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Cityblock Health · 8 hours ago

Senior Director of Talent Optimization & AI

United States

Full-time

Remote

Director/Executive

$153K/yr - $200K/yr

10+ years exp

Cityblock Health is a company focused on innovative healthcare solutions, and they are seeking a Senior Director of Talent Optimization & AI. This role involves leading AI-driven talent strategies, enhancing talent acquisition processes, and optimizing workforce analytics to build a skills-based and AI-forward organization.

Health CareSocialWellness

Comp. & Benefits

Responsibilities

Serve as the People organization’s AI leader and strategic partner to CTO/AI teams

Build and govern the roadmap for AI deployment across the People lifecycle — talent intelligence, internal mobility, workforce planning, automation, assessments, and analytics

Leverage Workday’s AI capabilities to govern the roadmap for AI deployment within the function

Evaluate emerging technologies, maintain responsible AI frameworks, and ensure compliance, transparency, and ethical use

Embed AI into workflows to elevate efficiency, accuracy, decision quality, and customer experience for candidates, employees, and managers

Own and evolve Strategic TA into a predictive, market-intelligent, AI-powered engine that anticipates talent needs and drives future-fit hiring

Leverage Workday Recruiting to manage the end-to-end recruiting life cycle, from workforce planning and sourcing to advanced talent analytics and offer management

Use AI, Workday Skills Cloud, skills intelligence, and market data to forecast capability gaps, identify skill adjacencies, and guide build/buy/borrow decisions. Proactively build, nurture, and manage high-quality talent pipelines for critical, high-value, and future-skill roles using AI-driven sourcing and relationship-based engagement

Drive disciplined build/buy/borrow decisions for open roles, optimizing cost, speed, and long-term capability development

Deliver a white-glove, personalized, and high-touch recruiting experience, leveraging Workday’s integrated candidate engagement and mobile capabilities to elevate candidate satisfaction and strengthen long-term talent relationships across all levels of talent, from Executive to our amazing frontline Cityfolx

Create targeted strategies for competitive or hard-to-fill roles while maintaining budget neutrality

Elevate employer brand through differentiated, data-driven storytelling and precision engagement across digital channels

Partner with L&D, Org Development, and People Technology to define and maintain a unified skills taxonomy and skills-based workforce model

Strategically implement and evolve the Workday Talent Marketplace and Workday Skills Cloud as the operating model for an AI-enabled internal talent marketplace, matching employees to roles, projects, and development opportunities

Integrate skills intelligence into hiring, development, performance, and mobility to enable a more fluid and adaptive workforce

Build enterprise capabilities in predictive analytics — workforce forecasting, scenario modeling, supply/demand, and cost/benefit decision support

Utilize Workday People Analytics and Workday Planning to build enterprise capabilities in predictive workforce forecasting, scenario modeling, and cost/benefit decision support

Create dashboards and models that guide talent allocation, organizational design, and workforce investment decisions

Use analytics to improve early-tenure outcomes, reduce new-hire attrition, and strengthen quality-of-hire through predictive onboarding and performance insights

Connect talent decisions to productivity, retention, and business performance to drive continuous improvement across the talent lifecycle

Operate Strategic TA and Talent Optimization as a business with clear KPIs, dashboards, SLAs, and ROI models

Drive operational rigor, standardization, and continuous improvement across hiring, mobility, and talent intelligence workflows

Own the operational excellence of Workday as the primary system of record across recruiting, workforce planning, and people analytics processes

Maintain strict cost discipline, ensure budget neutrality, and optimize internal/external resource allocation

Improve velocity, quality, efficiency, and predictive accuracy of all talent processes through experimentation, measurement, and data-driven decision-making

Partner with the Employee Experience team to execute employer brand strategy with a focus on differentiation, clarity of value proposition, and market reach

Own the full candidate experience, optimizing the Workday Recruiting module to ensure it is personalized, efficient, equitable, brand-aligned, and operationally excellent

Up-level hiring capabilities across the company through structured interviews, capability rubrics, assessments, AI-guided decision support, and manager enablement

Lead and develop a high-performing cross-functional team

Collaborate with People Leadership Team peers to integrate insights into L&D, performance, culture, and org design strategies

Build a culture of innovation, responsible risk-taking, customer obsession, and continuous improvement across the People function

Qualification

AI-driven HRWorkday expertisePredictive analyticsTalent optimizationSkills-based workforceCustomer obsessionOperational excellenceInfluencing executivesData-driven decision makingTeam leadership

Required

10+ years of People/Talent leadership in high-growth or complex environments

Proven success transforming TA or People capabilities using AI and intelligence platforms

Deep experience with Workday for recruiting and HRIS, including optimization of the Workday Talent Acquisition, Talent Optimization, and Workforce Planning suites

Customer obsession and demonstrated operational expertise and rigor

Experience with skills-based workforce models, Workday Talent Marketplace, predictive analytics, or workforce planning

Strong understanding of ethical and responsible AI, compliance, and governance

Demonstrated ability to build and lead teams, influence executives, and operate with a P&L mindset