Director, People Strategy & Optimization

Cityblock Health; United States; On-site; USD 165,000 - 175,000; Full time

Benefits offered by this job

Health insurance

Life insurance

Retirement benefits

Equity program

Paid time off

Job summary

Cityblock Health is seeking a Director, People Strategy & Optimization to act as a trusted advisor to the Chief People Officer and People Leadership Team. The role focuses on translating strategy into executable action, delivering executive communications, and driving accountability across the People function through analytics-driven insights.

The role requires building board-ready materials, managing complex, cross-functional programs, and influencing without formal authority to achieve

Qualifications

• 7+ years in strategic operations, program management, or comparable high-accountability role.
• Proven ability to build executive- and board-level presentations with data storytelling.
• Experience preparing materials for or presenting to a Board of Directors or Compensation Committee.
• Strong fluency in people analytics to inform strategy and decision-making.
• Experience using Workday or similar HRIS to access workforce data.
• Proven ability to influence without formal authority and manage complex stakeholder dynamics.

Responsibilities

• Act as trusted advisor to the People Leadership Team and strategic partner across organizational matters.
• Help prioritize priorities for leadership visibility and team-level execution.
• Own executive- and org-wide communications, including Board materials and Talent/Compensation content.
• Translate people data into clear, decision-ready narratives and insights.
• Lead cross-functional programs from strategy through execution with accountability and discipline.

Skills

Executive communications

People analytics

Stakeholder influence

Strategic operations

Program management

Tools

Workday

Job description

About the Role

Cityblock Health is seeking a Director, People Strategy & Optimization to serve as a trusted advisor and strategic partner within the Office of the Chief People Officer. This person will operate at the center of how the People function plans, communicates, and executes, helping translate strategy into action and ensuring alignment, momentum, and accountability across the organization. This role spans several critical areas: serving as a strategic thought partner to the People Leadership Team, owning the development of executive level communications, including board and Talent and Compensation materials, using people analytics to surface insights that inform strategy and articulate impact to the business, identifying opportunities to strengthen and evolve how the People function operates, and driving accountability across the PLT and People org against clear, measurable goals. This role is built for someone who can move fluidly between big-picture strategy and rigorous execution: someone who builds board-ready presentations with polish and precision, crafts brilliant insights leveraging people analytics to inform recommendations and decision-making, and can navigate complex organizational dynamics in service of the function's goals. This is a role for someone who earns trust through consistency and follow-through, not through seeking approval, and who holds themselves and others to a high bar. They are excellent project managers and able to lead independently, while collaborating across teams, influencing without authority.

What You'll Do

• Act as a trusted advisor and thought partner to the People Leadership Team, offering sound judgment on strategic, sensitive, and organizational matters
• Help the People leadership team prioritize effectively, determining what requires broader leadership visibility versus what can be resolved at the team level
• Support continuity and alignment across the People function, including representing key priorities and context in meetings and initiatives as needed
• Build compelling, board- and executive-level presentations and materials, translating complex people data and strategy into clear, decision-ready narratives
• Own the development and preparation of executive-level and org-wide communications, including Board Talent and Compensation Committee materials, partnering with Finance, Legal, and executive stakeholders to ensure materials are accurate, well-framed, and delivered on schedule
• Anticipate questions and prepare supporting analyses and talking points ahead of executive and Board discussions, and track follow-up actions and commitments
• Bring deep fluency in people analytics to inform strategy, clearly articulate impact and ROI to the business, track progress against goals, and surface insights proactively
• Connect information and trends across People disciplines to surface patterns and insights that may not be visible within any single function
• Assess and improve how the People function operates, including priorities, decision-making, and resource allocation, identifying opportunities to strengthen the operating model as Cityblock scales
• Drive high-functioning capabilities across the People Leadership Team and broader People organization
• Build credibility and influence outcomes across teams and functions through expertise, consistency, and clear communication
• Anticipate and help resolve friction points across stakeholder groups in service of the function's goals
• Set and hold the People leadership team accountable both day-to-day and strategically, big picture
• Lead the team to design and deliver against clear, measurable goals, using strong SMART goal-setting and program management discipline
• Manage complex, cross-functional programs and initiatives from strategy through execution, ensuring nothing falls through the cracks
• Deliver clear, direct feedback to peers and team members in service of high performance, comfortable holding a high bar even when it's not the most popular position
• Take direction well and execute independently once aligned, bringing genuine curiosity to new problems and ambiguous situations
• Collaborate closely and lean in as a true partner to the People leadership team, while maintaining the independence to drive work forward without constant oversight

What We're Looking For

• 7+ years of experience in strategic operations, program/project management, management consulting, or a comparable high‑accountability strategic role; People/HR‑adjacent experience a plus, but not required if analytical and program management skills are strong
• Demonstrated ability to build high-quality, executive- and board-level presentations, with strong command of storytelling through data
• Experience preparing materials for or presenting to a Board of Directors or Compensation Committee, ideally in a People, Finance, or Strategy capacity
• Strong people analytics fluency: comfortable working with workforce data, engagement metrics, and talent metrics to inform strategy and decision-making
• Experience working within Workday (or comparable HRIS platforms) to access, interpret, and present workforce data
• Proven ability to influence without formal authority, and to navigate complex stakeholder dynamics with tact and discretion
• A confident communicator, written and verbal, who can hold a room and hold a hard conversation
• A track record of setting and enforcing accountability, including experience with SMART goal frameworks and performance tracking
• A person who is comfortable earning trust and respect over time, rather than seeking to be liked in the short term
• Excellent program management skills, with the ability to manage multiple complex workstreams simultaneously
• A naturally curious, collaborative mindset, paired with the independence to execute without close supervision once direction is set

We take into account an individual's qualifications, skillset, and experience in determining final salary. This role is eligible for health insurance, life insurance, retirement benefits, participation in the company's equity program, paid time off, including vacation and sick leave. The actual offer will be at the company's sole discretion and determined by relevant business considerations, including the final candidate's qualifications, years of experience, skillset, and geographic location. The expected salary range for this position is: $165,000 - $175,000

Cityblock values diversity as a core tenet of the work we do and the populations we serve. We are an equal opportunity employer, indiscriminate of race, religion, ethnicity, national origin, citizenship, gender, gender identity, sexual orientation, age, veteran status, disability, genetic information, or any other protected characteristic.

We do not accept unsolicited resumes from outside recruiters/placement agencies. Cityblock will not pay fees associated with resumes presented through unsolicited means.

Cityblock Health is the first tech‑driven provider for communities with complex needs—bringing better care to where it’s needed most, block by block. Founded in 2017 on the premise that “health is local” and based in Brooklyn, we are backed by Alphabet’s Sidewalk Labs along with some of the top healthcare investors in the country. Our mission is to improve the health of underserved communities. Importantly, our solutions are designed specifically for Medicaid and lower‑income Medicare beneficiaries, and we meet our members where they are, bringing care into the home and neighborhoods through our community‑based care teams and Virtual Care offerings. In close collaboration with community‑based organizations, local providers, and leading health plans, we are reorganizing the health system to focus on what matters to our members. Equipped with world‑class, custom care delivery technology, we deliver personalized primary care, behavioral health, and social services to deliver a radically better experience of care for every member and community we serve. Over the next year, we’ll grow quickly to bring better care to many more members and their communities. To do this, we need people who, like us, believe that everyone should have good care for what matters to them, in their community.

Our work is grounded in a belief in the power of a diverse community. To close gaps in care and advance equity in the communities we serve, we have to start with making our own team diverse and inclusive. Our ways of working are characterized by creativity, collaboration, and mutual learning that comes from bringing together a community from diverse backgrounds and perspectives. We strive to ensure that every person on the Cityblock team, and every Cityblock member, feels supported and included as a part of our community.

Our Values

Aim for Understanding; Be All In; Bring Your Whole Self; Lean Into Discomfort; Put Members First

About Our Team

We employ a field‑based, home‑based care model and are committed to meeting members where they are--in their homes, in their community, and in our Hubs. We will go above and beyond to connect with Cityblock members in a non‑judgmental, respectful and empathic manner, to meet their needs, and to provide feedback to the system as a whole as we strive to do better every day.