---
title: 'Regulatory Program Lead, Canada at Block'
canonical: 'https://feeny.ai/job/regulatory-program-lead-canada-block-toronto-9wz510h17q86'
type: 'job'
last_seen: '2026-09-07'
---

# Regulatory Program Lead, Canada at Block

- **Company:** Block
- **Location:** Toronto, Canada
- **Compensation:** $126k–$189k
- **Work type:** remote
- **Posted:** 2026-08-12
- **Last confirmed live:** 2026-09-07
- **Apply:** http://block.xyz/careers/jobs/5371509008?gh_jid=5371509008

## Job description

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together.

So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we’ve embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale.

Today, we are a partner to sellers of all sizes – large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We’re building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same.

## The Role

Block's Canada Compliance team is building a scalable, technology-enabled compliance function for our regulated Canadian entities - Square Canada and Afterpay Canada. Reporting to the Chief Compliance Officer, Canada, and serving as a designee of the CCO in governance forums, Board meetings, and regulatory engagements, you will be a “full-stack” compliance leader: driving the annual compliance plan end-to-end, overseeing frameworks across AML/ATF, sanctions, the Retail Payment Activities Act (RPAA), consumer protection, privacy, and payment card industry obligations, and co-building the AI-enabled programs and tools that keep both entities aligned with Canadian regulatory expectations and Block's global standards.

You Will

- Serve as the Regulatory Program Lead for Block's Canadian regulated entities, acting as a designee of the CCO in governance forums, Board meetings, and regulatory engagements
- Lead end-to-end execution of the annual Canada Compliance Plan -  regulatory change management, monitoring and testing, risk assessments, and policy reviews - delivering against key milestones and regulatory commitments
- Run Canada's compliance programs across AML/ATF (Square Canada MSB), RPAA, the PCI Code of Conduct, and consumer protection and privacy obligations (PIPEDA, CASL, FCAC, provincial requirements), including FINTRAC registration and support for regulatory examinations and audits
- Lead governance and tracking of regulatory commitments, audit actions, and findings - driving issue management and remediation through to closure - while maintaining the compliance risk assessment framework, policies, and governance documentation
- Prepare Board and governance committee materials, translating multi-domain regulatory complexity into clear, decision-ready narratives for senior leadership
- Lead cross-functional regulatory programs across Legal, Risk, Product, Operations, and Engineering, driving operational excellence through process improvement, automation, and AI-enabled compliance solutions
- Coordinate compliance training and targeted regulatory awareness materials for senior leadership, Boards, and business stakeholders

You Have

- 10+ years of progressive experience in compliance, financial crime, or regulatory affairs, which must include payments compliance at a regulated payments entity - an MSB, payment service provider, acquirer, or comparable fintech such as Square Canada and serving in, or directly supporting, a senior compliance leadership role (CCO, Deputy CCO, Head of Compliance, CAMLO / Deputy CAMLO)
- Deep knowledge of Canadian AML/ATF legislation (PCMLTFA, FINTRAC guidance), the RPAA, the Code of Conduct for the Payment Card Industry in Canada, consumer protection frameworks (FCAC, PIPEDA, CASL), and Canadian sanctions regimes (SEMA, UN sanctions)
- Executive presence, with experience preparing and presenting Board-level compliance reporting and engaging directly with regulators through examinations and ongoing supervision
- Direct end-to-end working knowledge of payment systems, money services businesses - including payments-specific financial crime typologies and controls
- Hands-on, day-to-day use of AI tools for regulatory analysis, drafting, and process automation - with sound judgment about their limits
- A builder mindset with proven leadership, people management, and stakeholder engagement capabilities in a fast-paced, growth-oriented environment; CAMS, ICA, or equivalent certification
- Bonus points: knowledge of buy-now-pay-later compliance programs, Quebec regulatory regime, hands-on RPAA compliance, OSFI guidelines, the AUSTRAC / Australian AML/CTF regime, or bilingual English/French

Technologies We Use and Teach

- Protecht (GRC / issue and risk management)
- AI tools (e.g., ChatGPT / OpenAI Enterprise / GitHub) for regulatory analysis, drafting, and process automation
- JIRA and Confluence (program and documentation management)
- Looker / Tableau (reporting and dashboards)

We’re working to build a more inclusive economy where our customers have equal access to opportunity, and we strive to live by these same values in building our workplace. Block is an equal opportunity employer evaluating all employees and job applicants without regard to identity or any legally protected class. We also consider qualified applicants with criminal histories for employment on our team, and always assess candidates on an individualized basis.

We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations throughout the recruitment process. If you require an accommodation, let your recruiter know.  Want to learn more about what we’re doing to build an inclusive workplace? Check out our [Inclusion & Diversity page](https://block.xyz/news/inclusion).

Block takes a market-based approach to pay, and pay may vary depending on your location. Canada locations are categorized into one of two zones based on a cost of labor index for that geographic area. The successful candidate’s starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. These ranges may be modified in the future.

Zone A: $125,900—$188,900 CAD

Zone B: $125,900—$188,900 CAD

Application Guidelines

Candidates may submit up to 9 active applications within a 60-day period. Reapplications to the same role are accepted 90 days after a previous application has been reviewed.

Use of AI in Our Hiring Process

We may use automated AI tools to evaluate job applications for efficiency and consistency. These tools comply with local regulations, including bias audits, and we handle all personal data in accordance with state and local privacy laws.

Contact us [here](https://privacy.block.xyz/privacyportal/form) with hiring practice or data usage questions.

Every benefit we offer is designed with one goal: empowering you to do the best work of your career while building the life you want. Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering. [Check out our other benefits at Block.](https://block.xyz/employee-benefits)

Block, Inc. (NYSE: XYZ) builds technology to increase access to the global economy. Each of our brands unlocks different aspects of the economy for more people. Square makes commerce and financial services accessible to sellers. Cash App is the easy way to spend, send, and store money. Afterpay is transforming the way customers manage their spending over time. TIDAL is a music platform that empowers artists to thrive as entrepreneurs. Bitkey is a simple self-custody wallet built for bitcoin. Proto is a suite of bitcoin mining products and services. Together, we’re helping build a financial system that is open to everyone.

[Privacy Policy](https://block.xyz/en/legal/applicant-privacy-notice)

## About Block

## Company Overview
- **One-liner**: Block, Inc. builds technology for economic empowerment, providing financial services and tools for merchants and consumers through brands like Square, Cash App, Afterpay, Tidal, Bitkey, and Proto.
- **Entity Type**: Public (NYSE: SQ)
- **Headquarters**: Oakland, California, United States
- **Founded**: 2009
- **Founders**: Jack Dorsey, Jim McKelvey, Tristan O’Tierney

## Core Business
- **Primary industry**: Financial services, payments, and financial technology (fintech)
- **Target customers**: B2B (merchants, sellers of all sizes) and B2C (consumers, music listeners, bitcoin users)
- **Mission**: To build simple, powerful tools that make progress toward an economy that’s truly open to all — helping create a financial system that is open to everyone. [block.xyz](https://block.xyz/)

## Products & Services
- **Square**: Point-of-sale system and commerce platform that enables sellers to accept card payments, manage operations (bookings, e-commerce, inventory, payroll, banking), and access business loans. [linkedin.com/company/joinblock](https://www.linkedin.com/company/joinblock)
- **Cash App**: Digital wallet for consumers to send, receive, save, or borrow money; access a debit card; invest in stocks and bitcoin; and file taxes. [linkedin.com/company/joinblock](https://www.linkedin.com/company/joinblock)
- **Afterpay**: Buy now, pay later service that lets customers manage spending over time. [block.xyz](https://block.xyz/)
- **Tidal**: Music streaming platform that empowers artists to thrive as entrepreneurs. [block.xyz](https://block.xyz/)
- **Bitkey**: Simple self-custody bitcoin wallet. [block.xyz](https://block.xyz/)
- **Proto**: Suite of bitcoin mining products and services. [block.xyz](https://block.xyz/)

## Market Standing
- **Valuation/Market Cap**: $96.3 billion (as of 2025/2026, per LinkedIn). [linkedin.com/company/joinblock](https://www.linkedin.com/company/joinblock)
- **Key Metric (Public)**: Annual revenue of $24.2 billion (latest fiscal year). [linkedin.com/company/joinblock](https://www.linkedin.com/company/joinblock)
- **Notable Investors/Partners**: Jack Dorsey (founder, chair, CEO) owns ~10% of the company; other major institutional investors. Key partners include Amazon, Meta, Google (as talent sources). [linkedin.com/company/joinblock](https://www.linkedin.com/company/joinblock)
- **Growth Signals**: Serves 57 million users and 4 million sellers, processing $241 billion in payments annually. Operates in 34 countries. Headcount of 3,223 (though down 25.4% YoY). Active job postings increased 614% quarter-over-quarter (50 open roles). [linkedin.com/company/joinblock](https://www.linkedin.com/company/joinblock)

## Competitive Advantages
- **Ecosystem moat**: Multiple interconnected brands (Square, Cash App, Afterpay, Tidal, Bitkey, Proto) that cross-sell and deepen user engagement across payments, banking, music, and bitcoin.
- **Market leadership**: Dominant U.S. point-of-sale market share and strong consumer adoption of Cash App.
- **Bitcoin & crypto focus**: Early and deep integration of bitcoin (Bitkey wallet, Proto mining, Cash App crypto trading) differentiates Block from traditional fintechs.
- **Distributed work culture**: Allows global talent acquisition and flexible work arrangements that reduce real estate costs and increase employee satisfaction. [block.xyz/employee-benefits](https://block.xyz/employee-benefits)

## Strategic Focus
- Expanding the bitcoin ecosystem through self-custody (Bitkey) and mining infrastructure (Proto).
- Deepening financial inclusion with Cash App (banking, lending, investing) and Afterpay (credit alternatives).
- Growing the Square merchant platform internationally and into larger enterprise accounts.
- Leveraging AI in hiring and operations to improve efficiency and reduce bias. [block.xyz/careers/our-ai-hiring-principles](https://block.xyz/careers/our-ai-hiring-principles)

## Why Work Here
- **Culture**: Block emphasizes a “distributed work” model — employees choose where they work (home, office, hybrid) unless a role requires specific geography. Up to 45 days of international work flexibility across 150+ countries. [block.xyz/employee-benefits](https://block.xyz/employee-benefits)
- **Benefits**: Competitive pay, equity (Employee Stock Purchase Plan at 15% discount), matching 401(k), flexible PTO, comprehensive health/wellness (medical, dental, vision, mental health support), family leave, and family planning support. [block.xyz/employee-benefits](https://block.xyz/employee-benefits)
- **Engineering culture**: AI is used to augment hiring (not replace judgment). Strong emphasis on open source, bitcoin, and building for economic empowerment. Teams work across Square, Cash App, Afterpay, Tidal, Bitkey, and Proto — offering broad career mobility. [block.xyz/careers/our-ai-hiring-principles](https://block.xyz/careers/our-ai-hiring-principles)
- **Remote/Hybrid**: Fully distributed; offices available in Oakland, San Francisco, New York, Melbourne, London, Toronto, and more. [linkedin.com/company/joinblock](https://www.linkedin.com/company/joinblock)
- **Perks**: Employee stock ownership, wellness stipends, career growth programs across the ecosystem.

## Sources
1. [block.xyz](https://block.xyz/)
2. [block.xyz - Careers](https://block.xyz/careers/jobs)
3. [block.xyz - Employee Benefits](https://block.xyz/employee-benefits)
4. [block.xyz - AI Hiring Principles](https://block.xyz/careers/our-ai-hiring-principles)
5. [LinkedIn - Block](https://www.linkedin.com/company/joinblock)

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