Head of Workforce Optimization

Posted Yesterday
Be an Early Applicant
8 Locations
Remote or Hybrid
218K-327K Annually
Expert/Leader
Blockchain • Fintech • Mobile • Payments • Software • Financial Services
We want to make the world’s relationship with money more relatable, instantly available, and universally accessible.
The Role
Lead Block’s global Workforce Optimization function across customer-facing and regulated operations. Establish strategy for forecasting, capacity planning, staffing, real-time management, analytics, automation, and vendor governance. Build predictive workforce systems, align operational and financial plans, manage risk and compliance capacity, oversee incidents and escalations, and develop a multidisciplinary global team supporting employees, outsourced partners, and AI systems.
Summary Generated by Built In
Block is one company built from many blocks, all united by the same purpose: economic empowerment. We build technology that increases access and independence for sellers, individuals, and artists around the world. Working at Block means working on and across our brands-Square, Cash App, Afterpay, TIDAL, Spiral, and Proto - in roles that connect, enable, and push all of them forward faster.
We're remote-first by design and operate with intelligence at the center of everything we do. At Block, you'll be challenged by some of the brightest, most creative minds in the industry and have the tools and autonomy to do the most meaningful work of your career.
The Role
Workforce Optimization sits within Block Operations and connects planning, operations, finance, product, engineering, and our global partner network. Reporting to the Head of Operations, you will lead the combined Workforce Optimization function supporting customer-facing operations and regulated Risk & Compliance work across thousands of internal and external analysts / customer advocates, and multiple vendors around the world. You will create one operating model for forecasting, staffing, real-time management, vendor governance, analytics, and automation. This will give Block the capacity and specialist skills it needs while balancing service, quality, regulatory obligations, and cost. This is an opportunity to shape how a global workforce of employees, partners, and AI systems works together and to move the function from automated visibility toward predictive, increasingly self-optimizing decisions.
You Will
  • 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.

You Have
  • 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.

Technologies We Use and Teach
  • Assembled, Snowflake, SQL, Google Workspace, Block-built planning and reporting applications, and AI and automation tools. We do not expect you to arrive knowing every tool; we value the ability to choose and govern the right systems for the work.

We're working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We will consider qualified applicants with arrest or conviction records for employment in accordance with state and local laws and "fair chance" ordinances.
We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process. We encourage applicants to share any needed accommodations with their recruiter, who will treat these requests as confidentially as possible. Want to learn more about what we're doing to build a workplace that is fair and square? Check out our I+D page .
While there is no specific deadline to apply for this role, U.S. roles are typically open for an average of 55 days before being filled by a successful candidate. Please refer to the date listed at the top of this job page for when this role was first posted.
Block takes a market-based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate's starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future.
To find a location's zone designation, please refer to this resource . If a location of interest is not listed, please speak with a recruiter for additional information.
Zone A:
$217,800 - $326,800 USD
Zone B:
$217,800 - $326,800 USD
Zone C:
$217,800 - $326,800 USD
Zone D:
$217,800 - $326,800 USD
Application Guidelines
Candidates may submit up to 9 active applications within a 60-day period. Reapplications to the same role are accepted 90 days after a previous application has been reviewed.
Use of AI in Our Hiring Process
We may use automated AI tools to evaluate job applications for efficiency and consistency. These tools comply with local regulations, including bias audits, and we handle all personal data in accordance with state and local privacy laws.
Contact us here with hiring practice or data usage questions.
Every benefit we offer is designed with one goal: empowering you to do the best work of your career while building the life you want. Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering. Check out our other benefits at Block.
Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. TIDAL is a music platform that empowers artists to thrive as entrepreneurs. Bitkey is a simple self-custody wallet built for bitcoin. Proto is a suite of bitcoin mining products and services. Together, we're helping build a financial system that is open to everyone.

Skills Required

  • Minimum 15 years of related experience in Workforce Management, Operations, Data Science, or related functions.
  • Experience leading and transforming a global Workforce Management function covering forecasting, capacity planning, scheduling, real-time management, workforce analytics, and vendor governance.
  • Experience supporting high-volume customer operations and back-office or regulated operations.
  • Experience building operating models and teams across regions, internal employees, and outsourced partners while maintaining service, quality, resilience, and financial discipline.
  • Experience transitioning workforce decisions from manual reporting to automated and predictive systems using data, statistical or machine-learning models, scenario planning, and human guardrails.
  • Ability to translate complex operational and financial data into decisions and influence senior leaders across functions.
  • Experience partnering with product, engineering, data science, finance, operations, and compliance teams to create workforce plans.
  • Experience establishing controls for regulated capacity, vendor quality, incidents, and corrective actions.
  • Record of developing leaders and specialists, clarifying accountability, and leading teams through organizational and technological change.

What the Team is Saying

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Cash App Compensation & Benefits Highlights

  • Healthcare Strength — Health coverage encompasses medical, dental, and vision plans with mental-health resources, plus HSA/FSA options. Additional details note fertility support and gender-affirming care in some descriptions.
  • Retirement Support — A 401(k) with a substantial company match is consistently highlighted, using a tiered formula up to a $5,000 annual employer match. This structure indicates strong support for long-term savings.
  • Parental & Family Support — Paid parental and caregiving leave, along with adoption assistance, childcare benefits, and return-to-work support, are repeatedly described. These offerings suggest broad support for families across different life stages.

Cash App Insights

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The Company
Atlanta, GA
3,500 Employees
Year Founded: 2013

What We Do

Initially built to take the pain out of peer-to-peer payments, Cash App has gone from a simple product with a single purpose to a dynamic app, bringing a better way to send, spend, invest, borrow and save to our millions of monthly active users. With a mission to redefine the world's relationship with money by making it more relatable, instantly available and universally accessible.

Why Work With Us

At Cash App, our mission is simple yet ambitious: to redefine the world’s relationship with money by making it more relatable, instantly available, and universally accessible. To make this real, we’re building a team of dreamers, innovators, and risk-takers to break the mold of what a financial brand can be. If that’s you, then come join us.

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Cash App Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

Cash App has always been a distributed team working across timezones and continents. Today, we're remote-first by default, but encourage you to choose how you want to work: from home, one of our offices, or a mix of both.

Typical time on-site: Flexible
Atlanta, GA
Boston, MA
Charlotte, NC
Kitchener, Ontario
Los Angeles, CA
Melbourne, Victoria
New York, NY
Portland, OR
Saint Louis, MO
Salt Lake City, UT
Company Office Image
San Francisco, CA
Seattle, WA
Sydney, New South Wales
Toronto, Ontario
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