This is a remote position, but hybrid for candidates within 60km of our offices in either Toronto or Montreal

Tax Manager, Indirect

You will take the lead on building a global indirect tax engine for a company that operates where travel meets finance, turning tax complexity into a scalable competitive advantage.

What You'll Be Doing

You will be the primary architect of our end-to-end indirect tax processes, moving beyond simple filings to influence how we structure commercial contracts with global partners. You own the accuracy of our Canadian, US, and international compliance, which means you are the one critically evaluating external advice and making the final call on complex global transactions. AI handles the first pass on recurring data analysis and month-end tax summaries, so your focus stays on the judgment calls and multi-jurisdictional research that actually need you. You will act as the face of Plusgrade during audits and desk reviews, ensuring our documentation is bulletproof and our business remains uninterrupted as we scale.

What You Bring

• You are a CPA who has mastered the technical depths of Canadian and international tax, likely through years in a Big 4 firm or a complex global tech environment.

• You don't just follow tax regulations, you navigate them in jurisdictions where business models aren't yet defined, translating complex laws into clear business strategies.

• You are a proactive owner who spots global tax exposures before they hit the books, preferring to build a preventive system rather than fix a mistake.

• You communicate with enough precision and persuasion to influence executive stakeholders and negotiate effectively with tax authorities.

• When it comes to AI, you don't just use it, you've replaced recurring manual work with workflows you built and refined, and you can tell the difference between output you can trust and output that needs your judgment before it goes anywhere.

Why Plusgrade

Travel is about the moments that make a journey feel personal. At Plusgrade, we build the technology that makes those moments possible, from upgrade offers and loyalty experiences to revenue tools used by 575+ airline, hospitality, cruise, rail, and financial services partners worldwide.

The work is global, complex, and rewarding. You will solve meaningful problems, take ownership from idea to outcome, and work alongside people who are smart, curious, and committed to doing great work.

We also give our teams access to AI tools and the encouragement to use them thoughtfully, to move faster, explore ideas, and build better ways of working.

We trust our teams to do their best work. That means autonomy, flexibility, and room to grow.

Come help us shape the future of travel.

What You'll Love About Us

🏦 RRSP Matching · 🏥 Comprehensive Health Plans · 📅 Flexible Paid Time Off · ✈️ Travel Experience Perk · 🧘 Annual Wellness Perk · 🚆 Commuter Perk · 🌅 Tenure-Based Work From Anywhere Program · 🍼 Parental Leave Top Up · 🌍 Adventure Pass · 🎓 Learning Allowance

Our Process

We believe every candidate deserves a fair, transparent experience, so regardless of outcome, everyone gets feedback.

Our process: Recruiter call → Hiring Manager interview → Final interview.

Plusgrade is an equal-opportunity employer committed to accessible recruitment. We welcome applications from all qualified individuals regardless of gender identity or expression, race, ethnic origin, creed, place of origin, age, sex, marital status, physical or mental disability, sexual orientation, or any other category protected by law. Accommodation is available upon request. We may use AI-assisted tools to help screen and assess applicants for this role. This posting is for an existing vacancy.