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If you are interested in working at Our Piece of the Pie ®, Inc., (OPP ®), please send a cover letter and resume to

OPP celebrates diversity in its workforce and is committed to promoting equal opportunity for individuals at all levels. OPP ensures equal employment opportunity without regard to race, color, religious creed, age, sex, sexual orientation, marital status, national origin, ancestry, present or past history of mental disorder, mental retardation, learning disability, or physical disability, including but not limited to blindness.


  1. Our Piece of the Pie
    1. Youth Development Specialist (Hartford, CT (2))
    2. Workforce Development Specialist (Hartford)
    3. Bookkeeper (Hartford)
    4. Certified Academic Specialist
  2. Path Academy Windham (Windham, CT)
    1. Youth Development Specialist

Our Piece of the Pie (Hartford, CT & Norwich, CT)

1) Youth Development Specialist (Hartford, CT (2))

Regular, Full-Time

The Youth Development Specialist is the core to OPP’s services. The YDS is the main point of contact for a youth’s involvement at OPP, helping youth develop long-term plans towards success and providing access to internal and external services to help them reach their goals. A YDS is a hands-on guide and mentor, conducting assessments and making placements that help their future outlook.

Essential Duties and Responsibilities

  • Participates in the assessment, evaluation and planning of members enrollment, and revising document to include completion of pathways with each enrollment
  • Identifies and communicates significant gaps and/or changes in the member data to appropriate team members responsible for coordination of all member services, to include at minimum monthly/weekly case management reviews with supervisor. Assures that all members complete their individual/student pathway plan.
  • Makes community connections for pathway youth based on member’s needs.
  • Evaluates, facilitates and monitors services and member’s progress in relationship to established goals and objectives.
  • Provides selected organization services to identified caseload; refers clients and families to other services as appropriate.
  • Complete timely input into data management information system (i.e. member case notes, records, plans and reports).
  • Provides crisis intervention as needed for assigned caseload.
  • Regularly have face-to-face member contacts and perform home and/or site visits as needed.


  • Education: Bachelor's Degree in the Human Services field required (i.e. Social Work, Psychology); MSW is highly desirable but not required.
  • Experience: Two-three years of experience working in case management environment with a particular focus on youth.

2) Workforce Development Specialist (Hartford, CT)

Regular, Full-Time

Workforce Development Services offers an array of services/activities that prepare youth (17-24) for the workforce. Workforce Development Specialist assists youth with their transition from Career Competency Development Training (CCDT) to employment. Position is directly responsible for engaging youth ages 14-24 in employment related activities such as Career Competency Training, Internships and/or Job Placements and Retention Support.

Essential Duties and Functions

  • Administer career assessments/Interest Inventories.
  • Engage youth in career counseling/planning.
  • Facilitate/coordinate Career Competency Development Training (i.e. Job Readiness Training).
  • Facilitate/coordinate Financial Literacy workshops (including identifying guest speakers).
  • Facilitate/administer Work Readiness Credential and Vocational Certification.
  • Identify, develop and sustain employment-related relationships.
  • Identify job placement and internship worksites.
  • Assist youth with the development of a professional portfolio.
  • Offer job placement assistance, job coaching and retention support.
  • Link to Hartford-area businesses, colleges, school systems, and community service organizations.
  • Performs other related tasks as assigned.


  • Bachelor’s degree required, preferably in Education, Counseling or other related field.
  • At least 2 years of academic, career and/or financial aid counseling experience.
  • Understanding of WIA eligibility guidelines and measures.
  • Ability to communicate and cooperate with diverse populations and different levels of school and government personnel.
  • Knowledge of issues related to postsecondary access including target populations, community agencies, member colleges and universities, etc.
  • Ability to initiate activities and work independently.
  • Ability to collaborate and work on teams.
  • Ability to represent center program mission to external constituencies.
  • Good organizational and follow-through skills.
  • Computer Literate in Microsoft Office applications.

3) Bookkeeper (Hartford)

Regular, Full-Time


The Bookkeeper is responsible for the core financial functions including payroll, accounts payable, deposits and maintenance of files.

Essential Duties and Functions

  • Ensure accurate and timely preparation of payrolls, including review and filing of all timesheets and accounting of earned time
  • Ensure accurate and timely deposits of income, including documentation and filing
  • Ensure accurate and timely recording and payment of all accounts payable, including documentation and maintenance of open and paid vendor files
  • Interact with internal and external persons such as vendors and resolve related problems
  • Maintain central contract files
  • Review and maintain monthly benefits invoices ensuring appropriate transactions for adding or removing personnel has been accomplished
  • Perform various general accounting functions such as journal entries, account reconciliations and special reports
  • Attendance required
  • Other duties as assigned


  • Bachelor’s Degree from an accredited college or university with a major in Accounting is preferred
  • At least three years of experience working in a financial office
  • Ability to communicate effectively in both oral and written form
  • Valid US Driver’s license
  • Thorough knowledge of accounting theory, concepts and practices applicable to accounting requirements of funding sources
  • Strong mathematical and analytical skills for monitoring accounting records and resolving accounting problems
  • Ability to analyze budgetary expenditures for compliance with approved agency and contract budgets
  • Ability to effectively communicate accounting information, policies, and/or procedures in a manner easily understood by customers
  • Computer literate with experience in Microsoft Office and MIP accounting software is desired but not required
  • Ability to develop, plan, and implement short and long term goals

3) Certified Academic Specialist (Hartford)

Regular, Part-Time

The certified academic specialist is responsible for delivering supplemental academic services based on each student’s need, derived from a referral form. The Specialist will coordinate with the Academic Coordinator to deliver all appropriate services and requirements.
OPP offers a rigorous blended learning academic environment for our youth, one that sets high expectations, is data-driven, and effectively blends individualized online curriculum with student-centered project-based learning.

Essential Duties and Responsibilities

  • Provide academic support services in accordance with Referral for each student;
  • Modify and develop your tutoring skills to meet individual tutee needs and to adjust to learning styles of students;
  • Meet with assigned students on a punctual and consistent basis, informing students and staff when the need to cancel/reschedule a session arises;
  • Inform students and appropriate staff about students’ progress on regular basis;
  • Demonstrate the ability to explain concepts to youth;
  • Maintain complete and accurate student records and provides appropriate documentation of student success in a timely manner;
  • Available to work 8-10 hours/week during 2014/15 academic year
  • Serve as appropriate role model internally and externally by maintaining a positive attitude;
  • Serve as appropriate role model internally and externally by maintaining a positive attitude;
  • Attend in-service training, as necessary
  • Demonstrate knowledge and support of Organization’s  mission, values, standards, policies and procedures, confidentiality standards, and code of ethical behavior;
  • Accomplish tasks as appropriately assigned or requested.


  • Education: Bachelor’s Degree from an accredited four-year educational institution
  • Certification: CT Secondary Education Certification


Path Academy Windham (Windham, CT)

Path Academy was unanimously approved as a state charter school in June 2013 by Connecticut’s Board of Education and is managed by Hartford-based non-profit Our Piece of the Pie. Opening in August 2014, Path Academy will re-engage over-age, under-credited students in the Windham, Connecticut region by supporting them through mastery of the critical skills necessary for success in college, career and community.

For more information on Path Academy and Our Piece of the Pie's role, please visit or here.

1) Youth Development Specialist

Regular, Full-Time

The YDS is responsible for youth development, workforce development and college/post-secondary awareness/readiness services that will help to keep students engaged in high school through their obtainment of their high school diploma and enrollment in a post-secondary education; coordinates and monitors the assessment, planning process and follow up for each youth, serves as an advocate and liaison for and on behalf of students.

Essential Duties and Responsibilities

  • Each student will be paired with a Youth Development Specialist (YDS) with whom they will meet at least once a week
  • Works together with student to create an Individualized Service Plan (ISP) to assess where they are, and create a step-by-step plan to get where they want to be
  • Assesses each student's personal development through the use of the teachings and techniques of the Thrive Foundation for Youth: intended to build a youth’s social and emotional competence, unpack traumas, encourage the adoption of new norms and behaviors, and cultivate a “growth” mindset
  • Acts as attendance monitor and provide attendance outreach to students if they are not in school
  • Serves as the primary point of contact for parents, and increase parent engagement in the student academic experience
  • Acts as central hub for the individualized coordination of school-wide programs and services for each student, working with teachers and other service areas
  • Accepts new assignments, establishes the first point of contact, reviews the Pathways model, and builds trust with each referred youth
  • Provides proactive solutions and resources; empowers youth to work towards reducing barriers
  • Engages weekly with youth through the following methods- email, telephone, face-to-face, and social networking, etc.
  • Researches community resources and services based on youth’s needs and empowers the youth and families to access services
  • Works with parents/caring adults to promote involvement in the student’s education/life
  • Provides systematic data collection and documentation of student’s progress toward their established goals via automated information management systems and insures data inputs are timely and accurate, maintains student hardcopy documentation as needed
  • Achieves organizational standards: engagement, participation, completion, and retention rates
  • Identifies and communicates significant caseload abnormalities during monthly case management review sessions with the Director
  • Serves as student’s advocate, assessing and assuring that quality care is given via one-on-one student mentoring
  • Collaborates with academic staff to deliver OPP’s blended learning educational programs and Pathway Specific Educational Support (i.e. tutoring, homework help, SBAC Prep)
  • Works with the academic staff to ensure students compliance with graduation requirements
  • Works with Academic Services and Post-Secondary Career Coordinator in the coordination of college/post-secondary partnerships, tours and scholarship resources (FASFA Assistance, Bridge Programs, College Application Assistance, financial aid and S/PSAT Prep workshops, college essays and application)
  • Collaborates with OPP Workforce Development department to introduce career competency development programing and to cultivate internship placements
  • Assists in providing experiential learning opportunities within the school
  • Performs home and/or site visits as needed


  • Bachelor’s degree in human services field required (i.e. Social Work, Psychology)
  • Two-three years of experience working in case management environment with a particular focus on youth and/or young adults ages 14-24
  • LSW is preferred, not required
  • Proficient in use of computer technology primarily Microsoft Word & Excel
  • Excellent written and oral communications skills
  • Ability to work independently
  • Valid CT driver’s license and reliable transportation and/or own vehicle

 If you are interested in any of the positions noted above please submit cover letter & resume to