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Remote Senior Staff Software Engineer, Local Environments Team

June 18, 2026

About Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 400,000 businesses nationwide.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That's why we're committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy.

About the Role:

As a Staff Software Engineer on the Developer Productivity - Local Environments team, you will be a key player in defining, maintaining and enhancing the local development experience for our software engineering team. You will be responsible for ensuring environments are consistently working, troubleshooting issues, streamlining initial setups, and driving improvements to our tooling and processes. Crucially, you will also be exploring and implementing innovative ways to leverage Artificial Intelligence (AI) to further optimize our development environments and accelerate local development. You will collaborate closely with engineers across various teams to understand their needs and provide effective solutions, with a forward-thinking approach towards incorporating intelligent automation.

About the Team:

The Local Environments team, part of the Developer Productivity organization, is responsible for empowering our software engineers through consistent, reliable, and delightful local development experiences that maximizes engineering velocity and minimizes friction to shipping. We understand that a well-functioning local environment is crucial for productivity, innovation, and overall developer happiness. We proactively work to ensure environments are stable, easy to set up, and continuously improved, allowing our engineers to focus on building amazing software.

Here's what you'll do day-to-day:

Identify opportunities for improvement and drive initiatives to enhance the efficiency and reliability of development environments with a focus on building faster developer feedback loops leveraging emerging AI technologies balanced with established practices and tool chains.
Contribute to the development and improvement of internal platforms and tools related to development environments.
Work closely with software engineers to understand their pain points and requirements related to local development.
Collaborate with other infrastructure and platform teams to ensure seamless integration of development environments with other systems.
Proactively monitor and maintain the health and stability of standard development environments.
Diagnose and resolve issues related to local setups, including operating system configurations, networking, dependencies, and tooling.

Here's what we're looking for:

12+ years of software development experience
Systems thinker with a strong ability to communicate effectively.
Comfortable with architectural thinking and delivering solutions through code.
Experience with Rails and Ruby, including developer tooling for large engineering teams.
Ability to work with colleagues as both customers and partners.
Active working knowledge and architecture experience with Ruby.
Experience with asynchronous processing using Sidekiq and/or Kafka.
Proven track record of improving developer productivity through tooling and infrastructure enhancements.

Our cash compensation amount for this role is targeted at $190,000/yr to $210,000/yr in Denver & most remote locations, and $220,000/yr to $250,000/yr in New York, Seattle & San Francisco Bay Area. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...