Team Lead, Fraud Investigations

Wealthsimple
Canada
Remote

Who this role is best for

Aimed at mid-to-senior level fraud investigators who have experience in multiple fraud domains and a leadership background.

Best fit for

  • Candidates with a proven leadership background in fraud investigations and a strong grasp of financial data analysis
    — “Proven track record of mentoring, coaching, or leading peers.”
  • Individuals with hands-on experience in backend fraud investigations across multiple financial domains
    — “4+ years of direct, hands-on experience in backend fraud investigations.”

Things to consider

  • This role requires prior experience and performance within Wealthsimple's internal hierarchy and structure.
    — “Minimum 1 year of tenure at Wealthsimple, currently at a L3 role (or higher), with at least a 'Meets Expectations' rating on your most recent performance review.”
  • The position demands high-stakes decision-making and the ability to work under pressure without explicit mention of flexibility.
    — “You make sound, high-stakes decisions with incomplete information, and you know exactly when to escalate and when to hold.”

How to stand out

  • Highlight experience in managing teams and improving investigative techniques in your resume and interview responses.
    — “Manage the day-to-day operations of a pod of Fraud Investigators. Conduct 1:1s, run side-by-sides, and actively coach your team.”
  • Emphasize your ability to identify behavioral anomalies in complex financial data.
    — “Deep understanding of fraud typologies and financial ledgers. You can look at complex data (IPs, device IDs, transaction metadata) and instantly spot the behavioral anomalies.”
  • Demonstrate your skill in translating fraud investigations into business impact for leadership.
    — “Exceptional written and verbal communication skills. You can translate complex fraud investigations into clear business impact for leadership and partner teams.”
  • Showcase your experience in creating and maintaining investigative playbooks and quality control processes.
    — “Serve as the chief quality-control officer for your pod, establishing investigative playbooks and ensuring all decisions align with Wealthsimple’s risk appetite and regulatory requirements.”
Pace · Fast PacedCollaboration · MediumAutonomy · MediumDecision Impact · Team

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • managing fraud investigations
  • overseeing complex fraud queues
Typical background
fraud investigatorteam lead

Skills & requirements

Required

Fraud InvestigationTeam ManagementInvestigative TechniquesDecision-making

Preferred

MentoringCoaching

Stack & domain

Fraud InvestigationTeam ManagementCase DocumentationRisk AssessmentData AnalysisFinancial LedgersCoachingProblem SolvingDecision MakingCommunicationTeam BuildingFraudSecurityRisk Management

About the role

Original posting from Wealthsimple via Ashby

BUILD SOMETHING PEOPLE LOVE

Wealthsimple is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. Wealthsimple currently serves more than 4 million Canadians and holds over $155 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada.

We're proud of what we've built — and we're just getting started. Read our Culture Manual https://www.wealthsimple.com/en-ca/culture and learn more about how we work https://www.wealthsimple.com/en-ca/careers.

At Wealthsimple, we take our clients' security seriously. The Fraud Investigations team is the front line of defense within our Security & Risk group. We are looking for a sharp, decisive, and detail-obsessed Team Lead to oversee a pod of Fraud Investigators.

You won't be tied to just one type of fraud. As a Team Lead, you will be the player-coach guiding the detectives who protect our platform from everything from complex account takeovers to sophisticated money mule networks. You will act as the ultimate escalation point, drive team performance, and ensure our defenses stay one step ahead of the bad actors.

What You Will Do:

  • Manage the day-to-day operations of a pod of Fraud Investigators. Conduct 1:1s, run side-by-sides, and actively coach your team to elevate their investigative techniques and decision-making.
  • Oversee complex fraud queues, ensuring the team strictly maintains case-closure Service Level Agreements (SLAs) without sacrificing investigative quality.
  • Step in on the most complex, ambiguous, or high-dollar investigations. You are the final set of eyes when an investigator needs help navigating a tricky bank indemnity, a complex crypto trace, or a sophisticated identity ring.
  • Lead weekly calibration sessions with your pod. Spot emerging fraud typologies across the platform, document trends, and partner directly with Risk, Compliance, and Product to build better automated defenses.
  • Ensure your team’s case documentation is flawless, empowering client-facing teams with exactly what they need to manage the client relationship during high-stress situations.
  • Serve as the chief quality-control officer for your pod, establishing investigative playbooks and ensuring all decisions align with Wealthsimple’s risk appetite and regulatory requirements.

What you bring:

  • 3+ years of direct, hands-on experience in backend fraud investigations (e.g., banking/fiat fraud, account takeovers, payments, or digital assets).
  • Proven track record of mentoring, coaching, or leading peers. You know how to build a culture of psychological safety, calm, and focus in a high-stress environment.
  • Deep understanding of fraud typologies and financial ledgers. You can look at complex data (IPs, device IDs, transaction metadata) and instantly spot the behavioral anomalies.
  • Strong bias for action. You make sound, high-stakes decisions with incomplete information, and you know exactly when to escalate and when to hold.
  • Exceptional written and verbal communication skills. You can translate complex fraud investigations into clear business impact for leadership and partner teams.

WHY WEALTHSIMPLE?

🌸 Top-tier health benefits and life insurance

📈 Long-term group savings with employer match, through Wealthsimple for Business

🌴 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year*

✈️ 90 days away: work outside Canada for up to 90 days per year*

👥 Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS

🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work.

*Unlimited paid sick days, Wellness Days and the 90 day away program do not apply to certain roles.

ICYMI

Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work — whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building.

Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.

Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know — we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs.

AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.

Source: Wealthsimple careers (Ashby)

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