Director Of Risk Jobs in Whitby, ON (NOW HIRING)

Loop is a fast‑growing FinTech high‑growth startup that enables businesses to seamlessly manage money around the world so our clients can access more markets, accelerate their growth and simplify their operations with the only truly cross‑border banking platform. Loop is enabling the next generation of businesses to thrive around the world and we are looking for ambitious people to join our mission.

Hi, I’m Sarah, Chief of Staff at Loop. I’m hiring a Head of Risk to take ownership of the day‑to‑day risk function at Loop, owning everything from KYC/B and AML to credit risk, collections, and transaction monitoring as we scale.

As the Head of Risk, you will be the operator who turns risk into one of Loop’s sharpest competitive edges. You’ll own KYC/B, AML, transaction monitoring, credit risk, and collections end‑to‑end, sharpening what’s in place, building what isn’t, and making sure every dollar moving through Loop moves safely and quickly.

Expect to live in the queues, the dashboards, the rules, and the room where the hard calls get made. You’ll design the day‑to‑day, lead the team, and build a risk operation that moves at the pace of the business.

This is a role for a builder who is also an operator and is deeply involved in the team.

• Own the end‑to‑end onboarding review process for business customers.
• Set and continuously elevate standards for review quality, throughput, and turnaround time.
• Lead escalations on complex, high‑risk, or high‑value cases as final decision‑maker.

• Lead the day‑to‑day AML program, including alert review, SAR/STR filings, sanctions screening, and ongoing monitoring.
• Tune detection rules and thresholds to strengthen risk capture and reduce false positives.
• Translate emerging fraud and money laundering patterns into rule, policy, and product changes.

• Manage credit decisioning workflows, monitor portfolio health, and surface emerging risk early.
• Build out our collections function, from outreach cadences and hardship handling through recovery and write‑offs.
• Own recovery rate and net loss as core KPIs of the function.

• Establish the dashboards, SLAs, and reporting cadence that give the company a clear view of risk performance.
• Identify operational bottlenecks and resolve them through automation, integration, or redesign.
• Manage day‑to‑day relationships with our risk vendors and ensure we extract full value from each.

• Lead, coach, and develop the risk operations team, raising the standard for output and impact.
• Partner across Compliance, Product, Engineering, and Customer Operations to embed risk thinking throughout the organization.
• Maintain audit readiness as an ongoing discipline and support Compliance in regulator interactions across RPAA, FINTRAC MSB, AML, and KYC frameworks.

• 6+ years of experience in risk operations, AML, KYC/B, credit risk, or adjacent areas.
• A hands‑on operator and people leader who can run the queue and the team.
• Direct experience across KYC/B, AML, transaction monitoring, credit risk, collections, and/or fraud.
• Working knowledge of relevant Canadian regulation, including RPAA and FINTRAC.
• Sharp analytical thinking and clear communication, paired with sound judgment and high ethical standards.
• A pragmatic builder who thrives in fast‑paced, ambiguous environments.

• Experience at a FinTech, especially in cross‑border payments, banking, or lending.
• Comfort with SQL, Python, or no‑code automation tools (Claude, Zapier, Retool, etc.).
• Experience at a small, early‑stage team where you wore many hats.

Loop is not for everyone. And that’s intentional.

We’re building the financial infrastructure that helps businesses move money across borders — and we move fast. We take ownership and trust each other to get things done. From day one, your impact will be felt immediately.

And because of that, we need builders. People with grit who take full ownership, thrive in fast moving environments and are comfortable figuring things out as they go.

If that sounds like you, we want to hear your story.

A chance to shape the risk operations function at a high‑growth FinTech and scale it with the company.

Real ownership and visible impact. Your work shows up in the numbers and in the business every week.

An energetic, fast‑paced, collaborative startup culture with smart people who care.

• Salary range CAD$120,000 – $140,000 base annual, commensurate with experience.
• Equity ranging 0.10–0.50%.
• 3 weeks vacation.
• Group health benefits after probation.
• Onsite role in downtown Toronto.
• Kitchen full of snacks and drinks to keep you going throughout the day.
• Catered lunch on Fridays (we take recommendations!).

• 30 minutes virtual meeting with Sarah, Chief of Staff.
• 30 minutes virtual meeting with Cato, CEO and Co‑Founder.
• 60 minutes in‑person meeting with two members of the Leadership team.
• 60 minutes in‑person or virtual meeting with Cato, CEO and Co‑Founder and Sarah, Chief of Staff.
• Background check (Criminal Record Check, Identity Verification, Adverse Media, Global Watchlist and Sanctions, Politically Exposed Persons).
• Offer.

Mission: To help businesses seamlessly manage money around the world so they can access more markets, save money and simplify their operations.

Vision: The future of business is global by default. Loop will be the first business bank that is global by default.

Values

Ownership - We build, raise standards and take full accountability for our results.

Speed - We come prepared, make decisions quickly and act without waiting for perfect answers.

Respect - We put the customer first, communicate candidly and never compromise on quality.

Grit - We finish what we start, run toward challenges and focus on solutions.

To apply for this position, please click “apply” and share your resume, alongside a brief paragraph about yourself and your previous experience. Your application will be reviewed by our recruiters and hiring managers; we do not use AI tools for screening or selection.

Loop is committed to creating a diverse culture. We encourage you to apply regardless of who you are or where you came from - what matters is the journey ahead. Put simply, if you’re unsure about your qualifications for this position, we’d still encourage you to apply!