Insurance Risk Manager Jobs in Shrewsbury, MA (NOW HIRING)

Toronto Onsite | Full-Time | Hybrid after onboarding | Reports to CEO | LMIA / PNP sponsorship available

Our client is one of Canada's fastest-growing fintech platforms, transforming how consumers pay, save, and earn rewards through a single seamless app. The company processes over USD $100M in annual transaction volume (TPV) with a base of 250,000+ users across North America, and its proprietary, fully in-house technology stack supports 500+ leading retail and brand partners. Headquartered in the Greater Toronto Area with a growing presence in Silicon Valley, the company is currently scaling at 300% year-over-year and is expanding its financial product suite into new categories.

Risk management at this company is not a brake on growth — it is the engine that powers it. The Lead Risk Manager will own end-to-end fraud and payment risk strategy across a multi-currency, cross-border consumer payments ecosystem, building AI-driven detection systems that automate over 90% of fraud interception and free the team from manual review cycles.

This is a builder role for a Risk Leader with hacker instincts and raw analytical horsepower — someone who can reverse-engineer fraud loops, write production-grade SQL and Python, and deploy ML models (XGBoost, LightGBM) into live risk systems. The role reports directly to the CEO and operates as the strategic liaison to global payment processors and vendors.

• Define the rules, don't just follow them — Lead end-to-end financial risk strategies, from opportunity identification through design, testing, and post-production monitoring.

• Build AI-driven defense — Develop user behaviour scoring, anomaly detection, and automated interception models using Python/Sklearn/XGBoost/LightGBM, and deploy them into the production risk stack.

• Counter-strike fraud — Investigate anomalous activity in real time, perform root-cause analysis on chargebacks, and produce authoritative reports on emerging fraud trends across multi-currency and e-commerce flows.

• Own the data layer — Independently query large datasets in SQL to surface fraud patterns, evaluate model performance, and inform strategy adjustments.

• Strategic liaison — Act as the single point of contact between the company and external payment processors, card networks, and risk vendors, ensuring alignment on risk policy and incident response.

• Set the standard — Establish the company's long-term risk operating framework as the platform scales TPV and enters new markets.

• 5+ years of professional experience, with a minimum of 3 years dedicated to fraud risk and at least 1 year specifically within the payments industry.

• Hands-on experience identifying and defending against fraud across multi-currency, cross-border, and e-commerce payment environments.

• Strong reverse-engineering and problem-solving instincts — able to anticipate attacks from a fraudster's perspective.

• Expert-level SQL for independent querying of large transactional datasets; strong Python proficiency.

• 3+ years of hands-on experience building fraud detection models — feature engineering, training, evaluation, and production deployment.

• Demonstrated proficiency with Python/R modeling frameworks: Sklearn, XGBoost, LightGBM.

• Mandarin Chinese fluency (the company operates a bilingual EN/CN working environment; this is a hard requirement).

• Based in or willing to relocate to the Greater Toronto Area for the onsite onboarding period.

• Prior experience at a top-tier payment processor, card network, or fintech with cross-border exposure.

• Experience leading or mentoring a small risk / data team.

• Familiarity with North American AML/KYC and consumer payment compliance frameworks.

• Base Salary: CAD 150K to 180k

• Bonus: Risk control performance bonus tied to fraud loss reduction and model deployment milestones.

• Work Model: Hybrid in Toronto, with a paid 1–2 month onsite onboarding period at the Etobicoke office.

• Reporting Line: Direct report to the CEO.

• Immigration Support: Full LMIA and PNP employer sponsorship for top-tier candidates, including all associated costs.

• Team: Work alongside payment industry veterans and a Harvard-affiliated founder defining the future of AI-driven financial security.

This is not a maintenance seat at a stagnant company. It is a builder seat at a Canadian fintech in hyper-growth, with direct CEO access, a real budget for AI tooling, and the autonomy to define the risk operating model from the ground up. For a senior risk professional who wants to operate as a general rather than an analyst, this is one of the most consequential fraud roles open in the Canadian market today.