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Job Opening

NOW HIRING: Youth Development Specialist (YDS) – Eastern Shore, MD

Job Title: Youth Development Specialist (YDS)
Salary/Hourly Rate: $25 per hour
Position Status: Contractual
Location: Maryland Eastern Shore

Position Overview:

We are looking to hire at a minimum 2-3 YDS in the Eastern Shore Area.

The Youth Development Specialist (YDS) provides direct, individualized 1:1 Support Services to youth and young adults enrolled in the 1:1 Support Service program previously knowna s the Alternative Placement for Youth (APY) Program. Youth Development Specialists work directly with participants to promote personal growth, strengthen life and social skills, support positive behavioral outcomes, and build the skills necessary for greater independence and a successful transition into adulthood.

This is a flexible, contract-based position ideal for experienced professionals seeking part-time or supplemental work while making a meaningful impact in the lives of youth and young adults. Participants have varying levels of independence and support needs and may present with behavioral challenges, developmental or intellectual disabilities, including autism spectrum disorder, and personal care needs, including occasional incontinence. Assignments are made based on participant needs and the Youth Development Specialist’s experience and qualifications.

Key Responsibilities (Including but not limited to):

  • Provide individualized 1:1 support services based on each participant’s identified needs, goals, and service plan.
  • Work directly with participants to implement strategies that promote personal development, independence, positive behavior, and improved daily functioning.
  • Support participants in developing practical life skills necessary for a successful transition into adulthood, including communication, decision-making, self-advocacy, social skills, and community navigation.
  • Plan and facilitate structured, hands-on mentoring and skill-building activities tailored to participant goals and interests.
  • Provide community-based support and exposure to help participants practice skills in real-world settings.
  • Provide appropriate guidance and support to participants with varying behavioral, developmental, and personal care needs.
  • Provide safe and reliable transportation for participants as required by the assigned service plan.
  • Maintain timely, accurate, and consistent documentation of participant interactions and services in the Electronic Medical Records (EMR) system.
  • Attend required monthly supervision meetings, organizational trainings, and professional development opportunities.
  • Communicate and collaborate with supervisors, families, service providers, and community partners as appropriate to support effective service delivery.
  • Maintain professional boundaries, confidentiality, and participant safety at all times.
  • Adhere to all organizational policies, procedures, documentation standards, and program requirements.
  • Perform other related duties as assigned.

Minimum Requirements:

  • Must be 21 years of age or older.
  • Minimum of 3 years of relevant professional experience working with youth and/or adults in one or more of the following areas:
    • Behavioral health
    • Child welfare
    • Juvenile justice or criminal justice
    • Youth development or community-based services
    • Developmental or intellectual disabilities, including autism spectrum disorder
  • Valid driver’s license, reliable transportation, and a clean driving record.
  • Ability and willingness to transport participants when required.
  • Ability to successfully complete all required background checks and screenings. Instructions and approved locations will be provided based on region.
  • Ability to complete required documentation accurately and within established deadlines.

Skills and Competencies:

  • Strong problem-solving and critical-thinking skills.
  • Ability to make sound and timely decisions while working independently in community-based settings.
  • Strong communication and interpersonal skills.
  • Ability to establish appropriate, professional relationships with youth, young adults, families, and community partners.
  • Ability to adapt approaches based on individual participant needs, behaviors, abilities, and developmental levels.
  • Creative and resourceful approach to youth development and engagement.
  • Patience, empathy, consistency, and professionalism.
  • Ability to maintain appropriate boundaries while building trusting and supportive relationships.
  • Strong organization, time-management, and documentation skills.
  • Dependability and ability to follow through consistently with participant schedules and commitments.

Working Schedule:

Hours vary based on participant needs, Youth Development Specialist availability, and program requirements.

This position offers a flexible schedule, with opportunities to select available assignments and build a weekly schedule based on availability and program needs. Evening and weekend availability may be needed for some participant assignments.

Additional Information:

  • Multiple contractual positions are available throughout Maryland.
  • Participant ages, abilities, goals, and levels of support will vary by assignment.
  • Youth Development Specialists may be matched with participants based on experience, location, availability, and participant needs.
  • This is a contractual position and may be well suited for professionals seeking part-time or supplemental work in youth development, behavioral health, human services, or related fields.
  • Because services are provided directly to participants in community settings, reliability, professionalism, documentation, and consistent attendance are essential.

Job Type:

  • Contractual

Work Location:

  • In person

The above statements are intended to describe the general nature and level of work being performed. They are not intended to be construed as an exhaustive list of all responsibilities, duties and skills required as other functions may be assigned.


Fill out the form below to apply for this position.

This is a Non–Exempt Position Under The Fair Labor Standards Act.
Lead4Life, Inc. is an Equal Opportunity Employer.

Lead4Life is committed to providing equal employment opportunities and maintaining a workplace that values professionalism, respect, fairness, and inclusion. Employment decisions are made in accordance with applicable federal, state, and local laws and based on organizational needs, qualifications, performance, and other legitimate employment considerations.


By submitting the contact form below, I acknowledge and affirm that I have read the above job description and fully understand and accept the position responsibilities, and requirements as described on this page. If I am hired to fill this position, I understand that a copy of this job description will be placed in my personnel file found in the Human Resources Department.


This field is for validation purposes and should be left unchanged.
Your Name(Required)
Mentor Applicants: What shifts are you willing to work?
Drop files here or
Max. file size: 256 MB.
    Are you currently employed?(Required)
    If you’re hired as a contractor with L4L, do you plan on keeping your current position?(Required)
    Is there anything keeping you from passing a sex offender background check?(Required)
    Do you have your own reliable transportation?(Required)

    Please provide (3) three Professional References below:

    NOTE: Do NOT include friends or relatives as references. You MUST include 3 references.



    October 1, 2026
    https://lead4lifeinc.org/wp-content/uploads/2026/07/Lead4Life__0000_Job-Opening_19.jpg 1000 1500 WebEditor https://lead4lifeinc.org/wp-content/uploads/2023/03/Lead4Life-Logo_1200x339px-600x170.png WebEditor2026-10-01 11:59:262026-10-01 12:02:48NOW HIRING: Youth Development Specialist (YDS) – Eastern Shore, MD
    Job Opening

    NOW HIRING: Returning Citizens Initiative (RCI) Re-entry Specialist

    Job Title: Returning Citizens Initiative (RCI) Re-entry Specialist
    Salary/Hourly Rate: $25-26 per hour
    Reports To: Executive Director / Senior Director of Programs
    Direct Reports: None
    Position Status: Full Time W-2
    Location: Maryland Lower Eastern Shore

    Position Overview:

    The RCI Re-Entry Specialist provides comprehensive, person-centered case management, mentorship, and community-based support to individuals reentering the community following incarceration. This role works directly with returning citizens to conduct intake and assessments, develop and implement individualized re-entry plans, and address barriers related to employment, housing, education, benefits access, and successful community reintegration.

    Through consistent one-on-one engagement, peer mentorship, life skills development, and coordinated service delivery, the Re-Entry Specialist supports participants in building stability, positive competency skills, self-sufficiency, and long-term success. This position also plays a critical role in documentation, compliance, program coordination, and collaboration with internal teams, probation and parole, and community partners. The role is primarily in-person and community-based and requires strong relationship-building skills, professionalism, and flexibility.

    Key Responsibilities (Including but not limited to):

    Intake, Assessment and Case Planning

    • Facilitate intake and assessment for new participants, ensuring accurate evaluation of needs, eligibility, risks, and strengths.
    • Collaborate with participants to develop individualized, goal-oriented re-entry plans focused on employment, housing, education, life skills, and community reintegration.
    • Provide education, counseling, advocacy, and support to ensure participants obtain identification, benefits, and entitlements necessary for stability and goal achievement.
    • Monitor participant progress through regular engagement, evaluate outcomes, and adjust case plans as needed to address barriers and improve functioning.

    Direct Support and Mentorship

    • Provide one-on-one, peer-to-peer, person-centered mentorship and coaching to promote accountability, resilience, and sustained progress.
    • Plan and implement life skills, social development, and competency-based learning opportunities focused on decision-making, communication, problem-solving, and independent living.
    • Support participants with job applications, resume development, interview preparation, and enrollment in education or vocational programs.

    Community Engagement and Outreach

    • Serve as a liaison to probation and parole officers, discharge planning staff, service providers, and community partners to support compliance and coordinated care.
    • Assist with coordinating transportation, appointments, and group support sessions to promote consistent engagement and participation.

    Documentation & Compliance

    • Maintain accurate, timely, and detailed documentation in SharedVillage and other designated case management systems for each participant interaction.
    • Track referrals, services, participant progress, and outcomes to support program monitoring, compliance, and performance reporting.
    • Ensure compliance with organizational policies, documentation standards, audits, and quality assurance reviews.

    Program Support & Team Collaboration

    • Attend required trainings, supervision sessions, and professional development opportunities.
    • Participate in team meetings and collaborate with staff to support coordinated program operations and service delivery.
    • Represent Lead4Life’s mission, values, and professionalism in all interactions with participants, partners, and community stakeholders.

    Minimum Requirements:

    • Associate or bachelor’s degree in social work, Human Services, Criminal Justice, Psychology, or related field (OR equivalent experience).
    • Minimum of 2 years of experience working with justice-involved individuals or in community-based case management.
    • Lived experience with reentry and successful reintegration is highly valued.
    • Strong knowledge of community resources related to employment, housing, healthcare, education, and behavioral health.
    • Excellent communication, organization, and problem-solving skills.
    • Must possess a valid driver’s license and have reliable transportation for community-based work.

    Desired Qualifications:

    • Experience facilitating peer support, motivational, or life skills groups within correctional or reentry settings.
    • Knowledge of reentry challenges, trauma-informed care, and culturally responsive practices.
    • Experience using electronic case management systems or databases.
    • Ability to de-escalate conflict, build trust, and maintain professional boundaries.
    • Familiarity with Maryland’s reentry systems and probation/parole processes.

    The above statements are intended to describe the general nature and level of work being performed. They are not intended to be construed as an exhaustive list of all responsibilities, duties and skills required as other functions may be assigned.


    Fill out the form below to apply for this position.

    This is a Non–Exempt Position Under The Fair Labor Standards Act.

    Lead4Life, Inc. is an Equal Opportunity Employer.

    Lead4Life is committed to providing equal employment opportunities and maintaining a workplace that values professionalism, respect, fairness, and inclusion. Employment decisions are made in accordance with applicable federal, state, and local laws and based on organizational needs, qualifications, performance, and other legitimate employment considerations.


    By submitting the contact form below, I acknowledge and affirm that I have read the above job description and fully understand and accept the position responsibilities, and requirements as described on this page. If I am hired to fill this position, I understand that a copy of this job description will be placed in my personnel file found in the Human Resources Department.


    This field is for validation purposes and should be left unchanged.
    Your Name(Required)
    Mentor Applicants: What shifts are you willing to work?
    Drop files here or
    Max. file size: 256 MB.
      Are you currently employed?(Required)
      If you’re hired as a contractor with L4L, do you plan on keeping your current position?(Required)
      Is there anything keeping you from passing a sex offender background check?(Required)
      Do you have your own reliable transportation?(Required)

      Please provide (3) three Professional References below:

      NOTE: Do NOT include friends or relatives as references. You MUST include 3 references.



      October 1, 2026
      https://lead4lifeinc.org/wp-content/uploads/2025/10/Lead4Life__0006_Job-Opening_16.jpg 1000 1500 WebEditor https://lead4lifeinc.org/wp-content/uploads/2023/03/Lead4Life-Logo_1200x339px-600x170.png WebEditor2026-10-01 11:59:202026-10-01 12:00:44NOW HIRING: Returning Citizens Initiative (RCI) Re-entry Specialist
      Job Opening

      NOW HIRING: Human Resources Manager

      Job Title: Human Resources Manager
      Salary/Hourly Rate: $75,000-$85,000
      Reports To: Chief Executive Officer
      Direct Reports: HR Administrative Assistant
      Position Status: Full Time
      Location: Maryland State-Wide

      Position Overview:

      Lead4Life is seeking an experienced and highly organized Human Resources Manager to oversee the organization’s human resources operations, compliance, employee lifecycle processes, and HR administration.

      Lead4Life provides community-based programs and services to diverse and vulnerable populations, including justice-involved youth, individuals returning to the community following incarceration, individuals experiencing homelessness, individuals living with mental health challenges, and other individuals and families facing significant barriers.

      Because of the nature of Lead4Life’s programs, the HR Manager must maintain strong systems for employee documentation, background and credential requirements, training, performance management, workplace policies, and nonprofit and employment compliance.

      The HR Manager will supervise one HR Administrative Assistant and work closely with organizational leadership and program managers to ensure that HR processes are consistent, timely, well-documented, and aligned with Lead4Life’s mission and contractual and regulatory responsibilities.

      Key Responsibilities (Including but not limited to):

      Human Resources Operations & Compliance

      • Oversee day-to-day human resources operations across Lead4Life programs.
      • Maintain and regularly review HR policies, procedures, employee handbook provisions, and internal HR processes.
      • Monitor compliance with applicable federal, state, and local employment laws and regulations.
      • Support compliance with nonprofit, grant, contract, licensing, and program-specific personnel requirements.
      • Ensure personnel files and required HR documentation are complete, accurate, confidential, and audit-ready.
      • Maintain systems for tracking required employee documentation, certifications, background checks, clearances, training, and other employment requirements.
      • Monitor expiration dates and ensure required renewals are completed timely.
      • Coordinate HR documentation for organizational, grant, contract, or program audits.
      • Identify HR compliance risks and recommend corrective actions or process improvements to leadership.
      • Track key workforce information including headcount, vacancies, turnover, hiring activity, performance review completion, training compliance, and personnel documentation.

      Recruitment, Hiring & Onboarding

      • Manage the full recruitment and hiring process from job posting (Indeed, L4L website, referrals) through onboarding.
      • Partner with leadership and program managers to identify staffing needs and develop or update job descriptions.
      • Post open positions, review applicants, coordinate interviews, and support candidate selection.
      • Ensure hiring practices are consistent and compliant with applicable employment requirements.
      • Coordinate with Operations Manager and HR administrative assistant for offer letters, employment documentation, background checks, reference checks, and required pre-employment screenings.
      • Coordinate onboarding and new-hire orientation.
      • Ensure new employees complete all required documentation, training, acknowledgments, and program-specific requirements.
      • Track vacancies, open positions, time-to-fill, onboarding status, and other relevant hiring metrics.

      Employee Records & HR Tracking

      • Develop and maintain centralized HR tracking systems for:
        • Employee personnel records
        • Hiring and onboarding
        • Background checks and clearances
        • Required certifications and credentials
        • Mandatory trainings
        • Policy acknowledgments
        • Employee status and position changes
        • Performance reviews
        • Corrective actions and performance improvement plans
        • Employee leave
        • Separations and offboarding
      • Conduct routine personnel file audits and follow up with employees and supervisors regarding missing or expired documentation.
      • Maintain confidentiality and appropriate access controls for sensitive employee information.

      Performance Management & Annual Reviews

      • Manage Lead4Life’s annual employee performance review process.
      • Develop and maintain a consistent review schedule and tracking system.
      • Notify supervisors of upcoming reviews and deadlines.
      • Ensure managers complete reviews accurately and timely.
      • Maintain completed reviews in employee personnel files.
      • Assist managers with performance expectations, coaching, documentation, corrective action, and performance improvement plans.
      • Track probationary/introductory reviews, annual reviews, and other required performance evaluations.
      • Identify organization-wide performance or training trends and communicate findings to leadership.

      Employee Relations

      • Serve as a primary HR resource for employees and supervisors regarding workplace policies and HR procedures.
      • Support managers in addressing employee performance, attendance, conduct, and workplace concerns.
      • Receive and appropriately document employee complaints and concerns.
      • Coordinate or support workplace investigations when necessary.
      • Promote consistent and equitable application of organizational policies.
      • Provide guidance regarding disciplinary actions, performance improvement plans, and employee separations.
      • Escalate significant employee relations, legal, safety, or compliance concerns to leadership as appropriate.
      • Coordinate employee resignations, terminations, transfers, promotions, and other employment changes.
      • Coordinate exit procedures, return of organizational property, access removal, and final HR documentation.
      • Conduct or coordinate exit interviews when appropriate.

      Supervision of HR Administrative Assistant

      • Directly supervise and support the HR Administrative Assistant.
      • Establish clear responsibilities, priorities, and deadlines.
      • Delegate administrative HR functions while maintaining appropriate oversight and quality control.
      • Conduct regular check-ins and review completion of assigned work.
      • Provide training, coaching, and feedback.
      • Ensure timely completion of personnel filing, employee documentation, data entry, onboarding paperwork, tracking updates, and other assigned HR administrative responsibilities.

      Employee Relations

      • Serve as a primary HR resource for employees and supervisors regarding workplace policies and HR procedures.
      • Support managers in addressing employee performance, attendance, conduct, and workplace concerns.
      • Receive and appropriately document employee complaints and concerns.
      • Coordinate or support workplace investigations when necessary.
      • Promote consistent and equitable application of organizational policies.
      • Provide guidance regarding disciplinary actions, performance improvement plans, and employee separations.
      • Escalate significant employee relations, legal, safety, or compliance concerns to leadership as appropriate.

      Minimum Requirements:

      • Bachelor’s degree in Human Resources, Business Administration, Organizational Management, Nonprofit Management, or a related field; equivalent relevant experience may be considered.
      • Minimum of 8 years of progressive human resources experience, including experience independently managing core HR functions.
      • Experience with recruitment, onboarding, employee relations, performance management, HR documentation, and compliance.
      • Working knowledge of federal and applicable state employment laws and HR best practices.
      • Strong organizational, tracking, documentation, and records-management skills.
      • Experience handling confidential and sensitive employee information.
      • Strong written and verbal communication skills.
      • Ability to manage multiple deadlines and priorities across different programs.
      • Experience supervising or providing oversight to administrative staff.

      Preferred:

      • HR experience within a nonprofit, behavioral health, human services, social services, reentry, juvenile justice, homelessness services, or community-based organization.
      • Experience working in an organization receiving government grants or contracts.
      • Experience preparing HR documentation for audits, monitoring visits, or compliance reviews.
      • SHRM-CP, SHRM-SCP, PHR, SPHR, or similar HR certification.
      • Experience implementing or improving HR tracking systems and HRIS processes.

      Working Conditions:

      • May require occasional in-state travel to program sites for HR coordination or training.

      The above statements are intended to describe the general nature and level of work being performed. They are not intended to be construed as an exhaustive list of all responsibilities, duties and skills required as other functions may be assigned.


      Fill out the form below to apply for this position.

      This is a Non–Exempt Position Under The Fair Labor Standards Act.

      Lead4Life, Inc. is an Equal Opportunity Employer.

      Lead4Life is committed to providing equal employment opportunities and maintaining a workplace that values professionalism, respect, fairness, and inclusion. Employment decisions are made in accordance with applicable federal, state, and local laws and based on organizational needs, qualifications, performance, and other legitimate employment considerations.


      By submitting the contact form below, I acknowledge and affirm that I have read the above job description and fully understand and accept the position responsibilities, and requirements as described on this page. If I am hired to fill this position, I understand that a copy of this job description will be placed in my personnel file found in the Human Resources Department.


      This field is for validation purposes and should be left unchanged.
      Your Name(Required)
      Mentor Applicants: What shifts are you willing to work?
      Drop files here or
      Max. file size: 256 MB.
        Are you currently employed?(Required)
        If you’re hired as a contractor with L4L, do you plan on keeping your current position?(Required)
        Is there anything keeping you from passing a sex offender background check?(Required)
        Do you have your own reliable transportation?(Required)

        Please provide (3) three Professional References below:

        NOTE: Do NOT include friends or relatives as references. You MUST include 3 references.



        October 1, 2026
        https://lead4lifeinc.org/wp-content/uploads/2025/01/Job-Opening-Employment__0003_Lead4Life_04.jpg 1000 1500 WebEditor https://lead4lifeinc.org/wp-content/uploads/2023/03/Lead4Life-Logo_1200x339px-600x170.png WebEditor2026-10-01 11:59:132026-10-01 11:59:13NOW HIRING: Human Resources Manager

        Recent Posts

        • NOW HIRING: Youth Development Specialist (YDS) – Eastern Shore, MD
        • NOW HIRING: Returning Citizens Initiative (RCI) Re-entry Specialist
        • NOW HIRING: Human Resources Manager
        • NOW HIRING: 1:1 Supportive Services Mentor (Western/Southern/Upper Shore Maryland)
        • NOW HIRING: 1:1 Supportive Services Mentor (Central Maryland)

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