Senior Product Manager, Checkout

Affirm; Oshawa; Remote; CAD 153,000 - 213,000; Full time

Benefits offered by this job

Health coverage for you and dependents

Employee stock purchase plan (ESPP)

Monthly stipends for health and tech"

Generous time off

Job summary

Affirm is seeking a Senior Product Manager for the Terms and Payments team who will own the checkout experience, including terms and payment selection, to enhance conversion and user confidence. You will partner with design, engineering, research, and analytics to ship cohesive UX patterns and adapt for new markets.

This highly cross‑functional role emphasizes user‑centric strategy, experimentation, and clear communication with stakeholders to drive a scalable checkout experience.

Qualifications

• 5+ years of Product Management experience.
• Strong sense of taste for user experience and clarity in interactions.
• Analytical rigor with data and qualitative inputs.
• World-class execution with high agency and quality.
• Ability to collaborate across product, design, engineering, analytics, and research.

Responsibilities

• Own the core checkout experience for terms and payments to drive conversion and confidence.
• Design and run experiments to improve understanding of terms selection.
• Define and ship new UX patterns using research and data, from discovery to launch.
• Partner with Legal and Compliance on regulatory requirements affecting UX.
• Work with international product partners to adapt terms experience for new markets.

Skills

Product management

UX sensitivity

Analytical rigor

Cross-functional

Execution with autonomy

Communication

Coachability

Job description

About The Product Team

The Product team listens to our customers’ needs and translates those insights into a clear product vision. The team works closely with design, engineering, and analytics to build scalable financial products that empower people to manage their money with confidence. We rely on empathy, curiosity, and business sense to prioritize features and improve experiences. Our role is to lead with clarity, support cross-functional execution, and champion the user in every decision.

About The Role

The Purchasing Experience product team owns the ‘face of affirm’, the core checkout experience for millions of affirm users.

As a Senior Product Manager on the Terms and Payments team, you will be responsible for designing both the term and payment selection experiences which drive user clarity and confidence at checkout.

An ideal candidate is one who has worked extensively on consumer experiences at key moments in the product flow.

This is a highly cross-functional role that sits at the intersection of Product, Design, Engineering, Research, and Analytics.

What You’ll Do

• Own the core checkout experience where consumers select and review their terms and payments — with a focus on driving conversion, clarity, and confidence at the moment of commitment.
• Design and run experiments that improve how consumers understand and choose their terms
• Define and ship new UX patterns that change the way checkout looks and feels — using research insights, quantitative signals, and close collaboration with design and analytics to move from discovery to launch.
• Partner with Legal and Compliance to understand regulatory requirements and how they affect the user experience.
• Work alongside international product partners to expand the terms experience into new markets, adapting for local expectations while keeping the design system coherent.
• Develop a deep understanding of user behavior and share those insights broadly — helping the team and stakeholders stay grounded in how consumers actually experience checkout.
• Drive an ambitious roadmap — identify the highest-leverage opportunities, align cross-functional partners, and own execution from concept through launch and iteration.

What We Look For

• 5+ years of Product Management experience
• A strong sense of taste for user experience — you have opinions about what makes an interaction feel clear, considered, and delightful.
• Analytical rigor — you're comfortable digging into data, interpreting experiment results, and turning qualitative and quantitative inputs into insights and product opportunities.
• World-class execution with high agency — you ship reliably, identify what matters without waiting to be told, and hold yourself to a high bar on quality and follow-through.
• The ability to work closely with cross-functional teams across product, design, engineering, analytics, and research — building trust and driving alignment without relying on authority.
• Strong communication skills — you can deliver results, drive narratives, and explain tradeoffs in a way that brings stakeholders along and creates clarity.
• Coachability — you seek out feedback, absorb it without defensiveness, and visibly grow from it.
• Bonus points if you've worked on checkout, e-commerce, or fintech products in the past.

Pay Grade - N

Equity Grade - 6

Employees new to affirm typically come in at the start of the pay range. affirm focuses on providing a simple and transparent pay structure which is based on a variety of factors, including location, experience and job-related skills.

Base pay is part of a total compensation package that may include equity rewards, monthly stipends for health, wellness and tech spending, and benefits (including 100% subsidized medical coverage, dental and vision for you and your dependents.)

CAN base pay range per year: $153,000 - $213,000

This posting is for an existing vacancy.

Remote-first with flexibility built in

affirm is proud to be a remote-first company. Most roles can be done from almost anywhere within the country of employment. Some positions may occasionally require in-person work at an affirm office, and a few are office-based due to the nature of the work. All new hires will be invited to attend an in-person onboarding experience.

Benefits Designed For You

Our benefits reflect our commitment to care, transparency, and flexibility. Here are a few highlights:

• Health coverage at no cost: We cover 100% of premiums for employees and their dependents.
• Spending stipends: Monthly stipends support your tech setup, and the ability to choose health and wellness options that are right for you.
• Time off to recharge: Flexible time off and generous holiday calendars help you rest when you need to.
• Own a piece of what you build: Our employee stock purchase plan (ESPP) lets you buy affirm stock at a discount.

We’re committed to providing an inclusive interview process, including accommodations for candidates with disabilities. If you need support, we’re happy to help.

For positions based in San Francisco or Los Angeles: affirm considers qualified applicants with arrest and conviction records, as required by law.