Jobs › Toast

Director, Customer Trust

Toast · Remote · R & D : Security : Cybersecurity

Posted Sep 28, 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 time security evidence helped close a major deal.

What they are checking: Whether they have real experience connecting security work to revenue outcomes.

Tell me about a time you had to be honest with a customer about a security gap.

What they are checking: Whether they handle hard truths transparently in a way that keeps trust intact.

What would you do

The goal is for security to become a reason Toast wins deals. How would you run the Trust Center to make that happen?

What they are checking: Whether they see customer trust as a sales enabler and can turn it into a working program.

An enterprise procurement team sends a 300-question security questionnaire with a two-week deadline. How do you handle it?

What they are checking: Whether they have efficient systems like answer libraries and know when to pull in experts.

The role has two halves, external trust and internal planning for the security organization. How would you split your time?

What they are checking: Whether they've thought about balancing both halves the posting is candid about.

A regulator asks Toast to show how it protects restaurant payment and staff data. How do you prepare?

What they are checking: Whether they can produce clear, accurate evidence for a demanding outside audience.

How do you explain Toast's security to a small restaurant group's IT person versus an enterprise reviewer?

What they are checking: Whether they adjust depth and language for very different audiences.

About the work

How would you treat trust as a product rather than something asserted in documents?

What they are checking: Whether they think about evidence, self-service and customer experience instead of static paperwork.

How would you set up the planning and operating rhythm for a security organization?

What they are checking: Whether they know how to run goals, roadmaps and reviews for a technical team.

How would you measure whether Customer Trust is speeding up deals?

What they are checking: Whether they pick metrics like review cycle time and win rates that show business impact.

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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. Our customers trust us with their payments, their staff data, and the system their restaurant runs on. We hold ourselves to a high bar in protecting it. This role's job is to make that provable — to a restaurant group's IT team, to an enterprise procurement reviewer, and to a regulator — fast enough that security becomes a reason we win deals rather than a step that slows them down. This is one of the clearest expressions of a broader shift underway in Toast's new Trust & Security organization: moving from a compliance-led, reactive function toward one that's engineering-led and proactive, where trust is treated as a product rather than asserted in documents. Customer Trust is the business engine of that shift. The role has two halves, and we want to be upfront about that. The first is external customer-facing: you own how Toast demonstrates its security to the market. The second focuses on our internal customers and stakeholders: you own the planning and operating rhythm of the security organization itself. Both are senior work, and the combination will have significant impact across the company. A day in the life (Responsibilities)&nbsp; • Run the Customer Trust Program: &nbsp;Own the Trust Center, customer security reviews and questionnaires, and how we support the sales team. You own the customer-facing surface — the Trust Center, the review process, and the relationship with sales. Our Security Assurance & Compliance team produces the underlying evidence; you decide how it's presented and how fast it moves. • Lead Governance and Reporting: &nbsp;Own policy, security measurement, and the reporting rhythm for leadership, the board, and regulators, so each audience is working from a rhythm they trust. • Run Security Business Operations: &nbsp;Own portfolio management, joint planning, and workforce and budget planning for the security organization; write the budget and headcount case that leadership believes. • Build Security Culture: &nbsp;Build awareness and design our champions program so it extends the security function's reach without adding headcount. What you'll need to thrive (Requirements) • You've built a customer-facing trust or assurance program for a platform business — a Trust Center, a customer security review function, or a security sales-support motion. • You work comfortably where security, sales, and executive communication meet, and you can translate security posture into business terms. • Strong program and portfolio management, and you can write a budget and headcount case that people believe. • You've presented to executives, boards, and regulators. • You've led a team of 10 or more, including managers. What will help you stand out (Nonessential Skills/Nice to Haves) • Payments, fintech, or another regulated platform business. • A background spanning both a technical security function and a customer-facing one. • Experience turning a security program into an asset the sales team relies on. 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 <a class="c-link" href="https://careers.toasttab.com/toast-benefits" target="_blank" data-stringify-link="https://careers.toasttab.com/toast-benefits" data-sk="tooltip_parent" data-remove-tab-index="true">https://careers.toasttab.com/toast-benefits . 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 $204,000 &mdash; $326,000 USD Zone B $177,000 &mdash; $283,000 USD Zone C $159,000 &mdash; $254,000 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:&nbsp; 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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