Deputy Director
Massachusetts Nonprofit Network, Cambridge, MA, United States
# Deputy DirectorCentral Square Business Improvement District### Job Description**About Central Square BID**The Central Square Business Improvement District (CSBID) is a 501(c)(3) nonprofit organizationestablished in 2019 to enhance, promote, and support the Central Square Cultural District inCambridge, MA. We strengthen Central Square through clean and safe services, public realmmanagement, placemaking, economic development, and deep community partnerships.**Position Summary**The Deputy Director / COO is a senior executive responsible for the operational health, financialstability, and internal organizational systems of CSBID. Reporting directly to the Executive Director,the Deputy Director oversees daily operations, manages resources and cross-departmentalprojects, and translates strategic priorities into executable plans.This role is being established to strengthen operational systems, improve organizational efficiency,and support the organization's long-term financial sustainability as CSBID grows.**The ideal candidate is highly organized, proactive, and detail-oriented — someone who balances strategic thinking with hands-on execution and brings strong communication, financial acumen, and genuine energy to the work.****Key Responsibilities****1. Operational Leadership & Execution**• Oversee day-to-day operations of the organization, ensuring reliability, clarity, and accountability• Develop and refine operational systems, workflows, and standard operating procedures• Lead planning and coordination across departments to ensure commitments are delivered ontime and within budget• Partner with the Executive Director to align operational execution with strategic priorities• Act as Executive Director in their absence
**2. Financial Management & Discipline**• Lead the annual budget process from planning through execution and reporting• Oversee monthly financial tracking, forecasting, and variance analysis• Strengthen financial discipline to reduce surprises, reinforce sustainability, and protectreserves• Identify opportunities to optimize costs, strengthen margins, and expand diversified revenuestreams• Lead planning and management of the annual financial audit and budget formulation• Ensure sound internal controls, account reconciliations, and compliance across all financialoperations• Supervise accounts payable, accounts receivable, cash management, and grant-relatedfinancial functions**3. Team & Organizational Leadership**• Supervise staff and contractors across departments, ensuring clarity of roles and performanceexpectations• Strengthen performance management systems to support staff development andaccountability• Conduct regular supervision meetings and annual performance reviews• Improve internal communications, collaboration, and organizational alignment• Support recruitment, onboarding, and training in partnership with the Executive Director**4. Project Prioritization & Capacity Management**• Maintain and oversee the organization's master project plan, aligning initiatives with realistictimelines and organizational capacity• Assess organizational readiness before launching new initiatives• Promote execution discipline — ensuring existing commitments are delivered beforeadditional expansion is pursued**5. Institutionalization & Risk Management**• Strengthen internal documentation, knowledge systems, and operational redundancy toreduce organizational risk• Support compliance across contracts, grants, HR, insurance, and reporting requirements• Increase organizational resilience during personnel transitions and unexpected events**6. Board Operations, Governance & Executive Support**• Serve as the primary internal lead for board operations, governance systems, and executivesupport• Partner with the Executive Director and Board leadership to maintain a clear annual governance calendar — meetings, committee cycles, audits, budgets, and strategic milestones
• Prepare and coordinate board materials, dashboards, and financial reports in a consistent andprofessional format• Support board committees — Finance, Governance, and others — with agendas, follow-up,and execution tracking• Ensure board decisions are translated into clear internal priorities and operational follow-through• Strengthen compliance with bylaws, policies, and governance best practices**Qualifications & Experience****Required**• 8+ years of progressive operational leadership — ideally in nonprofits, BIDs, municipalpartnerships, or complex civic organizations• Demonstrated track record managing budgets, finances, and operational systems with realdollar accountability• Strong project management and organizational design skills• Experience supervising teams and improving internal processes• Proficiency with Salesforce or comparable CRM/task management systems**Preferred**• Experience leading operations in a BID, city agency, CDC, urban planning organization, orsimilar institution• Comfort with financial forecasting, performance dashboards, and board reporting• Ability to work collaboratively with external stakeholders — municipal partners, boards, andfunders**Compensation & Benefits****Salary range: $120,000 – $135,000***Performance incentive program available for exceptional results.*• 100% employer-paid individual health insurance with partial dependent coverage• Dental and vision coverage• 3–4 weeks PTO plus sick time and standard holidays• $2,000–$5,000 annual professional development budget — IDA, conferences, coaching,executive development
**How to Apply****Application deadline: Tuesday April 21st, 2026 at 5:00 PM — no extensions.**Send the following to hello@centralsq.org:• Resume — PDF preferred• Cover letter — tell us specifically why this role and why Central Square BID*We will acknowledge all applications and move quickly. First-round screening calls begin the week**of April 28th.**No phone calls please. Email hello@centralsq.org for all questions.*ApplyJob Location:Cambridge, MAJob Category:ExecutiveEmployment Type:Full Time #J-18808-Ljbffr
**2. Financial Management & Discipline**• Lead the annual budget process from planning through execution and reporting• Oversee monthly financial tracking, forecasting, and variance analysis• Strengthen financial discipline to reduce surprises, reinforce sustainability, and protectreserves• Identify opportunities to optimize costs, strengthen margins, and expand diversified revenuestreams• Lead planning and management of the annual financial audit and budget formulation• Ensure sound internal controls, account reconciliations, and compliance across all financialoperations• Supervise accounts payable, accounts receivable, cash management, and grant-relatedfinancial functions**3. Team & Organizational Leadership**• Supervise staff and contractors across departments, ensuring clarity of roles and performanceexpectations• Strengthen performance management systems to support staff development andaccountability• Conduct regular supervision meetings and annual performance reviews• Improve internal communications, collaboration, and organizational alignment• Support recruitment, onboarding, and training in partnership with the Executive Director**4. Project Prioritization & Capacity Management**• Maintain and oversee the organization's master project plan, aligning initiatives with realistictimelines and organizational capacity• Assess organizational readiness before launching new initiatives• Promote execution discipline — ensuring existing commitments are delivered beforeadditional expansion is pursued**5. Institutionalization & Risk Management**• Strengthen internal documentation, knowledge systems, and operational redundancy toreduce organizational risk• Support compliance across contracts, grants, HR, insurance, and reporting requirements• Increase organizational resilience during personnel transitions and unexpected events**6. Board Operations, Governance & Executive Support**• Serve as the primary internal lead for board operations, governance systems, and executivesupport• Partner with the Executive Director and Board leadership to maintain a clear annual governance calendar — meetings, committee cycles, audits, budgets, and strategic milestones
• Prepare and coordinate board materials, dashboards, and financial reports in a consistent andprofessional format• Support board committees — Finance, Governance, and others — with agendas, follow-up,and execution tracking• Ensure board decisions are translated into clear internal priorities and operational follow-through• Strengthen compliance with bylaws, policies, and governance best practices**Qualifications & Experience****Required**• 8+ years of progressive operational leadership — ideally in nonprofits, BIDs, municipalpartnerships, or complex civic organizations• Demonstrated track record managing budgets, finances, and operational systems with realdollar accountability• Strong project management and organizational design skills• Experience supervising teams and improving internal processes• Proficiency with Salesforce or comparable CRM/task management systems**Preferred**• Experience leading operations in a BID, city agency, CDC, urban planning organization, orsimilar institution• Comfort with financial forecasting, performance dashboards, and board reporting• Ability to work collaboratively with external stakeholders — municipal partners, boards, andfunders**Compensation & Benefits****Salary range: $120,000 – $135,000***Performance incentive program available for exceptional results.*• 100% employer-paid individual health insurance with partial dependent coverage• Dental and vision coverage• 3–4 weeks PTO plus sick time and standard holidays• $2,000–$5,000 annual professional development budget — IDA, conferences, coaching,executive development
**How to Apply****Application deadline: Tuesday April 21st, 2026 at 5:00 PM — no extensions.**Send the following to hello@centralsq.org:• Resume — PDF preferred• Cover letter — tell us specifically why this role and why Central Square BID*We will acknowledge all applications and move quickly. First-round screening calls begin the week**of April 28th.**No phone calls please. Email hello@centralsq.org for all questions.*ApplyJob Location:Cambridge, MAJob Category:ExecutiveEmployment Type:Full Time #J-18808-Ljbffr