Director, FinTech Operations & AI Transformation

the team understand what is changing, why it matters, and what their role looks like on the other side. Strategic Influence - Synthesize operational performance data into executive-level insights; bring a clear point of view to senior leadership on where to invest, where to simplify, and where to automate. - Partner cross-functionally with Product, R&D, Risk, Compliance, and Finance to ensure operational

requirements are reflected in product roadmaps and system architecture decisions. - Define the long-term organizational design for Operations — the right roles, structures, and skills for a high-touch, agentic team. - Turn Operations into a growth engine for Toast Embedded Finance. Bringing the voice of the customer and a strong sense of hospitality to grow our products and deliver success for the customer.

WHAT WE'RE LOOKING FOR

Requirements - Progressive operations leadership experience, with experience managing managers in a high-volume, SLA-driven environment. - Demonstrated experience leading teams through significant operational or technology transformation — not just participating in it, but owning the outcome. - Deep AI fluency: you understand the current landscape of LLMs, agentic workflows, and automation tooling well enough to evaluate trade-offs, prioritize use cases, and hold technical partners accountable. You don't need to build the models, but you need to know what they can and can't do. - Track record of driving measurable efficiency and quality improvements in financial services, fintech, or similarly complex regulated environments. - Strong executive presence: comfortable presenting to senior leadership, representing

the team externally, and advocating for resources and priorities with data and conviction. - Experience in financial services operations — banking, lending, payments, or adjacent domains — is strongly preferred. Leadership Profile - You lead through clarity: you can take a messy, multi-variable operational problem and distill it into a crisp framework your team can act on. - You are a coach first: you invest in the managers who report to you and hold a high bar for their development. - You are direct and data-driven: you bring a point of view to every conversation and back it up with evidence. - You can hold the tension between today and tomorrow — maintaining operational excellence in the present while building the foundation for a fundamentally different future. WHY THIS ROLE - Direct impact : You will define the operational model for financial products used by hundreds of thousands of restaurants and their guests. - Transformational mandate : You have explicit executive sponsorship and R&D partnership to reimagine how this team works — this is a rare opportunity to build something genuinely new inside a scaled organization. - High visibility : The financial products you support deliver some of the highest NPS scores at Toast. Your work is seen, measured, and valued. - Team : You are joining a leadership team that is investing heavily in this space and wants a peer who will push the thinking, not just execute the plan. 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 $155,000—$248,000 USD Zone B $135,000—$216,000 USD Zone C $122,000—$195,000 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. 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 Diversity, Equity, and Inclusion is Baked into our Recipe for Success At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences. We Thrive Together 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 restaurant community. To learn more about

how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast . 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 [email protected] . ------ 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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