• Support the oversight and execution of the External Affairs’ functions for UpTogether through the end of 2026, serving as a strategic thought partner to the team and CEO. • Be a relationship steward, cultivator of new funding opportunities, and coordinator, while ensuring continuity across national fundraising, partnership, and communications during the interim period. • Along with the CEO, provide bi-weekly support to the External Affairs team which includes Senior Partnership Managers and consultants, to facilitate ongoing pipeline development, fundraising, proposal development, and project execution. • Assist with oversight of contractors to similarly ensure timely and quality execution of work. • Meet regularly with foundations, partners, municipal representatives, coalitions, and other stakeholders to maintain partner relationships and fundraising, as well as cultivate new prospects. • Submit pending / upcoming proposals and steward proposals through decision and fund implementation where funding is secured. • Coordinate and support new proposal development, internal review, and grant applications. • Maintain Salesforce records, proposal tracking, and project management flows. • Serve as point person for funding prospects that are already underway, in place, or requiring project development and fund design. • Meet with existing stakeholders about specific fund-related needs, which may range from relationship development and maintenance, to identifying donors and partners, to scoping out fund design, and supporting implementation of existing and new funds through cross-functional coordination and partner engagement. • Actively prospect and lead new fundraising opportunities for both direct cash and operations. • Update pipeline dashboard and create relevant reports for the Board of Directors, Executive Team, and All Staff meetings to demonstrate revenue progress, trends, insights, and analysis. • Along with the CEO, lead strategic external communications, presentations, talking points, partner engagements, and any other external-facing materials. • Support UpTogether’s individual giving efforts by maintaining donor stewardship, coordinating donor communication and acknowledgment, helping the stewardship of donors. • Support planning and execution of UpTogether’s year-end giving campaign, coordinating campaign timeline, messaging, donor outreach, campaign materials, reporting and collaboration with Board of Directors and Executive Team. • Support the Executive Team and Board of Directors in regularly scheduled meetings, to ensure the continued coordination of governance and strategic work and the presentation of timely, data-driven information for decision-making. • Plan, coordinate, and facilitate quarterly Board of Directors meetings and bi-monthly Board Committee meetings. • Prepare agendas and presentations, compile key information and data, highlight decision points, and send timely communications and correspondence. • Prepare meeting minutes, track follow-up tasks and ensure timely completion of action items by the Board, the Executive Team, and across departments internally. • Support Executive Team meetings and governance as-needed. • Track strategic initiatives, key updates, and operational execution of time-sensitive Executive Team work. • Facilitate dissemination of Executive Team updates, ensure coordination of follow-up needs across teams, and, incorporate input from the team to facilitate 360 flow of information. • Tie together fundraising developments and revenue information for Executive Team and Board Meeting presentations. • Prepare metrics, insight, and analysis for the Executive Team and Board as needed. • Coordinate and help prepare agendas and presentations for monthly All-Staff National Team Meetings.

• Drive high-priority initiatives across the business. • Work with leadership to solve business and product challenges. • Build new teams, processes, and capabilities as the company grows. • Lead cross-functional projects from planning through execution. • Research new markets, products, and business opportunities. • Improve how we operate by identifying problems and implementing practical solutions. • Take ownership of projects and deliver meaningful business outcomes.

• Assist the President and CEO in managing day-to-day operations of the organization and strategically allocating time. • Work with the President and CEO’s executive assistant to ensure his calendar, engagements, travel, and preparation reflect organizational priorities and are appropriately sequenced and advanced. • Facilitate communication among the senior leadership to promote collaboration, coordination, integration, and productivity across the organization. • Partner closely with the President and CEO to shape priorities, anticipate challenges, and support effective leadership across the team. • Work closely with the President and CEO to design and facilitate effective leadership team and senior leadership team meetings that reinforce shared goals, trust, and disciplined execution. • Manage the planning, preparation, and execution of FLA Board of Directors meetings, including coordinating with all teams on calendar of deadlines, written materials to be provided to the board, content of meetings, communications about meetings, and identification of special guests. • Partner with the Board Liaison to provide strategic direction and coordination for board and committee relations, ensuring alignment among governance engagement, organizational priorities, and the President and CEO’s agenda. • Ensure decisions, context, and follow‑up are communicated clearly, reducing ambiguity and duplication, including the successful communication of institution-wide projects to staff and stakeholders. • Represent the FLA in external meetings. • Set clear priorities, workflows, and quality standards for the executive office to ensure consistent excellence in interaction between the office and the rest of the organization and key external stakeholders. • Plan and direct the operations, staffing, and budget for the executive office.

Role Description We are seeking an experienced, highly strategic Chief of Staff and Strategic Operations Leader to serve as a key partner to senior leadership in scaling and optimizing a large, complex organization of approximately 500 employees. This role goes beyond traditional operational support. The Chief of Staff will help shape organizational strategy, drive execution against business priorities, and establish the planning, governance, and operating frameworks that enable teams to scale effectively. The ideal candidate is a systems thinker, exceptional problem solver, and influential leader who thrives in ambiguity, challenges conventional thinking, and continuously seeks innovative ways to improve organizational efficiency. As a trusted advisor to leadership, this individual will play a meaningful role in aligning strategy to execution, ensuring resources are focused on the highest-value work, and driving cross-functional collaboration across the organization and its key partners. Responsibilities - Lead strategic planning and execution by partnering with senior leadership to translate business strategy into roadmaps, priorities, governance, and measurable outcomes across a 500-person organization. - Drive organizational design and workforce strategy through headcount planning, budgeting, organizational effectiveness, operating model evolution, and talent planning in partnership with Finance and HR. - Advise executives and lead strategic programs by managing cross-functional initiatives, facilitating executive decision-making, and developing data-driven business cases and recommendations. - Champion operational excellence by improving planning processes, business rhythms (QBRs/QBOs), governance, metrics, and scalable operating models that accelerate execution and productivity. - Enable cross-functional alignment by coordinating Product, Engineering, Sales, Customer Success, Finance, and HR to manage dependencies, align priorities, and ensure execution remains focused on customer and business outcomes. Qualifications - 10+ years of experience in strategic operations, management consulting, business transformation, Chief of Staff, program leadership, or similar strategic roles. - Demonstrated success supporting large, complex organizations (300+ employees preferred) through periods of growth, transformation, or scale. - Proven ability to influence senior executives and drive alignment across diverse stakeholder groups without direct authority. - Strong experience in organizational planning, workforce strategy, operating model design, portfolio management, and strategic execution. - Outstanding critical thinking, problem-solving, and analytical capabilities with the ability to navigate ambiguity and make data-driven recommendations. Preferred Qualifications - Experience leading large-scale cross-functional initiatives involving multiple teams and business functions. - Outstanding executive communication and storytelling skills, including development of board-level and executive-level content. - Strong business acumen with the ability to balance strategic thinking and execution. - Demonstrated ability to challenge existing processes and introduce innovative approaches that improve organizational performance. Benefits - Medical, dental and vision insurance. - 401(k) plan with a Cisco matching contribution. - Paid parental leave. - Short and long-term disability coverage. - Basic life insurance. - 10 paid holidays per full calendar year, plus 1 floating holiday for non-exempt employees. - 1 paid day off for employee’s birthday, paid year-end holiday shutdown, and 4 paid days off for personal wellness determined by Cisco. - Non-exempt employees receive 16 days of paid vacation time per full calendar year. - Exempt employees participate in Cisco’s flexible vacation time off program. - 80 hours of sick time off provided on hire date and each January 1st thereafter. - Optional 10 paid days per full calendar year to volunteer.