GTM Strategy & Operations Lead (Legal & Field Ops)

Location: Remote Canada; occasional in-person work at an Affirm office and in-person onboarding may be required.

Base pay in Canada: CAD 117,000–167,000 per year.

Company

Affirm provides transparent buy-now-pay-later payment solutions with predictable pricing and no hidden fees.

What you will do

• Own go-to-market operations for strategic initiatives executed by customer success, sales, and technical account teams.
• Translate Product, Legal, Risk, and Pricing inputs into practical, field-ready processes.
• Manage the AI contract dashboard used to determine legal and pricing eligibility.
• Build tools and playbooks for contract renewal planning, pricing standardization, and new product launches.
• Connect executive strategy, customer value propositions, and field-facing analysis.
• Analyze adoption and performance data to identify launch bottlenecks and flag risks early.

Requirements

• 6+ years of experience in business operations, revenue operations, or sales operations, ideally in FinTech, SaaS, or another high-growth environment.
• End-to-end ownership of a go-to-market motion or customer-facing initiative, from rollout through adoption.
• Experience working cross-functionally with Product, Product Marketing, Client Success, Sales, Analytics, Legal, or Pricing.
• Ability to translate product and pricing strategy into executable field processes and make decisions using adoption and performance data.
• Experience with merchant, payments, or SaaS sales motions is required.
• Experience using SQL for querying, manipulating, and analyzing data, plus applying and validating AI-generated outputs.

Culture & Benefits

• Remote-first work model with flexibility within the country of employment.
• 100% subsidized medical coverage for employees and dependents, plus dental and vision coverage.
• Monthly technology, health, and wellness stipends.
• Flexible time off and generous holiday calendars.
• Employee stock purchase plan with discounted Affirm stock.
• Inclusive interview process with accommodations available for candidates with disabilities.

Hiring process

• Inclusive interview process with accommodations available upon request.
• New hires attend an in-person onboarding experience.