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Senior Software Engineering Manager, ToastNow

Toast · Remote · R & D : Engineering : Customer Experience Platform

Posted Sep 9, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a team you led that shipped fast without letting quality slide. What did you actually do to keep both?

What they are checking: Whether they have real practices for rapid iteration with quality, not just the belief that both are possible.

The posting says your team has high talent density and low homogeneity. How do you lead people who drive impact in very different ways?

What they are checking: Whether they adapt management to each person instead of forcing one style on strong, varied engineers.

Tell me about a time you had to manage out or seriously coach an engineer who wasn't meeting the bar.

What they are checking: Whether they can have hard performance conversations fairly and promptly on a high-performing team.

How do you grow senior engineers into tech leads or managers on your team?

What they are checking: Whether they deliberately build leaders, which a senior manager is judged on as much as delivery.

What would you do

ToastNow has a 4.9 star rating. How do you keep shipping new features without putting that at risk?

What they are checking: Whether they protect a strong product with release discipline, monitoring and pilot feedback instead of slowing down.

A cross-team dependency is going to make your launch late. How do you handle it?

What they are checking: Driving cross-organization work with predictable results, including early escalation and honest communication.

Pilot customers give feedback that conflicts with what product wants to build next. How do you help the team decide?

What they are checking: Whether they weigh direct customer signal against strategy instead of simply siding with one voice.

A restaurant operator reports the app showed wrong sales numbers during a busy night. What happens next on your team?

What they are checking: Incident ownership and customer trust when the app is how operators run their business in real time.

About the work

Walk me through how you plan a quarter for a mobile team that works with UX and PM every day.

What they are checking: Planning that leaves room for customer feedback while still giving predictable delivery to the business.

What do you look at to judge the health of a native mobile codebase and release process?

What they are checking: Whether they still understand mobile engineering well enough to spot crash rates, build times and release risks.

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The full job description

As published by Toast.

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. We are seeking a seasoned Engineering Manager for Toast Now - the team putting the power of the entire Toast platform into the pockets of restaurant managers and operators.  Our ToastNow app has a rating of 4.9 stars. Our goal is to deliver native app experiences that empower restaurant operators to manage their business in real-time, whether from the restaurant floor, the back office, or their couch at home.  We're delivering an innovative new product on modern mobile technologies. Our teams are very agile and extremely customer-focused. UX, PM, and software engineers work hand-in-hand every day, and teams get feedback directly from pilot customers. We have high standards for customer satisfaction, and we strive to deliver high quality features in rapid iterative cycles. The talent density on this team is high with low homogeneity - folks drive impact and value differently, and we’re looking for a seasoned individual to lead such a high performing team. A day in the life (Responsibilities) • Drive delivery of business outcomes, including planning, schedule, and execution  • Drive cross-team and cross-organization efforts with predictable results and excellent collaboration  • Collaborate closely with PM and UX to fill the teams’ backlog with actionable, valuable work • Ensure end-to-end quality and delivery of software, including ownership of monitoring and production issues  • Hire and develop new team members • Coach individuals in professional and technical development • Champion the use of AI tools and practices to accelerate development, improve team velocity, and pioneer new ways of building - setting the bar for what it means to be an AI-first engineering organization. What you'll need to thrive (Requirements) • Experience leading and mentoring successful teams to drive predictable business results • Experience delivering a high quality iOS and/or Android experience - both inside the app and across the native stack • Experience managing a mix of core contributions & away team engagements • Experience delivering products on technologies such as GraphQL and microservices • Not afraid to get hands-on or go deep to help the team reach its goals - and you encourage high agency and exploring creative outlets • A desire to build diverse teams that win together and prioritize customer success AI at Toast At Toast, one of our company values is that we're hungry to build and learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture. Our Total Rewards Philosophy  We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at  https://careers.toasttab.com/toast-benefits . #LI-REMOTE The base salary range for this role is listed below. The starting salary will be determined based on skills, experience, and geographic location. In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions if eligible), equity, and benefits. You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy . Zone A $230,000 — $368,000 USD Zone B $200,000 — $320,000 USD Zone C $180,000 — $288,000 USD How Toast Uses AI in its Hiring Process Throughout the hiring process, our goal is to get to know you. We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation. All hiring decisions are made by people. We ask that you complete interviews and assessments on your own, without real-time AI tools, recording, or transcription bots, unless we tell you otherwise in advance. To learn more: https://careers.toasttab.com/ai-in-hiring Our Approach to Hybrid Working We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs. Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location. Please visit the Locations page on our career site to learn more about our in-office expectations by region:  https://careers.toasttab.com/locations-toast People Are the Secret Ingredient in Our Recipe for Success At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry brings together people with a wide range of backgrounds, experiences, and perspectives, and we value that same breadth at Toast. We strive to build a culture grounded in authenticity, respect, and humility, where every Toaster has a real opportunity to grow, contribute, and do their best work—raising the bar in delivering exceptional experiences for our customers and each other. Apply today! Toast is committed to creating an accessible and inclusive hiring process. As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process. If you need an accommodation to access the job application or interview process, please contact candidateaccommodations@toasttab.com . ------ For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

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