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Open Sky Community Services Director of Contracts and Budgets in Worcester, Massachusetts

Description and Responsibilities

Open Sky is seeking an experienced financial professional with multi-disciplinary leadership to fulfill the Director of Contracts and Budgets position. Under the supervision of the Vice President of Finance, the Director of Contracts will have primary responsibility for all pre and post contract award administration activities and play a critical role in a growing Human Services agency.

The ideal candidate will be able to interpret regulations including policies, agreements, and award documents to determine allowable expenditures, payment provisions and financial reporting requirements. They will also have some knowledge or general understanding of Generally Accepted Accounting Principles and Uniform Financial Reporting (UFR).

Other Key Responsibilities:

  • Support the Draft responses to contract bids, negotiations, and proposals.

  • Manage the contract life-cycle (extension, close-out, or renewal of contracts) for MOU's, and sub-contracts.

  • Work closely with state funding partners. Manage and support State billing portals such as the EIM.

  • Responsible for managing documents and deadlines, staff mapping, tracking results, working with programs teams to ensure funds are fully spent appropriately, and timely submission of financial reporting to funders.

  • Work closely with the VP of Accounting and Financial Reporting to ensure revenues and expenses are properly documented, tracked, and reported.

    Open Sky is committed to anti-racist hiring practices to foster and provide opportunity to diverse leadership and professional advancement of those who offer a diverse set of experiences and perspectives to achieve the Open Sky mission. This position adheres to our Equitable Hiring and Interviewing Practices, which provides intentionally equitable recruitment hiring procedures to diversify our most senior levels of management.


  • Minimum 7-10 years’ experience in finance and contracts management required.

  • Previous experience in data and analytics required.

  • Experience with leading cross-departmental multi-disciplinary teams (including functions such as human resources, payroll, benefits, insurance, IT, real estate, and other related functions) required.

  • Knowledge of, or general understanding of Uniform Financial Reporting (UFR) and General understanding of Generally Accepted Accounting Principles (GAAP) a plus.

  • High School Diploma, GED or equivalent, required.

  • Valid Driver’s License and acceptable driving record required.

About Us

At Open Sky Community Services, we open our doors, hearts, and minds to the belief that every individual, regardless of perceived limitations, deserves the chance to live a productive and fulfilling life.

Open Sky is on an anti-racist journey, committed to learning, living, and breathing inclusion, opportunity, diversity, racial equity and justice for ALL.

At Open Sky, you’ll join over 1,100 compassionate and highly trained professionals who put innovative, evidence-based practices to work in ways that positively impact our communities across Central Massachusetts and beyond.

As a trauma-informed organization, Open Sky strives for transparency and sensitivity to the experiences of those we interact with. Self-care is encouraged, and we are committed to providing a positive work culture that is focused on continuous learning and the value of diverse perspectives.

Open Sky is proud to be an industry leader in pay and benefits. Open the Door to Possibility, and begin your career with Open Sky today!

Benefits of Working for Open Sky Include:

  • Excellent Supervision (Individual and Group), Professional Development, and Training Opportunities

  • Generous paid time off plan – you start with 29 days (almost 6 weeks!) in your first year, including 12 paid holidays. Increases to 32 days in your 2nd year, and the current maximum is 43 days (OVER 8 WEEKS!)

  • We pay for your higher education! Ask about our Tuition Reimbursement Program, and reimbursement for a variety of Human Services certifications

  • Medical, Dental and Vision Insurance with Prescription Plan

  • 403b Retirement Plan with Employer Match

  • Life Insurance (100% Employer-Paid)

  • Eligible employer for the Public Student Loan Forgiveness Program

  • And more!

    Open Sky celebrates diversity and is proud to be an Equal Opportunity Employer. In compliance with federal and state employment opportunity laws, qualified applicants are considered for all positions without regard to race, gender, national origin, religion, age, sexual orientation, disability, veteran or disabled Veteran status.

Job ID2023-8484