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Toronto, Ontario, Canada
Hybrid
Relay is a digital banking platform that gives self-made business owners the tools and know-how to be great with money—bringing clarity, confidence, and control to every dollar earned, so they can turn hard work into lasting success. We do this by replacing financial guesswork with real visibility, transforming cash flow from a constant source of stress into a clear signal owners can use to run stronger, more resilient businesses.
Our mission is to increase the success rate of small businesses. Traditional banking has been a growth limiter rather than a growth enabler for business owners, and we're changing that. Relay is the all-in-one, collaborative money management platform. We're building for employer SMBs and their finance function, and we're focused on delivering a human-centric customer experience.
Relay processes millions of dollars in deposits, wires, checks, and card transactions every business day, and 321,000+ small business owners trust us with their money. The Transaction Monitoring team is why that trust is warranted. Every transaction we review is a decision: hold or release, investigate or clear. Good decisions mean legitimate business owners get their money fast and bad actors get stopped before they succeed.
We're looking for someone with real transaction monitoring experience who is curious, decisive, and excited to build with AI, not just work a queue.
What You'll Be Doing:
Review and investigate suspicious activity across every payment channel: deposits, checks, wires, and card transactions
Make hold/release decisions on flagged transactions, and own them — verify the signals, check the story, make the call. Review customer documentation and verify business activity to support hold and release decisions.
Detect patterns that don't belong: velocity abuse, accounts moving money in ways that don't match their profile, business email compromise, altered items
Document your investigations clearly and completely — your case notes are read by compliance, our bank partner, and potentially examiners
Suggest improvements to fraud rules and controls: flag rules that are generating false positives, spot gaps that let bad activity through, and bring recommendations to Risk Strategy so your findings shape how we detect fraud
Collaborate with Compliance, Customer Experience, and Product to resolve cases quickly without compromising on risk
Use AI tools daily to investigate faster, pull data, and improve how the team works
Who You Are:
You have 2+ years of transaction monitoring experience at a bank, fintech, or payments company. You've made real hold/release decisions, not just escalated them.
You're curious and investigative. When something doesn't add up, you dig into the why instead of just flagging it and moving on.
You make calls and stand behind them. Holding a deposit means a business can't access their money; releasing it means betting your judgment that it's clean. You're comfortable owning both.
You're a problem solver with high agency. You don't just spot issues — you come with solutions and drive them forward without waiting to be asked.
You build with AI. You're actively using AI tools in how you work today and you're excited to push what's possible with them.
You communicate clearly. You document findings well and can present them to teammates, compliance, and non-risk partners like CX and Sales.
You thrive in a fast-paced environment. You're comfortable wearing multiple hats, handling ambiguity, and adapting as fraud patterns shift.
You have a growth mindset. You want to get a little better every day and you treat feedback as fuel.
Bonus Points:
SQL proficiency — you can pull your own data without waiting on analytics
Card and disputes experience, including familiarity with the relevant regulations
Working knowledge of compliance: BSA/AML, KYC/CIP, and how regulations shape monitoring decisions
CAMS, CFE, or equivalent certification
Experience at a company operating under a bank partnership
The Interview Process
Stage 1: A 30-minute Google Meet video call with a member of the Talent team
Stage 2: A 45-minute Google Meet video call with the Hiring Managers
Stage 3: A case study interview with the Hiring Managers
Stage 4: A 45-minute Google Meet video call with a member of our leadership team
Our Compensation Approach
We believe Relayers should feel rewarded for the impact they have on our mission and growth. Compensation follows impact. As impact increases, compensation grows, and we do not limit compensation changes to a once-a-year review cycle.
The annual salary range for this role is $72,900 CAD to $89,100 CAD.
For candidates who demonstrate full readiness for the defined scope of the role, the typical starting salary is $81,000 CAD. Offers below this point reflect candidates we believe can grow into the full scope of the role with support and development. Offers above this point reflect impact that meaningfully exceeds the role’s defined expectations or an expanded scope from day one.
We encourage you to have a conversation with your recruiter and ask questions about compensation throughout the hiring process. For more information on our compensation philosophy and perks and benefits, visit our Candidate Hub.
Why Relay Might Be the Perfect Fit For You
You push relentlessly for reinvention: You're always asking "how can this be better?" -- in your work, in your craft, in yourself. Comfort is a signal to push harder, not coast. You'd rather build something better than defend something familiar.
You crave autonomy: We trust our team with big challenges and the freedom to solve them. If you’re someone who takes initiative, is comfortable taking risks, and seeks input when needed, you’ll find the freedom here empowering.
You own your work: You take pride in your work, follow through on commitments, and feel a deep sense of responsibility for outcomes, not just tasks.
You build with AI, not just use it: You're actively embedding AI into how you work, pushing what's possible, and bringing your team along with you.
You care about impact, not noise: You care deeply about the substance of your work. You measure success by results, not recognition, and you let your work speak for itself.
You’re energized by complexity and ambiguity: You enjoy tackling problems that don’t come with a playbook. You’re comfortable building from scratch, iterating as you go, and collaborating to shape the best path forward.
You seek out feedback: You see directness as respect, not criticism. You actively seek input, sit with hard truths, and use feedback as fuel for improvement.
Small businesses are why we're here: Relay exists to help them thrive -- and that mission has to resonate with you.
Join Us
We're looking for people who are relentless, curious, and care deeply about the work. You're encouraged to apply even if your experience doesn't perfectly match the job description -- your perspective and drive matter more. We welcome diverse backgrounds and people who think critically, challenge the status quo, and want to help small businesses thrive.
If you require accommodations at any stage of the hiring process, please reach out to your Talent Partner.
Disclaimer: For compliance reasons, all offers of employment at Relay are conditional upon a successful background check and employment verification through Certn.
Important Notice: Relay’s recruitment team only contacts candidates and corresponds from official corporate email addresses ending in @relayfi.com. We will never ask for sensitive personal data (such as bank account details, credit card numbers, or social security/insurance numbers) during the initial application or interview stages.