Director, People Strategy & Optimization

Cityblock Health

1d•$165,000 - $175,000

About The Position

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. The role helps the People function plan, communicate, and execute by translating strategy into action and ensuring organizational alignment, momentum, and accountability. The Director partners with the People Leadership Team, develops executive-level communications and Board Talent and Compensation Committee materials, uses people analytics to inform strategy and show business impact, improves how the People function operates, and drives accountability against measurable goals. The role requires moving between big-picture strategy and detailed execution, producing polished executive presentations and insights, navigating complex organizational dynamics, and leading programs independently while collaborating across teams and influencing without formal authority.

Requirements

At least 7 years of experience in strategic operations, program/project management, management consulting, or a comparable high-accountability strategic role.
Ability to build high-quality executive- and board-level presentations and demonstrate strong data storytelling.
Experience preparing materials for or presenting to a Board of Directors or Compensation Committee.
Strong people analytics fluency, including working with workforce data, engagement metrics, and talent metrics to inform strategy and decisions.
Experience using Workday or comparable HRIS platforms to access, interpret, and present workforce data.
Ability to influence without formal authority and navigate complex stakeholder dynamics with tact and discretion.
Strong written and verbal communication skills, including the ability to hold a room and conduct difficult conversations.
Track record of setting and enforcing accountability, including experience with SMART goal frameworks and performance tracking.
Excellent program management skills and ability to manage multiple complex workstreams simultaneously.
Ability to execute independently without close supervision once direction is set.
Collaborative and curious approach, with the ability to earn trust and respect over time.

Nice To Haves

People- or HR-adjacent experience.
Board or Compensation Committee materials or presentation experience in a People, Finance, or Strategy capacity.

Responsibilities

Act as a trusted advisor and thought partner to the People Leadership Team on strategic, sensitive, and organizational matters.
Help People leaders prioritize issues and determine what needs broader leadership visibility versus team-level resolution.
Support continuity and alignment across the People function, including representing priorities and context in meetings and initiatives as needed.
Create compelling board- and executive-level presentations that translate complex people data and strategy into clear, decision-ready narratives.
Own executive-level and organization-wide communications, including Board Talent and Compensation Committee materials; partner with Finance, Legal, and executive stakeholders to ensure accuracy, framing, and timely delivery.
Anticipate questions and prepare supporting analyses and talking points for executive and Board discussions; track follow-up actions and commitments.
Use people analytics to inform strategy, articulate business impact and ROI, track progress against goals, and proactively surface insights.
Connect information and trends across People disciplines to identify patterns and insights.
Assess and improve People function priorities, decision-making, resource allocation, and operating model as Cityblock scales.
Build 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 across stakeholder groups in support of the function's goals.
Hold the People Leadership Team accountable day-to-day and strategically.
Lead the team in designing and delivering clear, measurable goals using SMART goal-setting and program management discipline.
Manage complex, cross-functional programs and initiatives from strategy through execution.
Deliver clear, direct feedback to peers and team members in support of high performance and maintain a high bar.
Take direction well and execute independently once aligned, bringing curiosity to new and ambiguous problems.
Collaborate closely with the People Leadership Team while independently driving work forward without constant oversight.