Partner with us for something big!

Start working with usAt Big Brothers Big Sisters of the Greater Chesapeake, we’re always looking for talented, dedicated people who believe in the power of role models and the potential of children.


One of the most rewarding ways to get involved with Big Brothers Big Sisters of the Greater Chesapeake is to work with us.  A career with our agency is an opportunity to merge your talents and personal values with your desire to make a difference.

Every day, we are changing the perspectives of children and enabling them to see the world around them in a more positive light.  With that newfound point of view, they can see their potential more clearly and dream bigger about their future.  Our success is a result of committed and inspired employees, working together to make a lasting impact on America's youth, schools, and communities.

An Opportunity for Growth

That's obviously true for the children we serve.  But it's also true within our organization.  We need talented and passionate people in a variety of areas.  

We are committed to a diverse workforce with representation from every walk of life.  We recognize how our organization is greatly enhanced when we unite people of diverse backgrounds, experiences, and perspectives.

Current Openings: 

TEAM LEAD, YOUTH WORK OPPORTUNITY INITIATIVE (FULL-TIME)— Big Brothers Big Sisters of the Greater Chesapeake seeks a seasoned professional to lead the Agency’sYouth Work Opportunity Initiative(YWOI), a U.S. Department of Labor funded mentoring initiative designed to provide workforce development training and other supports to 125 formerly adjudicated youth, ages 14 years and older, who live in high-poverty, high-crime communities.  The YWOI Team Lead will oversee the launch of a holistic initiative to utilize mentoring to spark positive criminal justice outcomes, while developing labor market attachment and long-term educational and professional prospects for juveniles and reducing the incidence of violence on a community-wide basis.  

The YWOI Team Lead will be responsible for ensuring that all youth to be served are matched in a mentoring relationship and receive wrap-around case management services from the Agency. In addition, through the establishment of collaborative partnerships, juvenile participants will participate in: education and training; workforce development/job placement; restorative justice projects; and community-wide efforts to reduce crime and violence.  The YWOI Team Lead will oversee the program and will be responsible for all program functions including: outreach, customer relations, enrollment, matching, and match support.

Ideal candidates have extensive experience with Maryland’s juvenile justice system or its equivalent and have demonstrated successful results working directly with adjudicated youth. Experience with mentoring programs that serve youth in the juvenile system is preferred. Candidates should aspire to make a difference in the lives of youth while serving, learning, and growing within an innovative non-profit organization. BBBSGC has a fun, collaborative, high performance, high-impact culture with an emphasis on results. Potential candidates must be highly motivated, goal-driven, and posses outstanding problem-solving, critical thinking, and organizational skills.


  • Implement and monitor start-up program to meet established outcomes and grant requirements
  • Recruit and train new mentors who will be able to support the program mission by mentoring youth participants (ages 14-24) in long term matches
  • Screen mentors and mentees for eligibility and suitability and match mentors with mentees in a manner based on compatibility
  • Manage a partial caseload and supervise, train, and establish goals for up to three YWOI Service Delivery Coaches
  • Supervise the YWOI Team by articulating expectations, modeling behavior, maintaining open lines of communication and clarifying roles and relationships
  • Coordinate all aspects of youth and volunteer participation including: outreach to youth and families; processing of applications; interviewing youth and volunteers; and designing, assessing, and evaluating program activities
  • Ensure YWOI Service Delivery Coaches have a high-level proficiency in applying child safety and risk management policies and procedures throughout all aspects of job functions
  • Work with Baltimore City Schools and other partners to establish a referral pipeline for youth participants
  • Work with the Family League of Baltimore City and other partners to establish workforce training opportunities and work placements for participating youth
  • Monitor program partnerships and organize meetings with partners, including members of the juvenile justice advocacy community
  • Attend juvenile justice, workforce development and related affinity meetings throughout the region
  • Support initiative efforts at satellite offices in the Eastern Shore and possibly Southern Maryland
  • Assist in the development of short and long term plan for participants: monitor progress, assure adherence and evaluate performance of YWOI Service Delivery Coaches on a monthly and quarterly basis
  • Help YWOI Service Delivery Coaches develop mediation and intervention strategies and implement them to solve conflicts.
  • Collect appropriate data from YWOI Service Delivery Coaches on a monthly and quarterly basis and submit monthly program reports (activities, attendance, etc.) and evaluate stakeholder satisfaction


  • Bachelor's degree in social services, human services, or a related field
  • At least three years full-time work experience in a juvenile justice associated field or a reasonable equivalent and at least one year of experience working directly with adjudicated youth and their families
  • Experience with mentoring and/or workforce development programs serving at-risk or adjudicated youth strongly preferred
  • A minimum of one year of Team Lead experience in a professional setting required and a minimum of one year of experience with a BBBSA affiliate preferred
  • Ability to work a flexible schedule which includes evenings and weekends
  • Self-motivated, energetic, organized, results-driven, creative and innovative
  • Ability to work autonomously and effectively in a fast-paced environment, exercising good judgment, decision-making and problem solving skills
  • Understanding  of case management, child development, and family dynamics
  • Excellent oral and written communication skills reflecting a focus on solid customer service outcomes
  • Advanced interviewing and assessment skills
  • Ability to work with diverse populations and maintain confidential information
  • Ability to collect, compile and analyze raw data and draw reasonable conclusions.
  • Proficiency in Microsoft Office including Word, Outlook and Excel
  • Must have access to a reliable automobile, valid driver’s license, and meet state required automobile insurance minimums

If interested, please send a cover letter that specifically connects your prior experience and skills with the stated job requirements. The cover letter, along with a resume, at least three professional references and salary requirements should be sent to


Program Specialist -- Big Brothers Big Sisters seeks a FT Program Specialist for our Salisbury office with the ability to work independently and be a team player, able to screen volunteers and youth to make matches based on mutual interests, compatibility, and safety.  This person will also support mentoring relationships by fostering communication, conflict resolution and positive child development.  Reliable transportation for travel is required.

Send cover letter, résumé, references and salary requirements to; please indicate which position you are applying for in the SUBJECT line.



Gain experience and knowledge in your career field while working for an Gain knowledge and experience in your career while working for an organization with a BIG impact. We provide internship and practicum opportunities for undergraduate and graduate students in various areas of the agency including Program, Development, and Administration.These opportunities are designed to give students hands-on experience in their particular major. They are unpaid positions and the hours are flexible to meet the student's and the Agency's needs. We offer internships every semester and during the summer in our Central Maryland, Eastern Shore, and Southern Maryland offices.

If interested, please visit and fill out the form.

EASTERN SHORE -- Our office is located in downtown Salisbury on the Plaza in the Greater Salisbury Building, 200 West Main Street, 3rd Floor, Salisbury, Maryland  21801. Parking is provided.

SOUTHERN MARYLAND -- Our office is located in Charlotte Hall just off of Golden Beach Road, 30065 Business Center Drive, Suite 2, Charlotte Hall, Maryland  20622.  Parking is provided. 

BALTIMORE LOCATION -- Our office is located in the Hampden area of Baltimore, just north of downtown and off of I-83 and Falls Road, 3600 Clipper Mill Road, Suite 250, Baltimore, Maryland  21211. Parking is provided.

Big Brothers Big Sisters of the Greater Chesapeake (BBBSGC) is an equal opportunity employer. BBBSGC will not discriminate in employment, recruitment, and advertisements for employment, compensation, termination, upgrading, promotions, and other conditions of employment against any employee or job applicant on the bases of race, creed, color, national origin, gender or sexual orientation.

Interested?  Get started here:
For more information about working with us, contact: or 410-243-4000.

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Big Brothers Big Sisters, the Big Brothers Big Sisters logo, and Start Something are service marks of Big Brothers Big Sisters of America, Inc. (BBBSA) and are used under a license from BBBSA. All rights reserved.