Director, Strategic Sales

  • Full-time
  • Alternate Location: New York, United States

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

Square is looking for a leader to head our Strategic Sales program globally. Our Strategic GTM organization is a full-lifecycle Sales Team composed of four functional groups: Business Development, Sales, Professional Services, and Account Management. Our org has a global remit to raise awareness, and drive predictable revenue across various industries and segments. Examples of Strategic clients include: Shake Shack, Blue Bottle, and SoFi Stadium.  

This role is a director's responsibility focused on program development and managerial leadership. You will lead a global team of managers and Account Executives to win predictable high-value sales opportunities for the company. You are expected to be part sales coach, part strategist, and part evangelist. Your partnerships within the company, mainly with Marketing, Product, and Enablement - will empower your success in driving sustainable growth for your program. 

You Will: 

  • Own the program development vision and roadmap for Strategic Sales globally 

  • Establish quarterly goals, maintain reliable forecasting, and consistently attain targets  

  • Foster a culture of collaboration and accountability in creating predictable revenue   

  • Develop a sales playbook and own the launch and success of new markets abroad 

  • Deeply collaborate with peer directors in creating a remarkable customer life-cycle 

  • Align customer profiling and targeting with product partners up to the GM-level (VP) 

  • Professionally represent Square Strategic Sales at conferences, meetings, and events  

  • Coach managers, reports and overlays on a sales methodology of preference

  • Develop a career lattice framework for developing talent from within the company  

  • Create an ideal profile and ramp strategy for acquiring talent externally


You Have: 

  • 5+ years of leading and managing high-performing sales teams or programs 

  • Over a decade of professional selling experience, preferably with technical products 

  • Lengthy experience practicing and managing-to a sales methodology of choice

  • Strong writing skills with deep experience creating executive alignment in doc format 

  • Public speaking experience, either conference, trade, or various media 

  • A sincere passion for coaching and developing people

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 $239,300 - USD $292,500
Zone B: USD $239,300 - USD $292,500
Zone C: USD $239,300 - USD $292,500
Zone D: USD $239,300 - USD $292,500

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. 

Benefits include the following:

  • Healthcare coverage
  • 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
  • Learning and Development resources
  • Paid Life insurance, AD&D. and disability benefits 
  • Perks such as WFH reimbursements and free access to caregiving, legal, and discounted resources 

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.

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.

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