Enterprise Strategic Sales, North America (Afterpay & Cash App)

  • Full-time

Company Description

It all started with an idea at Block in 2013. 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 ecosystem, developing unique financial products, including Afterpay/Clearpay, to provide a better way to send, spend, invest, borrow and save to our 47 million monthly active customers. We want to redefine the world’s relationship with money to make it more relatable, instantly available, and universally accessible.

Today, Cash App has thousands of employees working globally across office and remote locations, with a culture geared toward innovation, collaboration and impact. We’ve been a distributed team since day one, and many of our roles can be done remotely from the countries where Cash App operates. No matter the location, we tailor our experience to ensure our employees are creative, productive, and happy.

Check out our locations, benefits, and more at cash.app/careers.

Job Description

The North American Enterprise team at Cash App is responsible for driving revenue to our commerce and payments product suite including buy now pay later with Afterpay and pay now with Cash App Pay. We partner with enterprise merchants to unlock access to the largest and most engaged network of next generation consumers and drive bottom line results. 

We are looking for a high-energy, dynamic strategic revenue generator to forge and expand Block’s relationships with the largest global brands and unlock new revenue opportunities across our expanding portfolio of payments products. You will be on the front lines of a fast-growing payments business - partnering with business owners and leading executives of Fortune 500 companies. You will be responsible for complex and first-of-kind deal negotiation and execution with leaders in commerce, marketing and payments. 

A successful candidate thrives in a challenging, fast-paced environment, has a passion for developing and expanding client relationships, and exhibits a strong sense of ownership to win new business for Cash App and Afterpay. You will have a demonstrated ability to navigate ambiguity, think strategically and operationally about business, marketing and technical challenges, and lead cross-functional teams to launch product and commercial initiatives. You will have a relentless ability to persevere through multi-faceted and lengthy sales cycles.

You will:

  • Be the Voice of Cash App & Afterpay: Represent Block to top-tier Enterprise Merchants as a thought-leader in the payments landscape and demonstrate Block’s value as a growth driver for our commerce partners 

  • Quarterback Deals: Be responsible for complex and often first-of-kind deal negotiation and execution for the Block organization through methodical deal management based on milestone tracking, KPIs, and partner alignment on opportunities of mutual interest

  • Craft Deal Strategy: Develop and pitch powerful sales narratives that educate prospective partners of Cash App & Afterpay’s value proposition. Effectively communicate with and influence senior decision makers at the largest brands in the world. Negotiate hard yet pragmatically, using data and principles to inform your strategy.  

  • Be a Team Player: Partner closely with cross-functional teams to drive deals forward, including Marketing, Finance, Product, Risk, Legal, Operations, Customer Service; and with external partners’ cross-functional executives

  • Build Cash App & Afterpay’s Network: Develop and grow Block’s relationships with leading brands, including their senior executives. Represent Block at industry events, trade shows and networking functions.


  • An obsession with our products and a motivation fueled by feeling the impact of your work as more consumers build financial wellness with Cash App & Afterpay

  • 8+ years experience in high-growth environments in a business development, sales, GTM or strategy role, preferably in a fast-moving technology or financial services company 

  • Strong executive presence, with demonstrated ability to influence and earn trust with senior leaders and other stakeholders, ask the right questions, and use sound business judgment internally and externally at large companies, including at the C-suite level 

  • A demonstrated track record of meeting or exceeding quota targets, particularly on enterprise deals that can take quarters, not weeks, to close 

  • A high familiarity and comfort with how product development works, preferably in payments. You hold your own pitching to technical stakeholders, and you have credibility with your internal product and engineering colleagues. 

  • A self-starter mentality and deep comfort operating in ambiguity and frequent change, while still delivering results

  • A hunger to problem solve with analytical rigor. You’re a killer sales person and strategic thinker who comes armed to internal and external conversations with the right data and analysis to make a convincing argument. You are an expert negotiator with a strong understanding of commercial contracts and financial models. 

  • An operational and execution-biased mindset, with an ability to lead cross-functional teams (without formal management authority) through complex deal constructs, relationships and organizations by setting a clear vision and project managing diligently 

  • Creative storytelling abilities, able to seek out relevant, meaningful data and build business cases to inform partners on Block’s value proposition

  • An unwavering obsession with the details

  • A willingness to travel

Additional Information

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.

Zone A: USD $131,800 - USD $181,250
Zone B: USD $122,500 - USD $168,500
Zone C: USD $116,000 - USD $159,500
Zone D: USD $112,050 - USD $154,050

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. 

Full-time employee benefits include the following:

  • Healthcare coverage (Medical, Vision and Dental insurance)
  • Health Savings Account and Flexible Spending Account
  • Retirement Plans including company match 
  • Employee Stock Purchase Program
  • Wellness programs, including access to mental health, 1:1 financial planners, and a monthly wellness allowance 
  • Paid parental and caregiving leave
  • Paid time off (including 12 paid holidays)
  • Paid sick leave (1 hour per 26 hours worked (max 80 hours per calendar year to the extent legally permissible) for non-exempt employees and covered by our Flexible Time Off policy for exempt employees) 
  • Learning and Development resources
  • Paid Life insurance, AD&D, and disability benefits 

These benefits are further detailed in Block's policies. This role is also eligible to participate in Block's equity plan subject to the terms of the applicable plans and policies, and may be eligible for a sign-on bonus. Sales roles may be eligible to participate in a commission plan subject to the terms of the applicable plans and policies. Pay and benefits are subject to change at any time, consistent with the terms of any applicable compensation or benefit plans.

US and Canada EEOC Statement

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, 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, and always assess candidates on an individualized basis.


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.

While there is no specific deadline to apply for this role, on average, U.S. open roles are posted for 70 days before being filled by a successful candidate.

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