RTW Career Exploration Specialist

Charlestown, MA
Full-Time

Job Description

About Boys & Girls Clubs of Boston

Boys & Girls Clubs of Boston is a life-changing force for opportunity and empowerment, enabling young people to reach their full potential as productive citizens and leaders, inspired to make a difference in the Greater Boston community. For more than 130 years, no other youth-serving organization in Boston and Chelsea has engaged more young people and families. Learn more at bgcb.org and join us in transforming our members, our communities, our city.

Position Summary

The Career Exploration Specialist plays a critical role in delivering high-impact programming that supports middle school members (ages 11–14) as they explore future career pathways, build foundational workforce skills, and prepare for Ready to Work (RTW) University. Working in collaboration with the RTW team and Club staff, the Specialist facilitates engaging curriculum, leads career and service-learning experiences, and ensures individualized member support. While reporting to the Executive Director of the RTW Academy, this position works closely with Club leadership for day-to-day supervision.

Key Responsibilities

Program Facilitation & Career Exposure

· Deliver weekly RTW Academy programming, introducing foundational skills aligned with the Massachusetts Work-Based Learning Plan.

· Coordinate career awareness experiences such as guest speakers, site visits, and hands-on career simulations.

· Implement Saturday Academy activities focused on leadership, service, and early career exploration.

· Support the logistics and implementation of out-of-school time programs and volunteer events in collaboration with the MHK Volunteer Manager.

Individualized Member Support

· Provide one-on-one coaching to support members in completing program deliverables, interest inventories, resumes, and applications.

· Ensure youth understand expectations and opportunities related to internships and RTW University.

· Refer and support members in accessing academic and enrichment services, in partnership with the College Pathways Manager.

Member Transition & Academic Support

· Coordinate with Pre-Teen Program Managers and SACC to support smooth transitions into the Teen Center.

· Work with the Education and College Pathways teams to ensure members are on track for high school success.

· Maintain strong family engagement to encourage consistent participation and holistic member development.

Collaboration & Administration

· Partner with RTW leadership and Club staff to implement employer-based programs and citywide initiatives.

· Maintain accurate member records and input data into centralized databases.

· Track participation and progress toward career readiness milestones; generate regular reports and updates.

· Attend RTW team meetings and contribute to strategy discussions, evaluation, and continuous program improvement.

General BGCB Expectations

· Positive Interactions: Engage respectfully and supportively with youth in all settings.

· Healthy Behavior Modeling: Model active, healthy lifestyles while working with youth.

· Inclusive Environment: Foster a welcoming environment for youth of all abilities and backgrounds.

· Continuous Learning: Participate in annual professional development to grow youth development skills.

· Safe Spaces: Ensure all environments remain free of physical, sexual, and emotional abuse.

Position Requirements

· Bachelor’s degree preferred; equivalent relevant experience considered.

· Minimum of 2 years’ experience in youth development, workforce readiness, or program coordination.

· Strong facilitation skills and ability to engage middle school-aged youth in career-focused programming.

· Excellent interpersonal, organizational, and communication skills.

· Ability to manage multiple tasks and collaborate with a wide range of stakeholders.

· Proficiency in Microsoft Office and comfort with database and data tracking systems.

· Flexibility to work evenings and weekends, particularly for Saturday Academy and special events.

· Valid driver’s license required; ability to commute throughout Metro-Boston as needed.

· Knowledge of Boston neighborhoods, schools, and community-based organizations preferred.

Job Type: Full-Time

To Apply

Please complete an online application at https://www.bgcb.org/aboutu/careers/Both a cover letter and resume are required to complete your application.  Applications without a cover letter may not be considered.  Candidates will be reviewed on an on-going basis.  Please upload/attach your resume to your applicant profile as well as your cover letter.

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.PDN-9ff9967a-162c-45d9-a41c-1ef1d7d0bc52

About Boys & Girls Clubs of Boston

Boys & Girls Clubs of Boston is a life-changing force for opportunity and empowerment, enabling young people to reach their full potential as productive citizens and leaders, inspired to make a difference in the Greater Boston community. For more than 130 years, no other youth-serving organization in Boston and Chelsea has engaged more young people and families. Learn more at bgcb.org and join us in transforming our members, our communities, our city.

Position Summary

The Career Exploration Specialist plays a critical role in delivering high-impact programming that supports middle school members (ages 11–14) as they explore future career pathways, build foundational workforce skills, and prepare for Ready to Work (RTW) University. Working in collaboration with the RTW team and Club staff, the Specialist facilitates engaging curriculum, leads career and service-learning experiences, and ensures individualized member support. While reporting to the Executive Director of the RTW Academy, this position works closely with Club leadership for day-to-day supervision.

Key Responsibilities

Program Facilitation & Career Exposure

· Deliver weekly RTW Academy programming, introducing foundational skills aligned with the Massachusetts Work-Based Learning Plan.

· Coordinate career awareness experiences such as guest speakers, site visits, and hands-on career simulations.

· Implement Saturday Academy activities focused on leadership, service, and early career exploration.

· Support the logistics and implementation of out-of-school time programs and volunteer events in collaboration with the MHK Volunteer Manager.

Individualized Member Support

· Provide one-on-one coaching to support members in completing program deliverables, interest inventories, resumes, and applications.

· Ensure youth understand expectations and opportunities related to internships and RTW University.

· Refer and support members in accessing academic and enrichment services, in partnership with the College Pathways Manager.

Member Transition & Academic Support

· Coordinate with Pre-Teen Program Managers and SACC to support smooth transitions into the Teen Center.

· Work with the Education and College Pathways teams to ensure members are on track for high school success.

· Maintain strong family engagement to encourage consistent participation and holistic member development.

Collaboration & Administration

· Partner with RTW leadership and Club staff to implement employer-based programs and citywide initiatives.

· Maintain accurate member records and input data into centralized databases.

· Track participation and progress toward career readiness milestones; generate regular reports and updates.

· Attend RTW team meetings and contribute to strategy discussions, evaluation, and continuous program improvement.

General BGCB Expectations

· Positive Interactions: Engage respectfully and supportively with youth in all settings.

· Healthy Behavior Modeling: Model active, healthy lifestyles while working with youth.

· Inclusive Environment: Foster a welcoming environment for youth of all abilities and backgrounds.

· Continuous Learning: Participate in annual professional development to grow youth development skills.

· Safe Spaces: Ensure all environments remain free of physical, sexual, and emotional abuse.

Position Requirements

· Bachelor’s degree preferred; equivalent relevant experience considered.

· Minimum of 2 years’ experience in youth development, workforce readiness, or program coordination.

· Strong facilitation skills and ability to engage middle school-aged youth in career-focused programming.

· Excellent interpersonal, organizational, and communication skills.

· Ability to manage multiple tasks and collaborate with a wide range of stakeholders.

· Proficiency in Microsoft Office and comfort with database and data tracking systems.

· Flexibility to work evenings and weekends, particularly for Saturday Academy and special events.

· Valid driver’s license required; ability to commute throughout Metro-Boston as needed.

· Knowledge of Boston neighborhoods, schools, and community-based organizations preferred.

Job Type: Full-Time

To Apply

Please complete an online application at https://www.bgcb.org/aboutu/careers/Both a cover letter and resume are required to complete your application.  Applications without a cover letter may not be considered.  Candidates will be reviewed on an on-going basis.  Please upload/attach your resume to your applicant profile as well as your cover letter.

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.PDN-9ff9967a-162c-45d9-a41c-1ef1d7d0bc52

About Boys & Girls Clubs of Boston

Boys & Girls Clubs of Boston is a 501(c)3 whose mission is to help young people, especially those who need us most, build strong character and realize their full potential as responsible citizens and leaders.


We do this by providing: - a safe haven filled with hope and opportunity - ongoing relationships with caring adults - life-enhancing programs.


We serve 14,000 children and teens, ages 6 to 18, in our Clubs, and through our programs and partnerships.

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Apply For This Job
RTW Career Exploration Specialist
Boys & Girls Clubs of Boston
Charlestown, MA
Sep 27, 2025
Full-time
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