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Block

Runs Square payments and the Cash App money app

Head of Workforce Optimization

Business OperationsConfirmed live in the last 24 hours
Full-timeCalifornia, USA$217.8k - $326.8k

About the Job

Requirements

  • A minimum of 15 years of related experience within Workforce Management, Operations, Data Science or related functions.
  • Experience leading and transforming a global Workforce Management function with responsibility for forecasting, capacity planning, scheduling, real-time management, workforce analytics, and vendor governance.
  • Experience supporting both high-volume customer operations and back-office or regulated operations, with an understanding of how their demand patterns, service measures, skills, and controls differ.
  • Demonstrated success building operating models and teams across regions, internal employees, and outsourced partners while maintaining service, quality, resilience, and financial discipline.
  • Experience moving workforce decisions from manual reporting toward automated and predictive systems using data, statistical or machine-learning models, scenario planning, and clear human guardrails.
  • The ability to translate complex operational and financial data into decisions, influence senior leaders across functions, and create alignment when priorities or incentives compete.
  • Experience partnering with product, engineering, data science, finance, operations, and compliance teams to turn business changes and automation roadmaps into credible workforce plans.
  • Experience establishing controls for regulated capacity, vendor quality, incidents, and corrective actions, with sound judgment about when efficiency gains introduce unacceptable risk.
  • A record of developing leaders and specialists, clarifying accountability, and leading teams through significant organizational and technological change.

Responsibilities

  • Set the strategy and operating model for the combined Workforce Management function, establishing clear ownership, common methods, decision rights, and a measurable maturity roadmap.
  • Own long-range forecasting and capacity planning across a 12–36 month horizon, translating customer demand, regulatory cycles, audits, incidents, product changes, and automation into hiring, partner, and financial plans.
  • Connect long-range plans to 1–8 week staffing commitments, schedules, and intraday actions so operations can address coverage and capacity risks before service or regulatory commitments are affected.
  • Define service and staffing strategies across customer support and back-office work, balancing response times, backlog, quality, specialist skills, employee experience, occupancy, resilience, and cost.
  • Establish consistent governance for global business process outsourcing partners, including capacity locks, performance measures, business reviews, corrective actions, and 24/7 escalation protocols.
  • Build a trusted analytics foundation with shared metric definitions, live performance visibility, forecast-accuracy tracking, scenario planning, and clear narratives that help leaders act.
  • Partner with product, engineering, data science, and operations teams to prioritize automation by measurable value, incorporate expected automation benefits into plans, and create effective ways of working across people and AI systems.
  • Embed regulatory capacity planning and quality feedback loops into the broader model while preserving the controls and domain expertise required for Risk & Compliance operations.
  • Lead workforce incidents and capacity escalations with clear response standards, after-action reviews, near-miss tracking, and durable improvements to processes and tools.
  • Align operations, finance, compliance, vendor, product, and executive leaders on assumptions, tradeoffs, commitments, and emerging risks.
  • Build, develop, and organize a multidisciplinary team spanning planning, real-time management, analytics, tooling, and vendor governance, while creating clear development paths and reducing key-person dependencies.

About the Company

Block

Runs Square payments and the Cash App money app

Block runs Square, which sells card readers and checkout software to businesses, and Cash App, an app people use to send, save, spend, and borrow money. Its first product, a square card reader that plugged into a phone's headphone jack in 2010, let street vendors and other small sellers accept credit cards. Square earns a fee on each card payment and charges for software, while Cash App makes money from its debit card, short-term loans, Afterpay installment plans, and bitcoin sales. Block also owns the music streaming service TIDAL and builds bitcoin hardware, including the Bitkey wallet and Proto mining rigs. Twitter co-founder Jack Dorsey co-founded the company in 2009, and its main office is in Oakland, California.

Company size
5,001-10,000
Company stage
IPO
Headquarters
Oakland, CA
Founded
2009

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