Description
About the Role
We're seeking a Senior Tax Manager to own the Canadian tax function. Please note this is a hands-on Individual Contributor (IC) role; you will own and execute the work—including preparing workpapers and reconciliations—without direct reports. You bring deep Canadian tax expertise, cross-border experience, and a forward-looking mindset around AI-driven practice improvement. As a real part of our lean global tax team, you will apply sound technical judgment to make the function faster and better than you found it.
What You'll Do
Canadian Tax
Own Canadian corporate income tax compliance — oversee the full compliance process across all required schedules and applicable provincial jurisdictions, and ensure quality and accuracy at every stage
Own GST/HST and applicable provincial indirect tax compliance
Maintain transfer pricing documentation and intercompany agreements — ensuring positions are technically sound, contemporaneous, and defensible under tax authority scrutiny; advise Finance and Legal on cross-border arrangements before decisions are made, not after
Own the Canadian component of tax reporting, coordinating with the US team
Stay ahead of Canadian tax change — federal, provincial, Pillar Two — and translate what matters into decisions Finance can act on before the deadline, not after
Own the tax authority relationship: respond to correspondence and see inquiries through to resolution
US Tax
Flex into US income tax provision, federal and state compliance review, and month-end close as a meaningful contributor — not just backup capacity, but a senior person who can carry real workload when it counts
Contribute to public company tax reporting on a shared basis with the broader team
AI-Driven Tax Practice
Reach for AI first — use Claude, Claude Code, and similar tools to accelerate research, draft technical memos, analyze notices, run calculations, and design repeatable workflows.
Default to AI, don’t defer to it. The tools give you leverage; the work is still yours. Every output you put your name on — whether it’s a written position, a calculation, or a workflow result — is something you can explain and stand behind
Tax work is multi-layered — some steps demand deep judgment, others not as much.
Map the difference. Automate what's mechanical, build structured workflows for what's in between, and protect your focus for the analysis and positions that actually require you
What You'll Bring
Required
10+ years of Canadian tax expertise, with a track record of being a senior Canadian tax voice in the room — the person others deferred to on technical questions
Background at a major accounting firm in a Canadian corporate or international tax group
Multinational tax experience — you’ve worked across US and Canadian tax obligations and understand how cross-border arrangements function in practice, not just in documentation
Transfer pricing expertise beyond documentation review — you understand what makes a position defensible and you’ve had to defend one
The ability to translate complex technical positions into clear, actionable guidance — you know the technically correct answer and you know which version of it the business should actually implement
Meaningful US tax experience — sufficient to flex into provision, compliance, or month-end close and carry real workload during crunch periods
CPA (Canada) or equivalent
A track record of making the tax function faster and lighter than you found it — not just maintaining what exists, but leaving it better
You've rebuilt something because of AI and it runs faster now. When something new lands, you don't prompt and paste — you interrogate it, pressure-test it, and know exactly where it's wrong before anyone else does
Preferred
Public company experience
Experience at a technology company or business with material cross-border activity
Familiarity with NetSuite, Snowflake, or similar finance and accounting platforms
Location
This role is based in our downtown Toronto office, in-person four days per week (Monday,
Tuesday, Thursday, Friday). Candidates must be based within commuting distance of the office.
To Apply:
Please submit your application via the portal below, or email your resume directly to raj.singh@opendoor.com.