• Kids learn team building skills...

  • Kids learn yoga as part of our 6-week Step It Up program in partnership with Pip Moyer Rec Center

  • Box of Rain kids learn maritime skills, such as sailing, kayaking, and rowing. Our 7-week summer camp is completely free to participants.

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  • Our Charting Careers program puts our kids on the path to independence with programming starting in 5th grade and progressing to intensive 1:1 career and college guidance in high school.

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Welcome to Box of Rain!

Shop B&N on Friday, December 15 and support Box of Rain! Online orders 12/15-12/20!











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October—December—Charting Careers Create the Story of You begins at Tyler Heights and Hillsmere elementary schools; middle school workshop with 1:1 follow-up; 100 Book Challenge at Woodside Gardens

October 16—Charting Careers College Advising meeting at Key School

October 19—Towson College All-Day Tour

October 26—Charting Careers College Advising meeting at Key School

October 30—Charting Careers Volunteer & Mentor Program Information Night, Heritage Baptist Church

November–December—FNB Financial literacy workshop every Tuesday at AHS

December 1—Holiday Angels—Adopt a Box of Rain angel for the holiday!

December 15—Barnes & Noble Fundraiser for Box of Rain's Charting Careers & 100 Book Challenge programs

December 23—Bykes for Tykes event with Next Big Things Productions at Green Turtle

December 28—Box of Rain Kids Holiday Party


  • Box of Rain wins two-year grant totaling $30,000 from The Harry and Jeanette Weinberg Foundation. The grant funds a new Education Director position for our Charting Careers Program, and Renee Sherwood steps into the role this month. Congrats, Renee!
  • The high school program is offering some exciting new services this Fall. In partnership with Key School, Director of College Advising Laura Burrell Baxter is bringing together her independent school colleagues, including Kim Coughlin, Co-Director of College Counseling at Severn School, to deliver college advising services to our Charting Careers students.
  • The College of Education at Towson University (TU) will introduce Charting Careers students to the college experience, beginning as early as middle school. Box of Rain students will receive an in-depth college tour in October, courtesy of the College of Education at TU, led by Dr. Molly Mee, Department Chair and Professor of the Department of Secondary and Middle School Education at Towson. Dr. Mee has also agreed to serve on the Charting Careers Advisory Panel, where she will lend her expertise to ensuring that the program optimally prepares students for paths to independence.
  • And in a continuing partnership, First National Bank will develop and facilitate a series of financial literacy workshops beginning this Fall that will both educate and inspire Charting Careers students to establish, maintain, and grow healthy financial habits.

Box of Rain is a 501(c)3 organization that offers year-round programming designed to inspire and encourage Annapolis area youth, especially those from disadvantaged circumstances. Our mentoring focus helps Box of Rain kids build self-esteem, develop life skills, and earn a sense of accomplishment that leads to positive contributions to our community.

Our program has mentored more than 500 kids right here in Annapolis. We work with area school guidance counselors to build participation. The program is free to participants. Many of our kids joined the program as elementary school students and are now working as Box of Rain counselors. Some are now in college. All will tell you that the Box of Rain experience changed their lives.

Box of Rain depends on the generous contributions of area residents and business. We welcome donations and volunteer services, and thank those who have contributed so generously to our success.


Special Thanks To Our Premiere Sponsors...




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Without the generosity of businesses like these, Box of Rain would not exist. It takes a village! Click here to see the donors, corporate sponsors, grant makers, and in-kind contributors who make it all possible!