Principal iOS Software Engineer, Mobile Observability

  • 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.

So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality through Afterpay, 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

As a Principal iOS Software Engineer on the Mobile Observability team, you would join the foundational team responsible for driving mobile application observability across all of Square. You would tackle challenges across our entire suite of apps and in some cases the entire iOS platform. You would work closely with the authors and maintainers of some of the most used open-source libraries in the iOS space.

You will: 

  • Identify, scope, and lead complex, strategic projects with wide impact across the company
  • Gather functional and technical requirements and translate them into detailed architecture and designs
  • Design highly available, and resilient systems which can operate no matter the network or device conditions
  • Collaborate with multiple stakeholders across the company including product, design, legal, support, and other engineering teams
  • Provide mentorship, expertise and design reviews for engineering teams across Square.
  • Contribute to the direction of the team and prioritization of the projects on our roadmap



  • 12 or more years of professional software development experience
  • Deep understanding of the iOS Platform, Objective-C and Swift
  • Ability to break down complex projects into components or milestones that can easily be picked up by other engineers
  • Skill to investigate and identify the root cause of an issue in an unfamiliar codebase
  • Motivation to influence our engineering organization to level-up the observability of the mobile apps we ship.
  • Demonstrated collaboration with co-workers on cross-functional teams
  • A strong sense of ownership
  • Desire to understand and alleviate developer pain points
  • Desire to facilitate adoption through high-quality documentation, tutorials, samples and pairing


  • Familiarity building and shipping mobile apps running on customized iOS operating systems and hardware 
  • Experience building engineering tools or profilers related to observability (for example: analytics, logging, metric, tracing libraries)
  • Experience as a maintainer or contributor to Open Source projects
  • Experience optimizing instrumentation of iOS applications
  • Experience working in a large engineering organization (hundreds of mobile engineers)

Technologies we use and teach:

  • Swift, Objective-C
  • Git, Xcode, Instruments
  • HTTP, JSON, gRPC, Protocol Buffers, and GraphQL
  • Observability related tooling such as Kafka, Snowflake, DataDog
  • Protocol Buffers and JSON for network transport
  • SQLDelight and SQLite for data persistence

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 $217,800 - USD $299,500
Zone B: USD $217,800 - USD $299,500
Zone C: USD $217,800 - USD $299,500
Zone D: USD $217,800 - USD $299,500

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. 

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.

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’ve noticed a rise in recruiting impersonations across the industry, where individuals are sending fake job offer emails. Contact from any of our recruiters or employees will always come from an email address ending with,,, or,

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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