User Risk Strategist

Stripe; Toronto; Hybrid; CAD 151,000 - 227,000; Full time

Job summary

A financial services provider in Toronto is seeking an experienced program manager to lead the User Risk Strategy team. The successful candidate will drive complex initiatives that minimize risk and enhance user trust. With a focus on building relationships internally and externally, the role demands strong communication skills and a problem-solving mindset. This position offers a hybrid work model and competitive compensation package.

Benefits

Equity

Company bonus

401(k) plan

Medical, dental, and vision benefits

Wellness stipends

Qualifications

• 10+ years of program management experience driving complex cross-functional initiatives.
• Proven user-facing and executive-facing experience, with strong executive presence.
• Exceptional communication and storytelling skills, adept at working-level and exec-level interactions.
• Strong problem-solving and analytical skills, using data for decisions.
• Experience designing and implementing risk strategies and solutions.

Responsibilities

• Own the strategy, planning, and orchestration of large-scale programs.
• Build strong relationships with executive-level stakeholders.
• Represent Stripe with critical partners and customers.
• Translate complex risk issues into actionable insights.
• Monitor program performance and deliver executive-ready reporting.

Skills

Program management

Communication skills

Problem-solving

Stakeholder management

Risk strategy

Job description

Who we are

Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career.

About Stripe

Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career.

About the team

As Stripe continues to develop innovative products that serve businesses of all sizes around the world, risk will increase in complexity and scale. The User Risk Strategy team protects and advances Stripe’s business, brand and mission, by deploying industry-leading supportability solutions that instill user and partner trust in Stripe, whilst enabling progressive and sustainable business growth.

What you’ll do

As a member of the User Risk Strategy team, you’ll lead complex, cross-functional initiatives that strengthen trust, minimize risk, and support Stripe’s most strategic users. You’ll partner with Risk, Product, Partnerships, Legal, Sales, and Data Science to design scalable solutions that improve Stripe’s controls and user experience.

This role blends program execution, risk expertise, and user engagement. You’ll collaborate with internal teams and directly with executives and strategic customers to anticipate risk, reduce friction, and drive sustainable growth.

Responsibilities

• Own the strategy, planning, and orchestration of large-scale programs addressing user, compliance, and platform needs.
• Build strong relationships with executive-level stakeholders (internal and external) to align on priorities, tradeoffs and success measures.
• Represent Stripe with critical partners and customers in external engagements.
• Translate complex risk issues into clear, actionable insights for leadership and users.
• Monitor program performance, deliver executive-ready reporting, and leverage insights to drive continuous improvement.
• Act as a trusted advisor to strategic users while upholding compliance and platform integrity.

Who you are

We’re looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement.

Minimum requirements

• 10+ years of program management experience driving complex, cross-functional initiatives (structuring programs, managing stakeholders, setting milestones, and executing at scale).
• Proven experience in user-facing and executive-facing roles, with strong executive presence and the ability to communicate complex topics clearly and persuasively.
• Exceptional communication and storytelling skills, adept at both working-level and exec-level interactions.
• Strong problem-solving and analytical skills, with the ability to use data to clarify ambiguity, guide decisions, and deliver measurable business impact.
• Experience designing and implementing risk strategies and solutions, partnering across product, engineering, operations, policy, and GTM / account teams.
• Demonstrated ability to influence and build partnerships across functions in fast-paced, high-growth, or global environments.
• Self-starter, comfortable navigating ambiguity, with a track record of driving ambitious goals independently and with rigor.
• Entrepreneurial, curious, and user-first mindset, with a strong desire to innovate and reduce friction.

Preferred qualifications

• Experience in financial services, payments or fintech industries or a related role (risk, compliance, legal, consulting) with proven success in translating complex regulatory or technical concepts into practical action plans and user guidance
• Background in platforms, marketplaces, SaaS infrastructure, or global onboarding / risk requirements
• Strong understanding of our business and products

Hybrid work at Stripe

This role is available either in an office or a remote location (35+ miles or 56+ km from a Stripe office).

In-office expectations

Office-assigned Stripes spend at least 50% of the time in a given month in their local office or with users. This hits a balance between bringing people together for in-person collaboration and learning from each other, while supporting flexibility about how to do this in a way that makes sense for individuals and their teams.

Working remotely at Stripe

A remote location is defined as being 35 miles (56 kilometers) or more from one of our offices. While you would be welcome to come into the office for team / business meetings, on‑sites, meet‑ups, and events, our expectation is you would regularly work from home rather than a Stripe office. Stripe does not cover the cost of relocating to a remote location. We encourage you to apply for roles that match the location where you currently live or plan to live.

Pay and benefits

The annual US base salary range for this role is $151,300 - $226,900. For sales roles, the range provided is the role’s On Target Earnings OTE range, meaning that the range includes both the sales commissions / sales bonuses target and annual base salary for the role. This salary range may be inclusive of several career levels at Stripe and will be narrowed during the interview process based on a number of factors, including the candidate’s experience, qualifications, and location. Applicants interested in this role and who are not located in the US may request the annual salary range for their location during the interview process.

Additional benefits for this role may include: equity, company bonus or sales commissions / bonuses; 401(k) plan; medical, dental, and vision benefits; and wellness stipends.