused on a specific cohort of students. Given the nature of the program the navigators will be expected to support evening programming a few days a week at Madison flexing their schedules accordingly.

BOSTON RESIDENCY REQUIRED

Terms:

Union/Salary Plan/Grade: Non-Union/MM2-6

Hours per week: 35


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