Full-Time

Director – Fintech Compliance

Posted on 3/3/2026

Toast

Toast

5,001-10,000 employees

All-in-one POS and restaurant tech platform

Compensation Overview

$171k - $274k/yr

+ Bonus/Commissions + Equity

Remote in USA

Remote

Category
Finance & Banking (1)
Requirements
  • Bachelor’s Degree required
  • CRCM preferred
  • Strong knowledge of financial laws and regulations, including: CFPB regulations (most specifically Reg B, Reg E, Reg P, and Reg Z); federal and state consumer protection laws (most specifically UDAAP, CAN SPAM, and TCPA); other laws and industry best practices related to commercial and consumer credit, prepaid debit cards, and electronic funds transactions; money transmitter laws, and card association and payment network rules
  • Direct experience leading compliance programs for financial products and services, specifically payment processing, money transmission, and banking products which may include: commercial and consumer credit, purchase financing, deposit accounts, debit, credit, and stored-value cards, bill pay services, and earned wage access
  • Typically requires 15+ years of related experience with a Bachelor’s degree; or 12+ years and a related Master’s degree
  • 10+ years of experience in a compliance, risk, or audit role at a financial institution providing commercial and/or consumer non-investment banking products (Fintech or payments industry preferred)
  • Experience maintaining fintech-oriented frameworks, bank partnerships and third party vendors programs
  • Familiarity with operational processes and regulations related to banking products. Ability to work well with ambiguity and synthesize large amounts of complex information
  • Strong communication skills (both written and verbal)
Responsibilities
  • Compliance leader managing compliance team supporting Fintech products
  • Oversee the development and maintenance of product-specific compliance management programs within Toast's Fintech Line of Business. Direct the Fintech Compliance team on establishing best-in-class compliance management systems, mitigation of key compliance risks related to in-scope products, and the remediation of process and control gaps
  • Serve as a compliance thought partner to Fintech business stakeholders in the design and implementation of products/product enhancements. Guide Fintech Compliance team in product reviews to ensure regulatory compliance requirements are met
  • Serve as compliance sponsor on compliance committees. Escalate key compliance risks and issues to Chief Compliance Officer and governing bodies, such as the Enterprise Risk and Compliance Committee
  • Review results from compliance testing programs to identify themes or trends in findings and gaps. Mature and enhance Fintech compliance program and/or framework to address
  • Ensure product specific regulatory changes are monitored and assessed, and communicated to business partners in a timely manner
  • Oversee partner relationships and ensure obligations are met, including, but not limited to timely and accurate reporting and successful completion of partner reviews and required testing. Serve as an escalation point for concerns and issues raised by key partner contacts
  • Maintain state money transmitter licenses and compliance with associated requirements
Desired Qualifications
  • CAMS

Toast provides an integrated restaurant technology platform with an all-in-one POS system plus hardware and software for dining businesses. It combines mobile ordering, online ordering, gift card management, sales reporting, employee management, and CRM in a single system that processes orders, payments, and back-office tasks. Revenue comes from subscriptions, transaction fees, hardware sales, and value-added services like Toast Capital loans to restaurants. The goal is to help restaurants run more efficiently and grow by reducing third-party dependencies and streamlining operations across formats from fine dining to quick-service.

Company Size

5,001-10,000

Company Stage

IPO

Headquarters

Boston, Massachusetts

Founded

2011

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Simplify's Take

What believers are saying

  • Toast IQ Grow can lift sales through AI-driven marketing automation.
  • Fello partnership opens venues, stadiums, festivals, and pop-up deployments.
  • International Toast Go 3 rollout expands wallet share in hospitality markets.

What critics are saying

  • Block and Square pressure Toast with cheaper integrated restaurant payment stacks.
  • Hardware inflation and tariffs threaten margins during global device expansion.
  • Equity dilution from employee share sales caps per-share upside.

What makes Toast unique

  • Toast combines POS, payments, fintech, hardware, and agentic AI.
  • Its restaurant-first platform spans dine-in, takeout, delivery, and enterprise operations.
  • Toast is expanding beyond restaurants into retail and hospitality workflows.

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Benefits

Peer Nominated Toastie Awards

Professional Development Reimbursement Program

Sabbatical

Unlimited Vacation & Flexible Work Hours

Medical, Dental, & Vision Coverage + Wellness Stipend

Commitment to Employee Wellness

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
The Associated Press
Apr 14th, 2026
Toast launches unified drive-thru solution to boost QSR speed and accuracy

Toast has launched Toast Drive-Thru, an enterprise-grade solution designed to modernise quick-service restaurant operations across over 140,000 drive-thru locations in the US. The platform unifies point of sale, digital menu boards, kitchen display systems and AI voice ordering integrations into a single system. The solution includes POS-native software with AI voice ordering partners like Incept AI, trusted hardware by Delphi featuring high-brightness 55-inch screens, and turnkey services including site surveys, content design and installation support. Toast Drive-Thru aims to increase throughput and order accuracy whilst optimising labour efficiency. The platform will roll out to brands with 15 or more locations in the coming months as part of Toast's Enterprise Solutions offering.

Yahoo Finance
Apr 4th, 2026
Toast's data push and security focus may reshape investment case as revenue beats expectations

Toast has raised its profile following presentations at the RSA Conference 2026 and quarterly results showing revenue growth above consensus, though earnings slightly missed expectations. The restaurant platform provider is emphasising how its network of over 160,000 restaurants and new benchmarking tools can create competitive advantages through data insights. The company's new benchmarking product provides operators with aggregated pricing and performance data, aiming to drive higher average revenue per user whilst mitigating risks from potential slowdowns in gross payment volume per location. Toast projects $10.1 billion in revenue and $897.2 million in earnings by 2029, requiring 17.9% annual revenue growth. Analyst estimates vary considerably, with some forecasting $9.5 billion revenue and $574.5 million earnings by 2028, reflecting uncertainty about Toast's ability to convert growth into sustainable profitability amid competitive pressures.

Yahoo Finance
Mar 27th, 2026
Toast named to Fast Company's most innovative companies list, launches restaurant AI assistant

Toast has been named to Fast Company's World's Most Innovative Companies list for 2026 and launched Toast IQ, a conversational AI assistant for restaurant operators. The platform aims to help manage orders, staff questions and daily operations. The company's shares currently trade at $26.39, showing mixed performance with a 55.1% gain over three years but a 22.4% decline year-to-date and 25.4% drop over the past year. Toast IQ represents the company's push into AI-powered automation to address labour pressures in restaurants. The key question for investors is whether these restaurant-specific AI tools can increase customer retention and expand spending per location. However, AI development costs could pressure sales and marketing budgets, a flagged risk for the company.

Yahoo Finance
Feb 28th, 2026
Toast builds restaurant operating system with 156K locations and $51.5B payment volume

Toast, Inc. has raised its position as the foundational integration layer for the restaurant industry, powering 156,000 locations and processing $51.5 billion in gross payment volume. The company's platform connects transactions, inventory, labour, marketing and AI-driven insights, creating high switching costs and operational dependencies. The core SMB business operates at a 40% EBITDA margin, funding expansion into enterprise, international and retail verticals. Recent enterprise wins include Nordstrom and TGI Fridays, whilst international SaaS ARPU grew 20% year-on-year. Analysts suggest a base case target of $37 per share implies 54% upside from current levels, with the bull case offering potential returns exceeding 100%. However, risks include margin durability, enterprise execution and international adoption challenges. The stock has declined approximately 24% since previous coverage in March 2025.

Yahoo Finance
Feb 20th, 2026
Toast reports Q4 revenue up 22% to $1.6B, surpasses $2B ARR milestone

Toast Inc. reported fourth-quarter 2025 revenue of $1.6 billion, up 22% year-over-year, and surpassed $2 billion in annual recurring revenue. The restaurant technology platform added over 30,000 net locations in 2025, ending the year with 164,000 total locations. The company posted 33% growth in recurring gross profit and an expanded adjusted EBITDA margin of 34%. Toast expanded into new markets, launching in Australia and signing major brands including Applebee's and Firehouse Subs. The company introduced over 500 new features, including the Toast IQ conversational AI assistant. For 2026, Toast projects recurring gross profit growth of 20% to 22% and adjusted EBITDA between $775 million and $795 million. Management cited headwinds from higher hardware costs due to memory chip demand and tariffs.

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