Director, Security Assurance and Compliance
Toast · Remote · Boston, United States · 21h ago
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.
Most compliance organizations prove their controls by assembling evidence by hand, once per framework, every year. We are an organization of the future: common controls tested once in code, monitored continuously, and reused across frameworks (including PCI, SOC, SOX, and ISO). You will lead that build for a payments and lending platform where regulatory frameworks have real teeth.
This role represents a strategic shift toward engineered, proactive compliance where trust is continuously measured rather than only periodically asserted in documents. Operating as an independent second line of defense, you will balance rigorous assurance with engineering pragmatism, maintaining the autonomy to assess internal teams while helping them scale through automation.
The position spans both internal transformation and external accountability. Internally, you will drive continuous controls monitoring and risk governance; externally, you will own the evidence base that powers our customer trust surface and sales enablement efforts.
A day in the life (Responsibilities)
- Drive Engineered Compliance: Build and own continuous controls monitoring, automated evidence collection, and compliance-as-code initiatives so controls are tested once and reused seamlessly across multiple frameworks and certifications.
- Lead Enterprise Risk & Continuity Governance: Manage overall organizational security risk, third-party and vendor risk, alongside business continuity and disaster recovery governance.
- Own the Assurance Evidence Base: Maintain and safeguard the independent evidence base underlying our Trust Center and customer security reviews, ensuring absolute integrity while partnering with Customer Trust teams on delivery.
- Serve as Second Line of Defense: Act as an independent reviewer with the standing and authority to challenge engineering and operational teams, ensuring objective assessment across all security domains.
- Evolve Team Capabilities: Mentor and upskill the security compliance organization, driving a successful cultural and technical transition from manual auditing to automated compliance engineering.
What you'll need to thrive (Requirements)
- Proven Transformation Leadership: Experience leading a security assurance or risk transformation program rather than solely maintaining a steady-state compliance function.
- Deep Framework Expertise: Strong technical command of major regulatory and security frameworks including PCI, SOC, SOX, and ISO.
- Hands-on Automation Track Record: Demonstrated success implementing automated controls and continuous evidence collection while upskilling existing team members through the shift.
- Technical & Pragmatic Mindset: Ability to balance regulatory rigor with engineering constraints, holding your own in deep technical conversations with engineers.
- People Management Experience: Proven track record leading a team of security, risk, or compliance professionals.
What will help you stand out (Nonessential Skills/Nice to Haves)
- Background in payments, fintech, or another highly regulated platform business.
- Direct experience operating within a two-lines-of-defense governance structure.
- Experience scaling automated compliance architecture within fast-growing cloud environments.
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.
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.
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.
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