• Box of Rain graduates are ready to pursue their dreams

  • Charting Careers starts in 5th grade, helping underserved children learn about themselves—their strengths and their interests.

  • In high school, we begin the serious one-to-one career counseling, helping each student to design a success plan and achieve it!

Helping Box of Rain Kids Find Their Future

Envision. Aspire. Achieve. 

Charting Careers is a Box of Rain program designed to help our youth discover personal strengths, explore "good fit" career options, gain job and internship experiences, and develop the soft skills necessary to succeed in life and throughout their careers.

Aligned with best practices, Box of Rain’s Charting Careers program starts with youth at an early age and commits to following them throughout high school, continuously providing relationships and experiences that develop the mindset and skills needed to create pathways to independence.

During the elementary years, the program focuses on self-discovery, self-awareness, celebrating individual differences, and confidence-building. Middle school youth begin exploring their signature strengths and learning about career options. 

High school youth will master basic life skills (such as financial literacy and job interviewing), get one-to-one assistance in pursuing their vocational and educational goals, and acquire on-the-job experience. Our goal is that no Charting Careers graduate will move into adulthood without a success plan and the tools to make it happen.



“Create the Story of You” Elementary Curriculum

Developed by a certified MBTI Practitioner, Counselor, and Career/Life Coach, and guided by a team of experts that includes school counselors, a a licensed psychologist and expert in the field of prevention and youth development, a licensed clinical social worker, and education professionals, this 6-week program is currently offered at four sites during the school year. The program serves about 48 5th graders from underserved communities each year.

A staff of eight AACPS guidance counselors, special educators, reading specialists, and teachers are trained to deliver the program and assess children using the Devereaux DESSA SEL evaluation tool.

In partnership with Woodside Community Gardens and PK Management, 100 Book Challenge offers a key academic component to the Charting Careers program at Woodside Gardens. This 12-week reading fluency program, supported by dedicated and trained tutors, has already shown measurable results. Read more about this program.


The 2016 Pilot Elementary Team (left to right): Meredith Adams Krissoff, Lindsey Ells, Michele Rensler, program developer Nancy Clifford, Emilia Gonzalez

Elementary program goals:

  • Begin the journey of self-discovery (who am I?) 
  • Discover and begin to understand signature strengths
  • Learn to recognize and respect individual differences and the idea of “community”
  • Explore how personality differences affect personal interactions with others
  • Imagine how signature strengths and personal interests might match particular careers

See the program summary...

Middle School Charting Careers program

The middle school program offers a combination of group workshops and 1:1 guidance to help students explore their interests and strengths and start thinking about good-match careers. As well, the program works with students on developing writing skills and self reflection through independent work in mindfulness and journaling. A full DESSA evaluation and tracking of academic performance will measure each student's individual progress as they prepare for the high school program.

Middle School program goals:

  • Deepen focus on self-discovery (who am I?) with greater intention
  • Expand their repertoire and understanding of signature strengths
  • Explore the world of work and envision future career possibilities that match their interests and abilities
  • Understand personality differences to improve self-management and personal interactions with others
  • Discover newfound insights about self to inspire confidence in their unique identity—especially at a stage where being “different” can be perceived as a negative

High School charting careers progrAM

The high school program offers nuts and bolts services to help students develop and tackle achievable success plans. Through some amazing partnerships, students benefit from:

  • Group workshops on special topics such as financial literacy, job interviewing, and career development
  • Professional college advising services provided by college advisors from Key and Severn Schools
  • Personality testing to promote self-understanding and guide students in career options
  • 1:1 college guidance, as well as college tours through a collaboration with Towson University Dept. of Education
  • Internships, shadow days, and job experience provided through partnerships with local business
  • Regular communication and coordination with Annapolis High School guidance and college counseling staff
  • Opportunity to develop leadership skills and earn service hours
  • Intensive assistance with the college application process, including essay writing, FAFSA, resume development, and college selection
  • In consultation with staff from Sister Circle, we are also in the process of developing a mentoring program, Navigating Futures, that will match high school Charting Careers students with personal mentors to support their progression through the program. 

Throughout the entire process—from 5th grade through graduation—the program measures progress in these CASEL aligned core competencies: 

  • Self-awareness | The ability to accurately recognize one’s emotions and thoughts and their influence on behavior.
  • Self-management | The ability to regulate one’s emotions, thoughts, and behaviors effectively in different situations.
  • Social awareness | The ability to take the perspective of and empathize with others from diverse backgrounds and cultures.
  • Relationship skills | The ability to establish and maintain healthy and rewarding relationships with diverse 
  • individuals and groups.
  • Responsible decision making | The ability to make decisions based on consideration of ethical standards, safety concerns, social norms, the realistic evaluation of consequences of various actions, and the well-being of self and others.

Parents as Partners

Research underscores the importance of parents as partners in their kids’ education. Charting Careers plans to hold periodic seminars with volunteer guest speakers and breakout moderated discussion groups, meeting the needs identified by parents. Staff meet with high school parents at the time of registration and follow up throughout the year to keep parents involved in their kids’ progress. Looking forward, Charting Careers would also like to help parents overcome common barriers to involvement, including transportation and lack of Internet access.


Ensuring that our kids get the support they need to pursue careers and become positive contributors to our community is of paramount importance to Box of Rain and to the Annapolis community. You can help launch this program by making a donation or providing an internship and/or job opportunity.

Click here to donate right now!