Remote: Hybrid

This is a newly elevated seat at a company that's outgrown its old tax structure faster than it can backfill it, not a caretaker role stepping into someone else's system. You'd be the CFO's direct tax partner across two countries, building the U.Corporate headquarters in Toronto, with a growing footprint of nearly 600 healthcare locations across Canada and expansion underway into the U.One of the largest and fastest-growing industry services platforms in Canada, built through an active, ongoing acquisition strategy. Backed by private equity, following a path from privately held to publicly traded and back to private ownership, a transition the current tax team has lived through firsthand.

Long-tenured senior leadership; the outgoing tax leaderon this team has been with the company more than a decade. Base salary $170,000 to $200,000 CAD, based on experience and qualifications. Bonus eligible.

Hybrid model: four days in office Monday through Thursday, with Fridays remote. This is a newly elevated seat, created because the company's growth and cross-border expansion outpaced what the prior Director of Tax structure could support. The Head of Tax will lead both Canadian and U.S. tax functions and serve as the CFO's primary tax partner across compliance, provision, M&A;, and audit defense.

S. tax compliance and serve as principal contact for CRA and IRS audits in both jurisdictions. Manage tax compliance and elections tied to ongoing business practice acquisitions, supporting M&A; activity end to end. Own the quarterly and annual income tax provision for both jurisdictions, including related disclosures.

Oversee transfer pricing policy and documentation across cross-border entities. S. filing deadlines and provide oversight of tax payments and account reconciliations.



Partner with Controllership and external auditors on uncertain tax positions, purchase accounting, and financial statement disclosure.

S. tax changes affecting the organization's structure. Present tax matters directly to the CFO and, as needed, the Audit Committee and external auditors. 10 to 12 years of progressive tax experience, with demonstrated depth in both Canadian and U.S. tax, not exposure to one and familiarity with the other. ~ Big 4 foundation, ideally followed by in-house experience at a public company or a PE-backed acquirer. ~ Hands-on experience with M&A; tax and cross-border transfer pricing, gained in a business that acquires on a recurring basis rather than episodically. ~ Comfortable owning quarterly and annual provision work (ASC 740 / IAS 12) and standing as the primary contact through CRA and IRS audits. ~ CPA, MST, or in-depth tax course is an asset, not a requirement. ~ A builder who drives projects to completion without being pushed. Comfortable running a lean, two-person function supporting close to 600 locations and monthly acquisition volume, with minimal hand-holding from above. ~ You report straight to the CFO and become their primary tax voice, including on the U.S. side, where the CFO has no in-house expertise to lean on.

The business has scaled through private, public, and back to private ownership, with location count nearing 600 and plans to double within five years. Built-in technical support. The former VP of Tax remains available to the team as a resource during the transition, so the ramp-up isn't solo.

A two-person tax function that works closely with Reporting, Corp Dev, Treasury, and Legal, in a culture that rewards people who roll up their sleeves over people who delegate.

Currency Type : CAD

📌 Payroll Tax (Toronto)
🏢 NPA worldwide
📍 Toronto