Pro Bono Program Director

Homeless Persons Representation Project


Baltimore, MD




March 30, 2021




Want to advocate to end homelessness? Want to eliminate barriers to employment? If you desire a position where you have the opportunity to work with volunteers to prevent and end  homelessness, the Homeless Persons Representation Project (HPRP) is seeking a full-time Director for its Pro Bono Program.

Our Story: HPRP provides free legal services and advocacy to persons who are experiencing homelessness or at risk of homelessness in Maryland. Encompassing all of HPRP’s programs is the deep understanding that people who are experiencing homelessness or at risk of homelessness struggle to access legal services offered in a traditional manner. The hallmark of HPRP’s legal program is its ability to reach clients where they live, eat, and spend time. HPRP’s staff and volunteers pursue this mission by offering legal services through outreach in shelters, soup kitchens, government offices, community centers and the street.

HPRP’s Pro Bono Program leverages the resources of HPRP by recruiting, training, and mentoring volunteer attorneys, paralegals, and law students to conduct intakes and provide legal representation in criminal  record expungement, veterans benefits, and military discharge upgrade matters. HPRP’s work expunging criminal records is a critical part of the organization’s overall commitment to decriminalization, reducing the impact of the criminal system’s oppression of people of color. HPRP recognizes that criminalization of homelessness and other related charges is part of a system of white supremacy that prevents persons experiencing homelessness from obtaining housing, employment and other components of stability.

Reports to: Executive Director

Supervises: Pro Bono Staff Attorney, Pro Bono Paralegal, and volunteers: attorneys, law students, and paralegals (100+ at any one time)

Responsibilities include:

  • Recruiting, training, supervising, and retaining volunteer attorneys, paralegals and law students;
  • Supporting Staff Attorney and Pro Bono Paralegal;
  • Overseeing HPRP’s existing off-site intake programs;
  • Conducting outreach and expanding the visibility of HPRP’s Pro Bono Program, including at local shelters, community-based programs, and with volunteer recruitment;
  • Maintaining information about case activity and statistics, as well as volunteer information, in HPRP’s electronic database, and duplicate paper files of all volunteer cases;
  • Supporting HPRP’s engagement in decriminalization and expungement-related policy work and coalition- building;
  • Participating in fundraising efforts, including working with Executive Director and Development Director on grant applications, attending meetings with current and potential funders, and assisting with grant reports; and
  • Participating in HPRP’s ongoing race equity work


Required Qualifications:

  • Admitted to practice law in Maryland or other US jurisdiction. For applicants admitted in a State other than Maryland, please indicate in cover letter ability to apply for admission in Maryland or ability to sit for 2021 Maryland Bar or Attorney’s exam.
  • Legal writing experience drafting legal memoranda and motions. Please specify legal              writing experience in cover letter or resume (law school clinic, law school internship, and post-graduate judicial clerkship can count towards experience);
  • Experience in high volume program management (caseload 100+ at a time) including supervision;
  • Direct experience working with people living in poverty with a trauma-informed approach;
  • Aptitude to work well under pressure, set priorities, meet frequent deadlines, handle multiple tasks, and remain calm and patient in a fast paced environment;
  • Excellent administrative and organizational skills, detail oriented and able to produce work with a high degree of accuracy;
  • A team player with a strong sense of self-motivation, flexibility and good judgment;
  • Analytical skills to issue spot and problem solve;
  • Ability to communicate effectively orally and in writing with clients, service providers, pro bono volunteers, and community partners; and
  • Demonstrated commitment to diversity and social justice by using a personal approach that values all individuals and respects differences.

 Although the following experiences and skills are not required, they are valued for this position:

  • At least 5 years of legal experience;
  • Experience with community outreach;
  • Fluency, written and oral, in Spanish;
  • Experience with policy, including legislative research and advocacy;
  • Previous experience supervising volunteers; and
  • Prior experience representing clients in any of the following areas: criminal record expungement, or criminal law.


Salary:  $65,000-$80,000 depending on experience. HPRP provides excellent benefits: vacation (20 days per year), sick leave (10 days), personal days (3 days), and holidays. Employee premiums 100% covered for medical, prescription, dental, vision. Short and Long Term Disability Insurance and Retirement plan with supplemental employer contribution (a 1% contribution is approved for FY 2021) also provided. HPRP’s regular work schedule is 9:00 a.m. – 5:30 p.m. Occasional evening and weekend hours are required for six (6) board meetings per year, as well as four (4) evening clinics and 2-3 Saturday outreach events per year. Attendance at the evening clinics and Saturday outreach events is shared between the Director of Pro Bono Program and the Staff Attorney. HPRP provides for a flexible work schedule. During the COVID-19 pandemic, HPRP has created special family/dependent care leave and is primarily teleworking, with some use of office space as needed.

How To Apply

To Apply: send a cover letter and resume to (please specify Pro Bono Program Director in the subject line). Priority consideration will be given to applications received by April 13, 2021Writing sample and references will be requested if selected for an interview. We are looking for thoughtful, personalized cover letters that demonstrate the applicant’s qualifications, work style and interest in being  part of a team working to end homelessness in Maryland. We are looking for applicants who have a comprehensive understanding of oppression, and structural racism, including how structural racism perpetuates barriers to housing and income. Resume reviews begin immediately and applications will be accepted until position is filled.

HPRP is an equal opportunity employer. We value a diverse workforce and an inclusive culture. We believe that having a staff, board, and volunteers with diverse personal and professional backgrounds and lived experience enhances our ability to meet our mission and creates an environment where all members of our community can thrive. We strongly encourage applications from Black people, Indigenous peoples, people of color, immigrants, persons with disabilities, members of the TLGBQIA community, people with lived experience of poverty and/or homelessness, and people from other underrepresented and historically marginalized groups.