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College and Career Pathways Counselor


For the past seven years, The Possible Project (TPP) has built, implemented, assessed and refined a model for after-school programming that provides high school students in Cambridge and Boston with an opportunity to: a) create and take products to market, b) partner with local businesses for real-work design and business operations projects, c) have access to industry and professional mentors who can help hone their skills and grow their access to networks of supportive adults, and d) receive pathways counseling for post-secondary opportunities.

Through our program, students have the opportunity to dream up, design and create real products for sale in our cutting edge Makerspace and to work with real external clients in our two in-house run Social Enterprises: We Sell Possible and Made Possible.  Our impact stretches beyond the skills learned by the students who participate; we use entrepreneurship as a mechanism for bolstering creativity, fostering perseverance, harnessing optimism and revealing the possible.


The College and Career Pathways Counselor will guide TPP’s Madison Park Technical Vocational High School students as they explore various career options, select appropriate postsecondary opportunities, and pursue such opportunities.  While the Pathways Counselor’s work will primarily be based out of Madison Park, it is expected that s/he will also be involved with our Cambridge site in some capacity. Additionally, the Pathways Counselor will assist in developing and implementing TPP’s alumni programming.  Overall, this role will involve four key substantive areas:

1. College & Career Counseling

2. Financial Aid & College Affordability

3. Employment & Postsecondary Education Access

4. Personalized Student Support & Advocacy

At all times, the Pathways Counselor will support and facilitate a culture of college and career readiness, access, and success.  S/he will work directly with students (one-on-one and in group workshops), engage in outreach with key stakeholders (e.g. partner high schools, postsecondary institutions, and other community-based programs), collect data on current students and alumni, and conduct relevant research.  As a fast growing organization, TPP’s success is dependent on the commitment and strength of its staff. As such, the input and participation by all staff members in various community events, trainings, and fundraisers are also expected.


The Pathways Counselor responsibilities will include (but are not limited to) the following:

  • Collaborate with TPP staff and other stakeholders to refine, grow, and replicate TPP’s Pathways program
  • Coordinate and schedule Pathways meetings, activities, workshops, and events; maintain Pathways calendar
  • Create and facilitate fun, interactive Pathways activities and workshops for seniors (during the Senior Accelerator) and younger students (during the levels)
  • Alongside the Pathways team and volunteers (if needed), provide individual guidance and support to each of TPP's seniors, and to younger students when appropriate and necessary
  • Assist students with completing college, financial aid, scholarship, and job applications
  • Help students with identifying their career interests, developing professional etiquette, writing resumes and cover letters, preparing for internship and job interviews, networking, creating LinkedIn profiles, and other activities related to obtaining employment in a career track job   
  • Serve as the Pathways point person at Madison and develop positive working relationships within the school
  • Collaborate with school personnel to monitor students’ progress towards graduating high school on time and advocate/intervene when necessary
  • Collect data, track, evaluate, and report upon current students’ and alumni’s experiences and progress (in school, at TPP, after TPP) on a regular basis
  • Assist with developing and implementing an alumni engagement strategy that aligns with and supports TPP’s logic model; may include communications (emails, letters, phone calls, online surveys, etc.) with alumni and providing them with college and career counseling services as appropriate
  • Conduct college & career readiness, access, and success related research, attend relevant trainings, and present key findings to TPP’s staff
  • Participate in outreach meetings and learning with community partners and stakeholders
  • Network with colleges, companies, apprenticeship programs, trade schools, human service agencies, and other stakeholders
  • Perform other duties as assigned


While there is no perfect resume, we will likely be most interested in your application if you fulfill most or all of the following:

  • A demonstrable passion for the mission, vision, and values of The Possible Project
  • Sensitivity to and understanding of the needs of youth, particularly those who are low-income, recent immigrants, and/or face barriers to success; cultural competence is a must have
  • A minimum of two years professional experience in a related field  
  • Demonstrated interest and/or expertise in vocational/technical education, postsecondary education, and career counseling
  • Ability to implement classroom management practices that are consistent with the culture of TPP
  • Working knowledge of outreach, college readiness or higher education access programs and services (e.g. Upward Bound, Educational Talent Search, GEAR UP, etc.)
  • Self-starter with the ability to work cooperatively with others and willingness to accept supervision and feedback
  • Strong research and analytical skills
  • Highly organized (Strong attention to calendars and timelines/deadlines that relate to college, internship, apprenticeship, and job applications)
  • Excellent interpersonal, written, oral, and computer skills
  • Sincere interest and motivation to work collaboratively with an energized, committed and creative team
  • A true team player with an upbeat personality and a good sense of humor
  • Interest in the fast-paced, changing environment of a growing organization
  • Experience helping disadvantaged students with preparation and access to college and jobs is highly desirable.  
  • A Bachelor’s degree is required
  • Bicultural and/or bilingual a plus (specifically Haitian Creole, Spanish, and Portuguese)

In addition, the successful candidate will demonstrates the organization’s key values:








The Possible Project offers a robust compensation and benefit package including high quality health benefits and an employer contribution to your 401(k) plan.


The Possible Project is working to close the skills and opportunities gap facing our students by providing resources and support that make them more likely to finish high school, complete education and training beyond high school, and enter careers that will provide them with a living wage.

The Possible Project is a youth entrepreneurship center that teaches students with untapped potential how to start and run their own businesses. In the process, students acquire a host of personal and professional skills that propel them to long-term success in life.

Through a combination of curriculum, support, and STEAM projects, students are empowered with the knowledge and skills necessary for success beyond high school—including resiliency, hope and self-confidence.

The Possible Project is a 501(c)(3) organization. For more information, please visit www.possibleproject.org.


The Possible Project is an equal opportunity employer and does not discriminate on the basis of race, color, national origin, sex, religion, age, disability, sexual orientation, gender identity, veteran status, height, weight, or marital status in employment or the provision of services.

Or, know someone who would be a perfect fit? Let them know!

our philosophy

We believe in the power of positivity, and that people deserve to be happy both at home and at work.  That's why we focus on three key components to find the right match for each of our current openings: aligning your individual strengths with the requirements of the role, finding work you feel passionate about, and ensuring your values match those of the organization.

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