Director of Operations

ReadyCT•Hartford, CT

1d•Onsite

About The Position

ReadyCT is seeking a dynamic, multi-talented director of operations to serve as a cornerstone of our leadership team. This is a critical role: you will be a “jack/jill of all trades” overseeing HR, administration, and board management, ensuring our mission-driven work is supported by an effective infrastructure. Additionally, you will provide the financial and governance oversight necessary for a growing nonprofit – from budgeting and board reporting to grant management and compliance. Finally, the successful candidate will be an operational leader capable of tackling any organization challenge that may arise. This role is envisioned as a key leadership pillar, with the potential to transition into a more senior function over time. As a key member of ReadyCT’s leadership team, the director of operations will ensure ReadyCT’s financial integrity, operational efficiency, team vibrancy, and long-term sustainability. In this role, you’ll oversee all aspects of administration, budgeting, financial reporting, human resources, and board support, while driving a workplace culture that supports organizational growth. This role is ideal for someone who thrives in a dynamic, fast-paced environment and wants their work to contribute to statewide impact. The director of operations will supervise a diverse team serving as a main point of contact for human resources, operations, finance, and administrative functions across the organization. You are not a siloed worker. You are energized by a multifaceted role and are willing to pivot from a budget spreadsheet to an HR issue or a systems workflow at a moment's notice.

Requirements

Bachelor’s degree in finance, accounting, business, or related field required
10+ years of progressive experience in nonprofit operations leadership.
Commitment to ReadyCT’s mission and values.
Strong analytical, organizational, and problem-solving skills with exceptional attention to detail and precision.
Experience overseeing HR functions including recruitment, benefits, payroll, employee relations, and compliance.
Proven success managing organization-wide budgets, grants, funder reporting, and audits.
Demonstrated ability to develop systems and processes that improve efficiency and transparency.
Excellent communication, interpersonal, and supervisory skills with a focus on collaboration and integrity.
A strong ability to prepare and deliver slide presentations.
Professional presence to report to the board of directors and the executive director, but the humility to chip in wherever the team needs help.
Experience with the full spectrum of board management and administration.
Ability to travel periodically across Connecticut for meetings and events.
Proficiency in accounting and HR management systems, Google Workspace, and Microsoft Office Suite.
Strong ability to balance strategic thinking with day-to-day operational needs.

Nice To Haves

advanced degree and/or CPA preferred
Preferred experience in Connecticut-based nonprofits or organizations with heavy grant-funded structures.

Responsibilities

Act as the primary bridge between finance, development, and program teams to ensure operational and fiscal alignment.
Oversee day-to-day administration, including vendor relationships, contract repositories, and procurement workflows.
Manage operational infrastructure, including technology, vendor relationships, and insurance/risk management.
Step into various operational gaps as they arise — whether it’s a facility issue, a complex grant reporting challenge, or a new organizational initiative.
Align financial and operational systems with ReadyCT’s strategic plan and KPIs.
Provide regular updates and reports to the executive director, ReadyCT Board of Directors, and board finance committee.
Manage board relations, inclusive of preparing board meeting materials and schedule board and committee meetings.
Contribute to long-range financial planning, sustainability, and organizational improvement efforts.
Manage all elements of organizational insurance, including the annual review of coverages.
Provide expertise in insurance coverage to programs relative to risk assessment with vendors and grantees, as needed.
Lead all accounting, budgeting, forecasting, and financial reporting in collaboration with the executive director and ReadyCT’s accounting partner, Accounting Resources, Inc.
Manage audit preparation, ensure GAAP and nonprofit compliance, and maintain strong fiscal controls.
Oversee grant and contract accounting, invoicing, and reporting to funders and other key stakeholders, including the ReadyCT Board of Directors.
Provide financial analysis and insights to inform strategic and programmatic decisions.
Oversee the integrity of accounting and HR systems and internal controls.
Assist with development efforts, inclusive of (1) grant research and preparation, budgeting, and reporting, and (2) donor cultivation and relations, as appropriate.
Supervise the talent & HR generalist, providing strategic direction for all aspects of the employee lifecycle, including recruitment, onboarding, retention, compensation, and performance management.
Oversee benefits administration, policy development, compliance, and staff engagement initiatives.
Partner with leadership to strengthen organizational culture and ensure a positive, inclusive workplace.
Support professional development planning and HR systems optimization.
Model the "roll up your sleeves" mindset that defines ReadyCT, fostering a culture of accountability and continuous improvement.