Application Systems Engineering Manager

  • Gusto is looking for an experienced Application Systems Engineering Manager to lead the design, development, and deployment of AI solutions that enhance our customer experience
  • In this role, you’ll empower a team of 6 to architect and deliver solutions that keep Gusto’s payops workflows running reliably and intelligently
  • You’ll be a key technical voice on the team, helping define how we build, mentor engineers around you, and actively leverage AI and agentic tools to accelerate delivery
  • Our mission is to deliver consistently exceptional Customer and Advocate experiences, at scale, across every touchpoint
  • The ideal candidate will have a background in artificial intelligence, and software engineering, with proven expertise in applying these technologies to improve customer interactions and satisfaction
  • Be a change agent on how Gusto leverages AI to better serve customers
  • Lead Gusto’s USP AI engineering team, including the recruitment, hiring, and empowerment of a world-class team
  • Collaborate closely with AI Scientists and AI Product Managers to create a world where the sales motions run proactively and efficiently with AI
  • Lead your engineering team to design, develop, and deploy AI-powered applications to enhance customer and advocate experiences
  • You will work cross-functionally with engineering, product, design, and stakeholder teams to lead various initiatives to advance our customer service solutions
  • You will leverage our data to identify key insights and create operational efficiencies, as well as produce accurate and meaningful analysis to drive business decisions
  • Meet with stakeholders from business and engineering to understand OKR requirements and convert them into analytical solutions
  • Integrate with third-party platforms (e.g., Salesforce, Zendesk, or similar CRM/support systems) where applicable
  • Responsible for driving the development of product and core platform in a fast paced, start-up environment
  • Providing technical leadership in defining the product and platform solutions
  • Understand customer pain points, devise solutions, and then iterate through prototyping and frequent, successful product launches
  • Work cross functionally with design leadership and product management leadership to build and drive Gusto’s product vision and strategy
  • Empowering a team of senior engineers, architects, and potentially managers to create alignment, clarity, high morale, driving quick but informed decision making, and helping them get unblocked

Benefits

  • Health and Wellbeing: Medical, dental, and vision insurance for employees and dependents. Family care and support, including family planning and fertility benefits. Gender-affirming care and support. A variety of mental health resources.
  • Time Away: It’s important to take time away for yourself or to take care of your family. Gusto offers paid vacation, sick time, bereavement, and holidays, paid leaves, sabbatical, and more!
  • Free meals and refreshments: If you work at one of our offices, enjoy food, drinks, and snacks— on us. Conversation and community is an added bonus!
  • Perks:
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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...

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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...

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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?

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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...