College and Career Pathways Counselor

Job Type

Full Time




17 Sellers Street
United States



The Possible Project is a youth entrepreneurship program designed to close the opportunity gap and provide 21st century career skills to high school students. Programming includes an entrepreneurship and career skills curricula, student ventures, work experience, and college and career advising. Over the course of three years, The Possible Project (TPP) provides students with the resources, space, and support required to: a) Gain skills necessary for lifelong success; b) Learn business, entrepreneurial, and STEAM (Science, Technology, Engineering, Arts, Math) skills; c) Launch and operate their own businesses; d) Gain work experience; e) Explore a wide range of businesses and careers; and f) Plan their college and career pathways.

TPP is a registered 501(c)3 which began serving youth in 2011. It prides itself on its hybrid model, through which it combines the very best sensibilities of both the non-profit and for-profit worlds. The organization is currently growing at a rapid pace and eventually seeks to become a national and global leader in youth development through entrepreneurship. For more information, please visit


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.

Reports To:

  • Senior Manager of College and Career Pathways


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

  • Collaborate with TPP staff and other stakeholders to replicate, refine, and grow TPP’s Pathways program at Madison Park
  • Create and facilitate fun, interactive Pathways activities and workshops
  • Coordinate with Pathways team and volunteers to 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  
  • 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 students’ progress (in school and at 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 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
  • Perform other duties as assigned based on the needs of students and the organization


  • 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
  • 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)

To Apply:

Please send a single PDF containing your résumé and a one page, single-spaced response to the following prompts to as soon as possible. We recommend half a page response for each of the prompts. A cover letter is optional and absolutely not required. 

Tell us about a very challenging professional or personal experience, how you've handled it, and how you've grown as a result of the experience.

In your response, please be sure to describe the context of the challenge, the steps you took to address this challenge, and the results of your actions.

How will working at The Possible Project align with your career aspirations?

In your response please be sure to address the following:

  • What led you to apply for this position?
  • What excites you about it?
  • What are your long-term career goals? If you do not have concrete career goals yet, please discuss what you are considering.

The Possible Project is an equal opportunity employer and proudly values diversity.

Candidates of all backgrounds are encouraged to apply.

Professional Level


Minimum Education Required

4-year degree

How To Apply

No phone calls, please. If you are selected for an interview, you will be contacted directly by the manager hiring for this position. Thank you.