The Role
We are looking for a Strategic Pricing & Monetization Lead to shape how Block creates, captures, and grows value across its sales-driven channels. This role will lead a team of strategic pricing partners who support complex commercial decisions and help Sales achieve strong outcomes for Block and our customers.
The role sits within Strategic Finance and partners closely with Sales, Product, Engineering, Legal, Risk, and Revenue Operations. You will provide thoughtful commercial guidance while establishing the frameworks, tools, and guardrails needed to support consistent, well-informed pricing and deal decisions.
This leader will build on Block's existing Deal Desk capabilities by expanding the use of automation, AI, data, and scalable processes. The role will also extend the team's impact beyond individual opportunities by using insights from complex upmarket deals to inform broader pricing, packaging, monetization, and portfolio-level initiatives.
You Will
- Lead and develop a team of strategic pricing partners who support complex commercial decisions across Block's sales-driven channels.
- Partner with Sales on the most complex and strategically important opportunities, helping teams structure deals that balance customer value, revenue quality, profitability, ROI, risk, and growth.
- Build trusted relationships with Sales leadership and cross-functional partners to evaluate revenue, margin, customer economics, and long-term business impact, while informing packaging, offers, launches, and commercial models.
- Establish clear, thoughtful frameworks for pricing, deal structuring, approvals, exceptions, and commercial risk that enable timely, well-informed decisions while maintaining appropriate financial and commercial guardrails.
- Build on Block's existing Deal Desk capabilities by increasing the team's leverage through automation, AI, data, and scalable processes.
- Use insights from individual opportunities and customer negotiations to identify broader pricing, packaging, monetization, and portfolio-level opportunities.
- Establish reporting and operating rhythms that improve visibility into pricing performance, discounting, deal economics, and commercial outcomes.
- Create practical tools, playbooks, and guidance that help Sales navigate pricing and negotiations with confidence.
- Identify opportunities to simplify and scale commercial processes while preserving the judgment required for complex deals.
You Have
- 12+ years of experience in strategic pricing, monetization, Deal Desk, commercial strategy, revenue operations, finance, consulting, or a related field, with a track record of translating transaction-level insights into broader commercial strategy.
- Experience leading and developing a high-performing team in a complex, cross-functional environment.
- Experience supporting enterprise or upmarket sales motions, including complex pricing negotiations.
- Experience developing pricing frameworks, discounting approaches, approval processes, commercial policies, or related governance.
- Strong financial acumen and an analytical and data-informed approach, with the ability to turn complex analysis into clear recommendations and evaluate trade-offs across different business outcomes.
- Experience using technology, automation, AI, or data to increase the scale and effectiveness of commercial work.
- Comfort operating at both the strategic and tactical levels-from advising on individual opportunities to shaping broader commercial initiatives.
- Excellent judgment and the ability to make principled decisions in ambiguous or high-stakes situations.
- Clear, concise communication and strong executive presence.
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:
$207,900 - $311,900 USD
Zone B:
$207,900 - $311,900 USD
Zone C:
$207,900 - $311,900 USD
Zone D:
$207,900 - $311,900 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
- 12+ years of experience in strategic pricing, monetization, Deal Desk, commercial strategy, revenue operations, finance, consulting, or a related field
- Track record of translating transaction-level insights into broader commercial strategy
- Experience leading and developing a high-performing team in a complex, cross-functional environment
- Experience supporting enterprise or upmarket sales motions, including complex pricing negotiations
- Experience developing pricing frameworks, discounting approaches, approval processes, commercial policies, or related governance
- Strong financial acumen and an analytical, data-informed approach
- Ability to turn complex analysis into clear recommendations and evaluate trade-offs across business outcomes
- Experience using technology, automation, AI, or data to increase the scale and effectiveness of commercial work
- Comfort operating at strategic and tactical levels
- Excellent judgment in ambiguous or high-stakes situations
- Clear, concise communication and strong executive presence
Cash App Compensation & Benefits Highlights
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Healthcare Strength — Multiple national medical options (Aetna nationwide, Kaiser in California, HMSA in Hawaii) are paired with dental (Delta Dental) and vision (VSP), plus up to 16 no‑cost Lyra therapy/coaching sessions per year per eligible person. Materials also cite flexible plan choices and evolving access to care.
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Parental & Family Support — Paid parental leave for all parents is complemented by family‑forming benefits through Carrot/Progyny including fertility treatment, egg freezing, adoption, and surrogacy support. Company messaging emphasizes support for families at every stage of life.
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Retirement Support — A 401(k) with company match sits alongside company‑paid life and disability coverage, with additional FSAs and related financial protections. Ownership programs such as an Employee Stock Purchase Plan are consistently listed in public benefits overviews.
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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.




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