Enterprise Sales Executive, Fashion

  • New York, NY, United States
  • Full-time

Company Description

Since we first opened our doors in 2009, the world of commerce has evolved immensely – and so has Square. After enabling anyone to take a payment and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together. So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, run a busy kitchen, book appointments, engage loyal buyers, and hire and pay staff. And 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 all in one place.

Today, we’re a partner to sellers of all sizes – large, enterprise-scale businesses with complex commerce operations, sellers just starting out, as well as merchants who began selling with Square and have grown larger over time. As our sellers scale, so do our solutions. We all grow together.

There is a massive opportunity in front of us. We’re building a business that is big, meaningful, and lasting. And we are helping sellers around the world do the same.

Job Description

The Opportunity

Afterpay is looking for a high-energy, dynamic sales and business development executive to forge and expand our relationships with top tier retailers and brands in the fashion, footwear, active outdoor and beauty space that will drive significant value for the company. As a leader on the sales team, you will be on the front-lines of a fast-growing payments business - talking commerce with business owners of highly coveted brands to leading executives of Fortune 500 companies. 

The ideal candidate thrives in a challenging, fast-paced environment, has a passion for developing and expanding client relationships, and possesses the ability to create new opportunities and close them. This candidate must have a valuable network of relationships with retail, ecommerce and marketing leaders across the fashion, footwear, and active outdoor markets. As a member of the US team, you have a unique opportunity to make an immediate impact, and influence many aspects of the business.

We are much more than our job descriptions - we are our energy, our ideas, our everyday drive. Here’s where you will begin…

  • Source, negotiate and sign agreements with top tier retailers including but not limited to enterprise and mid-market brands and retailers
  • In partnership with finance & retail operations, develop a sales target plan and strategic framework through which all deals will be evaluated, operated and measured 
  • Make recommendations on deal terms and support per partner to accelerate close rate while maintaining margin 
  • Build and nurture strong relationships at top retailers and brands; leverage existing relationships to get meetings with the key decision makers, drive engagement, solidify deals and revenue 
  • Use competitive insights to inform selling strategy and strategic direction 
  • Find creative ways to develop and grow a high-volume, ever expanding sales pipeline 
  • Ability to source and target non traditional brands, keep on top of the market and trends in the industry to identify new up and coming players
  • Ability to represent Afterpay at industry events, trade shows and networking functions


Like us, you’ll be obsessed with our product. You’ll get a kick out of seeing and feeling the impact of your work as more and more people gain financial freedom and retailers grow across the globe.

You will have …. 

  • 8+ years experience in a sales or business development role
  • Demonstrated track record of managing complex sales processes with enterprise accounts, developing new business opportunities, exceeding sales targets, forecasting and closing sales
  • Established relationships in key verticals 
  • Proven success selling to and working with executives at multi-million / billion dollar retailers and brands
  • Highly developed interpersonal skills and ability to build relationships both internally and with C-level decision makers
  • Collaborative team player, proactive, resourceful, efficient with a high level of energy and enthusiasm 
  • Comfortable concurrently managing multiple accounts and closing deals quickly  
  • Self-motivated individual with the ability to work fast & smart independently 
  • Exceptional communication, organizational & time management skills
  • Must be willing to travel (once we are back to traveling!)

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, 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.


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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