Senior Manager, Tax

Overview

The organization is seeking a Senior Tax Manager to own the tax function end to end, including corporate income tax, sales and indirect tax, and cross-border compliance. This role will serve as the sole in-house tax expert, partnering with Finance, Product, Engineering, leadership, external advisors, auditors, and taxing authorities.

The position offers the opportunity to build a tax function from the ground up, establish filing and planning practices, and help shape tax logic embedded in customer-facing products.

Responsibilities

• Own corporate and income tax compliance and provision, including federal, state, and local filings, quarterly estimates, and coordination of the annual return with external advisors.
• Manage sales and indirect tax across all jurisdictions in which the organization operates, including nexus determination, registration, filing, and audit response.
• Scope, select, and implement a tax engine if needed, integrating it with the ERP (Rillet) and internal systems to automate tax calculation at scale.
• Manage Canadian tax obligations and correspondence with the Canada Revenue Agency, covering GST/HST, provincial sales taxes, SRED, and cross-border matters tied to the EOR model.
• Research technical tax positions and translate findings into documented, defensible filing positions and internal policy.
• Partner with Product and Engineering to design the tax structure of customer invoices, ensuring the correct taxes are assessed, displayed, and remitted.
• Advise leadership on tax planning, exposure, and prudent positions as the business enters new jurisdictions and launches new products.
• Manage relationships with third-party tax advisors, auditors, and taxing authorities, directing external work while retaining in-house ownership where possible.

Requirements

• Bachelor's degree in accounting, taxation, or finance.
• Six or more years of progressive tax experience spanning corporate/income tax and sales/indirect tax, ideally built on a foundation in public accounting (Big Four or regional firm) before moving in-house. Generalists with experience across multiple tax disciplines are strongly preferred over narrow specialists.
• Hands-on experience implementing or administering a tax engine and integrating it with an ERP.
• Working knowledge of ASC 740 tax provision and the corporate compliance cycle, from estimates through the annual return.
• Foreign or international tax experience, ideally including Canadian tax (GST/HST, provincial sales tax) and direct interaction with the Canada Revenue Agency.
• Proficiency with tax research platforms such as Checkpoint, Bloomberg Tax, or CCH, and the ability to independently research tax law and turn findings into documented, defensible filing positions.
• Strong organization and self-sufficiency, with the ability to run a full tax function as a team of one and prioritize across competing deadlines.
• A track record of advising cross-functional partners, including Finance and Product, and influencing decisions with clear, practical guidance.

Preferred Qualifications

• Master of Science in Taxation (MST) or equivalent graduate tax focus.
• CPA (or CPA, Ontario / equivalent).
• Foreign or international tax experience, ideally including Canadian tax and direct interaction with the CRA.

Compensation & Benefits

• Compensation range: $149K - $241K
• Unlimited Paid Time Off
• Health and dental benefits
• Up to $1,500 USD/ $2,025 CAD toward IT setup for a home office
• Up to 2% matching RRSP / 401K
• Learning and development opportunities
• Up to $50 USD/ $67.50 CAD toward internet/cell phone service

Location

• Remote - USA / Canada
• Work from anywhere in Canada and USA