Principal, Workforce Innovation

Cityblock Health; United States; On-site; USD 125,000 - 165,000; 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 Principal, Workforce Innovation to lead their future of work and talent AI optimization practice. You will design how roles and teams evolve, build AI tools to enhance Talent programs, and partner with executives to drive ROI across the organization.

You’ll work closely with the People Leadership Team to prototype AI-powered workflows, copilots, and automations, and ensure measurable efficiency gains while aligning with regulatory and ethical standards.

Qualifications

• 8–10+ years in workforce planning, organizational design, or related operating model change.
• Hands-on experience building AI agents, copilots, or workflow automations and measurable outcomes.
• Strong quantitative skills: time/cost modeling, business case construction, and workforce data analysis.

Responsibilities

• Define and drive the future of work strategy, roadmap, and ROI across Cityblock.
• Design, prototype, and ship AI-powered workflows, agents, and automations for the People function.
• Partner with senior leaders and cross-functional teams to implement changes and measure impact.

Skills

Workforce planning

Organizational design

AI in workforce

Program management

Stakeholder management

Financial modeling

Executive communication

Education

Bachelor's degree in Industrial Engineering/Org Psychology/HR/Business

Tools

Workday

Job description

Job Description: The Principal, Workforce Innovation leads Cityblock’s future of work and talent AI optimization practice, partnering with the People Leadership Team and business leaders to design how roles, teams, and functions across the enterprise evolve. This role serves as the primary operational catalyst and AI enablement partner, building AI tools that make Talent programs and processes 10x more effective. This high-impact forward-looking role keeps a view of our talent evolution 12 to 36 months out and beyond, and follows a disciplined process for deciding, function by function, what should stay with people, what could be borrowed through partners or flexible talent, what should be bought, and what can responsibly be built or automated with technology. Acting as a trusted advisor, thought partner and execution partner to senior leadership, you will serve as the strategist, designer, architect , and analyst leading this work. You will work with influence and autonomy to orchestrate the future state of roles and teams, implement changes in partnership with the business, manage and drive the roadmap, and analyze the ROI in order to continuously drive value across the organization.

For the People team's own processes and tools, the work is different: you design, build, and implement directly across the People org. Working closely with the Senior Director, Talent Optimization and AI, you will continuously identify opportunities to leverage AI and automation to increase efficiency and leverage across the function, You will design, prototype, and ship AI-powered workflows, agents, copilots, and automations that make the People function faster, scalable and more impactful, testing your own work and holding yourself accountable for measurable impact.

You'd Be a Good Fit

• 8 to 10+ years spanning workforce planning, organizational design, work design, operations or process transformation, or technology-enabled operating model change, ideally in a complex, multi-site, or regulated environment
• Hands‑on experience building AI agents, copilots, or workflow automations yourself, not only specifying requirements for others to build, and can point to something you shipped, tested, and measured
• Strong applied AI and automation capability: you can specify, prompt, test, and iterate on AI solutions yourself, evaluate outputs for accuracy and bias, and tell a genuine capability from a demo
• Real program or project management skill: you can hold a multi‑workstream roadmap, sequence competing priorities, expedite what matters, and keep a wide set of stakeholders aligned on status
• Have redesigned roles or functions hands‑on and seen them implemented, with results you can describe and quantify
• Strong quantitatively: fluent in task‑level time and cost modeling, business case construction, scenario modeling, and comfortable working directly in workforce data
• Bring P&L and business analytics fluency: you can connect workforce changes to cost, revenue, and margin impact, and build before‑and‑after measurement that finance and business leaders trust
• Influence senior leaders without authority, including leaders who are protective of their teams, and communicate complex trade‑offs clearly to executive audiences
• Start with the work rather than the technology, and know what AI cannot do. You would rather say not yet than ship something that puts a person or a member at risk
• Hold a Bachelor's degree in Industrial Engineering, Organizational Development, Industrial/Organizational Psychology, Human Resources, Business, or a related field. Equivalent practical experience will be considered

Nice to Have

• Background in HR, People Operations, or a related human capital function
• Experience in value‑based care, healthcare, or another highly regulated industry
• Experience with Workday, particularly Skills Cloud, Talent Marketplace, or Workforce Planning, or comparable platforms
• Formal training in Lean, Six Sigma, human‑centered design, or service design
• Familiarity with the emerging regulatory landscape for AI in employment decisions

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 expected salary range for this position is: $125,000.00 - $165,000.00 Annual

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.