Sales Strategy Manager, Afterpay & Cash App

  • San Francisco, CA, United States
  • Full-time

Company Description

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together.

To solve this problem, we expanded into software and built integrated solutions to help sellers sell online, manage inventory, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we’ve embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale.

Today, we are a partner to sellers of all sizes – large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We’re building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.

Job Description

The Sales Strategy Team operates at the intersection of the North America Afterpay & Cash App Pay’s Enterprise Sales organization and our partners across product, business development, account management, marketing, analytics, revenue operations,  finance, and  legal leveraging our strong cross-functional capabilities to ensure that the business continues to prioritize activities that grow our merchant network. We are strategists and operators in equal measure, identifying unlocks to sign new merchant deals and break into new industries while resolving points of friction in the existing seller and merchant experiences along the way. 

We are looking for a Sales Strategy Manager to own the planning, execution, and measurement of new sales-led initiatives for Afterpay & Cash App Pay’s rapidly growing North America Enterprise Sales organization. This person will take on an array of special projects that will require them to be a high impact contributor; gaining exposure to a wide variety of challenges, processes, and data. As a Strategy Manager, you will lead cross-functional initiatives from ideation to execution driving impact across the sales organization.

You will:

  • Strategy & Analysis: Conduct analyses that establish the strategic priorities for the North America Afterpay & Cash App Pay Sales team; impacting GTM strategy, product development, partnership models, sales targets, and more.

  • Operationalize Insights: Identify key metrics, measure progress against goals, and create processes that turn analysis into action. Surface digestible data-based insights and real-time reporting that inform key leadership decisions and drive growth across our business.

  • Lead Cross-Functional Initiatives: Establish yourself as the go-to strategy and business operations voice for the North America Sales organization. Collaborate with leadership across business development, sales, partner success, finance, analytics, product development, and marketing.

  • Optimize Systems and Operations: Identify and implement improvements in current Sales workflows, processes, and tools that can help improve Sales efficiency and operations.

  • Sales Enablement: Build programming and documentation to equip Enterprise Sales Reps throughout the Sales Cycle and get up to speed as quickly as possible on new products, processes, and strategic priorities. 

  • Planning & Reporting: Lead ongoing planning activities and reporting for regular business reviews; provide insights to influence leadership and inform key business decisions


  • 6+ years professional work experience, preferably within a fast-paced, high-growth environment in a Sales, Strategy & Operations, or Management Consulting role

  • Strong organizational/project management skills with the ability to handle multiple projects simultaneously with tight deadlines

  • Strong cross functional capabilities and ability to influence at all levels of an organization to drive for preferred outcomes

  • Highly analytical, adept at finding meaning and summarizing key insights from ambiguous data sets combined with superb communication skills

  • Curious, self-motivated, bias-for-action (“no task is too small” mentality)

  • Experience in client facing roles and ability to manage external relationships

  • Proficiency with Salesforce, Tableau, Mode, and other Sales tools strongly preferred

  • BS/BA required; MBA or Masters degree is a plus

Additional Information

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 a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class. 

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

Additionally, we consider qualified applicants with criminal histories for employment on our team, assessing candidates in a manner consistent with the requirements of the San Francisco Fair Chance Ordinance.


We want you to be well and thrive. Our global benefits package includes:

  • Healthcare coverage
  • Retirement Plans
  • Employee Stock Purchase Program
  • Wellness perks
  • Paid parental leave
  • Paid time off
  • Learning and Development resources

Block, Inc. (NYSE: SQ) is a global technology company with a focus on financial services. Made up of Square, Cash App, Spiral, TIDAL, and TBD, we build tools to help more people access the economy. Square helps sellers run and grow their businesses with its integrated ecosystem of commerce solutions, business software, and banking services. With Cash App, anyone can easily send, spend, or invest their money in stocks or Bitcoin. Spiral (formerly Square Crypto) builds and funds free, open-source Bitcoin projects. Artists use TIDAL to help them succeed as entrepreneurs and connect more deeply with fans. TBD is building an open developer platform to make it easier to access Bitcoin and other blockchain technologies without having to go through an institution.

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