Software Engineering Manager, Square for Retail

  • 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

From the cozy local wine store to the trendy sneaker pop-up, the Retail team at Square is finding new ways to equip retail sellers and their staff with the tools they need to succeed. Our team focuses on helping smaller retailers meet their customers wherever they are: be that in-store, online, or on social/messaging platforms. We’re addressing the desire for clean and minimalist store counters with intuitive yet sophisticated iOS, Android, and Web-based software that integrates seamlessly with our sleek hardware, all backed by highly reliable services.

As an Engineering Manager for the Retail Grocery team, you’d lead a new full-stack distributed team of five engineers responsible for accelerating Retail’s ability to win in the grocery sub-vertical.  Square for Retail started 6 years ago, with the premise that Square would be more successful with more complex Retail stores if we had a specific Point-of-Sale offering for Retail, with support for complex Inventory Management, Ordering and Checkout workflows. We’re starting a new team focused on Grocery to support the more specific needs of these types of retailers, building software and hardware support for faster and more complex checkout and inventory management for businesses with large catalogs and perishable goods. This is a brand new team with 3 engineers (2 Android, 1 iOS) joining to seed the team from within Retail, one senior engineer joining in January, and one open role. This is an exciting opportunity for Retail and we expect that in the future this team will continue to grow.

All of our teams have Android, iOS, Frontend, and Server engineers allowing us to design, build and ship features across our Point of Sale clients on iOS and Android, our seller facing tools on the web, and our backend platforms. You'll work cross functionally with Product, Design and Data Science teams to build features that present elegant UI for complex problems, saving sellers time and reducing anxiety as they strive to succeed in today’s pandemic-accelerated shift to omni-channel selling.

You Will: 

  • Lead your team in creating beautiful, unique products which allow retail sellers to manage increasingly complex business operations while also expanding our product internationally into new markets. 

  • Oversee the success of your team's product commitments across multiple platforms.

  • Build systems, services, and product features across multiple platforms that have immediate impact for retailers globally. 

  • Use your technical expertise to coach and guide your team, and to maintain a high bar.

  • Work collaboratively with experienced designers, product managers, and engineers; both on our team and with our friends on other teams.

  • Report into an Engineering Lead and engage in product discussions with leaders across the company.


  • 2+ years of experience leading, managing, and building a team of accomplished software engineers.

  • A passion for mentoring engineers and teaching colleagues

  • Empathy for the challenges of retail sellers, and for your colleagues at Square 

  • Eagerness to share your ideas, and openness to those of others 

  • Demonstrated collaboration with co-workers on other teams and in other locations

  • Bachelor’s degree in Computer Science (or an equivalent degree), and 8 or more years of professional software development experience.

  • Bonus: Managed full-stack software teams before

Technologies we use and teach:

  • Swift with Workflow, Objective-C in some parts

  • Java and Go

  • Javascript, Ember.js

  • Guice, Guava, Protocol Buffers, gRPC, jOOQ

  • MySQL, Redis, Kafka, Elasticsearch, PostgreSQL, Cassandra, Memcached

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 $222,800 - USD $272,300
Zone B: USD $211,600 - USD $258,600
Zone C: USD $200,500 - USD $245,100
Zone D: USD $189,400 - USD $231,400

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, 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.

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.

Privacy Policy