Director Of Operations Jobs in Roxbury, MA (NOW HIRING)

ABOUT TENACITY

Tenacity is a Boston-based nonprofit organization that empowers under-resourced youth to graduate from high school and succeed in post-secondary education. Since 1999, Tenacity has delivered high-dosage youth enrichment programs integrating literacy, life skills, racket sports, fitness, and social-emotional development to students aged 6-22 across Boston, Worcester, and Chelsea. Tenacity students achieve a 95% high school graduation rate and 75% post-secondary success rate - outcomes that far exceed city and state averages. Diversity, equity, and inclusion are core to everything we do.

POSITION SUMMARY

The Associate Director of Operations is a key operational and data leader reporting to the CEO. This role oversees student data systems and BPS contract/site compliance, while also managing core organizational operations, including insurance, technology, facilities, and non-CFO financial administration.

The role directly supervises the HR Coordinator and Office Administrator, providing systems oversight, tools, and senior guidance, and coordinating external HR and legal support as needed.

This position is well-suited for a detail-oriented, systems-minded professional comfortable working across data, operations, andpeoplefunctions in a fast-paced, mission-driven environment.

KEY RESPONSIBILITIES

1. Student Data & BPS School Site Support (~30%)

• Lead student data collection, management, and reporting across all program sites.
• Manage administrative and compliance requirements for Boston Public Schools contracts.
• Oversee student data systems, including staff training and support.

• Produce reports for program leadership, the CEO, BPS, and other stakeholders.

• Support the ACE program team in coordination with the ACE Director.

• Identifyand resolve data quality issues and enforce data standards.

2. Insurance & Risk Management (~20%)

• Manage all organizational insurance policies, including renewals, audits, payments, and compliance.

• Serve as the primary contact for insurance claims, broker communications, and coverage questions.

• Maintain organized insurance records and prepare documentation for annual audits.

• Monitor policy terms, deadlines, and coverage gaps, recommending updates as needed.

• Coordinate with the CFO to ensureaccurateinsurance payments and financial records.

3. Financial Administration (~5%)

• Support annual audits bymaintainingaccurateoperational and financial records.

• Oversee billing, invoicing, and financial filings for operational expenses.

• Manage organizational accounts outside the CFO's direct scope.

• Review and approve Operations and HR budgets with the HR Coordinator and Office Administrator.

• Flag budget variances and spending concerns to the CEO and CFO.

4. Technology & Office Operations (~8%)

Technology Oversight

• Manage relationships with external IT consultants and technology vendors.

• Oversee technology contracts, purchases, and IT strategy, including cybersecurity and data security.

• Ensure staff are onboarded withappropriate technologyaccess in coordination with the Office Administrator and IT consultant.
  

Office & Facilities Management

• Manage Tenacity's building lease and landlord relationship.

• Overseetimelyresolution of facilities and maintenance issues.

• Ensure office spaces are safe, functional, organized, and well-maintained.

• Supervise day-to-day office operations, supplies, and vendor management.

5. Supervision of HR Coordinator & Office Administrator (~8%)

• Supervise the HR Coordinator and Office Administrator through regular check-ins, guidance, and performance evaluations.

• Ensure both team members have the resources and clarity needed to succeed.

• Support professional development and connect staff with relevant training opportunities.

• Coordinate HR and Operations functions to prevent gaps and duplication.
  

6. HR Senior Support (~8%)

• Ensure the HR Coordinator has the tools, systems, and policies needed to manage daily HR operations.

• Provide guidance on HR questions and decisions whilemaintainingappropriate ownershipof day-to-day functions.

• Coordinate between the HR Coordinator and external HR consultant to ensure effective engagement and follow-through.

• Engage pro bono employment counsel on employee relations matters as needed and brief the CEO on sensitive issues.

7. Leadership & Organizational Meetings (~10%)

• Serve on the Senior Leadership Team, contributing to organizational planning and decision-making.

• Represent operations and data functions in cross-departmental planning and staff meetings.

• Support planning and execution of major annual events

• Model Tenacity's values of equity, respect, accountability, and continuous learning.

8. Organizational Flexibility & Special Projects (~11%)

• Respond to unplanned organizational needs as directed by the CEO, including time-sensitive issues thatcutacross departments.

• Support staff communications, events, and special initiatives throughout the year.

• Provide cross-functional support during staff absences, transitions, and high-demand periods.

QUALIFICATIONS

Education & Experience

• Bachelor's degreerequired; advanced degree in Education, Public Administration, Data Management, Nonprofit Management, ora relatedfielda plus.

• Minimum 4-6 years of progressive experience in nonprofit operations, data coordination, or a closely related field.

• Demonstrated experience managing data systems and producing reports.
• Familiarity with insurance administration, vendor management, and organizational operations.
• Prior supervisory experience required.

Skills & Competencies

• Strong data management skills, including quality control and clear reporting for diverse audiences.

• Highly organized and detail-oriented, with the ability to manage multiple priorities, deadlines, and compliance requirements.

• Proficient in Microsoft 365 (Excel, Word, PowerPoint, Teams, SharePoint); experience with student data systems or Salesforce preferred.

• Exercises discretion and integrity when handling sensitive student, financial, and personnel information.

• Collaborative and relationship-oriented, with the ability to build trust across teams and partners.
• Strong written and verbal communication skills, including presenting data and operational updates to leadership.
• Committed to Tenacity's mission and advancing educational equity for Boston youth.

COMPENSATION & BENEFITS

• Salary: $65,000 - $75,000 annually,commensuratewith experience.

• Full benefits package including health, dental, disability, and 401(k).

• Professional development support.
• Collaborative, mission-driven work environment.

Tenacity provides equal employment opportunities without regard to race, color, religion, sex, national origin, age, disability, marital status, veteran status, sexual orientation, gender identity, or genetic information. Individuals from underrepresented groups are strongly encouraged to apply.