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Cityblock Health Logo

Senior Director of Talent Optimization & AI

Cityblock Health

$153,000 - $200,000
Dec 31, 2025
Remote, US
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Cityblock is looking to solve the problem of optimizing talent acquisition, internal mobility, and workforce planning using AI-enabled strategies, while maintaining budget neutrality and driving business growth.

Requirements

  • Deep experience with Workday for recruiting and HRIS, including optimization of the Workday Talent Acquisition, Talent Optimization, and Workforce Planning suites.
  • Experience with skills-based workforce models, Workday Talent Marketplace, predictive analytics, or workforce planning.
  • Strong understanding of ethical and responsible AI, compliance, and governance.
  • Proven success transforming TA or People capabilities using AI and intelligence platforms.
  • Customer obsession and demonstrated operational expertise and rigor.
  • Experience with AI-driven HR, talent intelligence, strategic TA, or predictive workforce planning.
  • Skilled at influencing senior executives, especially in tech-forward or innovation-driven environments.

Responsibilities

  • 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.
  • 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.

Other

  • 10+ years of People/Talent leadership in high-growth or complex environments.
  • A senior People/Talent leader with deep experience in AI-driven HR, talent intelligence, strategic TA, or predictive workforce planning.
  • A builder who can architect long-term strategy while driving disciplined execution.
  • Analytical and data-driven with the ability to link People outcomes to business performance and operational results.
  • Lead and develop a high-performing cross-functional team