Tax Operations Specialist (Fintech)

TL;DR

Tax Operations Specialist (Fintech): Managing global indirect tax execution and complex operational escalations with an accent on VAT/GST/HST compliance and cross-functional problem solving. Focus on building scalable tax infrastructure, investigating root causes of operational failures, and driving accountability through metrics and reporting.

Location: Toronto

Salary: $100,500 - $150,700 (US base range; international ranges available upon request)

Company

Stripe is a financial infrastructure platform for businesses, dedicated to increasing the GDP of the internet by providing payment and financial services to companies worldwide.

What you will do

• Own high-risk, cross-functional escalations that lack clear playbooks.
• Drive accountability through metrics, project tracking, and operational reporting.
• Investigate recurring issues to identify root causes and prevent repeat failures.
• Partner cross-functionally to remove blockers and ensure operational readiness.
• Serve as an escalation partner for issues requiring leadership visibility and coordinated resolution.
• Provide visibility into friction points, risks, and remediation strategies.

Requirements

• 2+ years of relevant indirect filing experience in VAT and/or GST/HST.
• Deep knowledge of global indirect tax issues and solutions within the technology industry.
• Proven ability to investigate complex issues and drive them to resolution.
• Excellent communication skills with the ability to explain complex tax issues to non-tax team members.
• Ability to manage multiple priorities with urgency and accuracy.
• Comfort working in ambiguity and high-accountability environments.

Nice to have

• Advanced degree or professional qualification in tax or accounting (CPA, Chartered Accountant).
• Experience with LLM and/or SQL.
• Experience with non-US tax registrations and international tax authorities.
• Background in tax operations, financial services, or regulated operational environments.
• Understanding of operational workflows, risk management, and data analysis.