Learning & Future Readiness

At Charting Careers, we believe every young person deserves the tools, opportunities, and confidence to chart their own path. Our Learning & Future Readiness programs go beyond academics—they nurture curiosity, build resilience, and prepare youth for the future through goal setting, tutoring, grade review, self-advocacy, enrichment, wellness learning, and career exploration.

What We Do

  • 🎯 Goal Setting & Planning – Scholars set personal, academic, and career goals while building skills in time management, self-advocacy, and planning ahead. Staff and mentors check in regularly to track progress and celebrate milestones.

  • 📚 Academic Support & Coaching – One-on-one tutoring plus ongoing review of report cards and progress. Scholars learn to take ownership of their academic journey and advocate for themselves.

  • 🌱 Social-Emotional & Wellness Learning – Building self-awareness, healthy coping strategies, communication, and perseverance.

  • 🎓 College & Career Exposure – College visits, career days, job shadowing, informational interviews, and mentoring from professionals.

  • 🎨 Enrichment Opportunities – Creative, cultural, and experiential learning that broadens horizons and nurtures a love of lifelong learning.

Grade-Level Focus

We tailor programs to meet scholars where they are, with support that grows alongside them.

📘Elementary (Grades 2–5)

Our Elementary program meets once a week after school to provide individualized support in academics, wellness, and early career exploration. Young scholars receive one-on-one, evidence-based tutoring with culturally relevant texts, participate in mental health and social-emotional mini-lessons, and engage in enriching experiences that spark curiosity and build confidence. Staff and families work together to set and monitor personal and academic goals, laying a strong foundation for future success.

Students also enjoy special field trips, such as visits to the Annapolis Maritime Museum and Park and the Chesapeake Children’s Museum, which expand learning beyond the classroom.

Measurable Program Goals and Outcomes Include:

  • Regular participation and engagement in weekly sessions

  • Improved grades and mastery of key literacy skills

  • Increased reading levels and love of learning

  • Development of self-advocacy and goal-setting skills

  • Stronger connections with families and consistent communication

🎒Middle School (Grades 6–8)

Middle school is a time of transition, growth, and exploration. Our program supports students through individualized tutoring, academic coaching, and wellness lessons while introducing early college and career readiness. Scholars participate in enrichment activities, leadership development, and workshops designed to strengthen self-advocacy and goal-setting skills.

Middle schoolers also take part in college visits, service projects, and cultural field trips that broaden their horizons and prepare them for high school success.

Measurable Program Goals and Outcomes Include:

  • Improved grades and subject mastery through tutoring and coaching

  • Increased self-confidence, resilience, and problem-solving skills

  • Early awareness of post-secondary options and career pathways

  • Participation in enrichment and leadership opportunities

  • Growth in social-emotional skills, including communication and perseverance

🎓High School (Grades 9–12)

Our High School program focuses on preparing students for post-secondary success. Scholars receive targeted academic support, tutoring, and grade reviews, paired with ongoing coaching in goal-setting, time management, and self-advocacy.

Students explore future pathways through college visits, informational interviews, internships, and job shadowing. Wellness learning and enrichment activities help students build resilience and balance as they prepare for the demands of high school and beyond.

Measurable Program Goals and Outcomes Include:

  • Progress toward individualized academic, career, and personal goals

  • Improved grades, GPA, and course completion

  • 100% of participants begin developing post-secondary plans by junior year

  • Increased participation in career exploration, mentoring, and enrichment

  • Growth in leadership skills and readiness for senior-year transitions

🚀 Launch & Beyond (Grade 12 and Post-High School)

The Launch & Beyond program ensures scholars are supported through their senior year and into their next steps—whether college, career, military service, or vocational training. Seniors receive hands-on coaching to complete post-secondary plans, apply to colleges or jobs, secure financial aid, and build wellness and life skills for independence.

After graduation, alumni continue to receive mentorship, check-ins, and opportunities for ongoing support as they navigate their early adult years.

Measurable Program Goals and Outcomes Include:

  • 100% of seniors complete a post-secondary plan

  • Successful applications to college, career training, or employment opportunities

  • Increased access to scholarships, financial aid, and workforce resources

  • Alumni maintain connections with mentors and staff for continued guidance

  • Development of independence, wellness skills, and resilience for life after high school

🎓 Scholarship & Goal Support

As part of Learning & Future Readiness, Charting Careers provides targeted financial support to ensure that cost is never a barrier for youth pursuing their academic, career, or personal goals.

  • Scholarships – Support for high school graduates pursuing college, vocational training, or other post-secondary opportunities. Funds are paid directly to institutions or training programs. To learn more, click here.

  • Goal Fund – Flexible funding that helps scholars cover the cost of opportunities aligned with their dreams—such as extracurricular activities, camps, certifications, or special projects. To learn more, click here.

💡 These supports build on our mentoring and goal-setting work, helping scholars take real, concrete steps toward their futures.

Measures of Success

  • Youth access post-secondary education, training, or enrichment opportunities

  • Students complete certifications, attend extracurricular activities, or pursue unique goals

  • Scholars report greater confidence in achieving personal and academic milestones