Head of Tax Job Toronto area,Ontario Canada,Accounting

The Opportunity

Dentalcorp is Canada's largest and fastest-growing network of dental practices, and our continued expansion, including cross-border activity, is creating new complexity in how we manage tax. We are hiring a Head of Tax to lead both our Canadian and tax functions, ensuring compliance, optimizing our tax position, and supporting our acquisitive growth strategy on both sides of the border.

This position is based out of Dentalcorp's Toronto Support Centre and reports to the VP, Finance. The role is critical to Dentalcorp's long-term growth ambitions and offers a unique opportunity to shape the tax function of a leading organization as it scales its operations in Canada and the United States.

Business need: Provide senior tax leadership across Canadian and jurisdictions to support compliance, M&A activity, and strategic planning.

Why now: Dentalcorp's rapid growth and expanding cross-border footprint require dedicated, dual-jurisdiction tax leadership.

What's unique
: A hands-on, high-impact role with broad scope across compliance, provision, planning, transfer pricing, and audit defense — in a high-growth, entrepreneurial environment.

Who You Are

You are an innovative, quality-focused tax professional who is eager to be part of a rapidly growing company that enables the best to be even better. You bring deep expertise in both Canadian and tax and are looking for an opportunity to apply that expertise to drive change within an exciting industry. You enjoy a collaborative environment, are hands-on in your work, and thrive on identifying innovative solutions for your team and the company.

Analytical & detail-oriented, with the ability to synthesize complex cross-border tax issues into actionable insights.

Relationship-builder who can partner effectively with Finance, Treasury, Legal, and external advisors in Canada and the

Change agent comfortable in a high-growth, acquisitive, fast-paced entrepreneurial environment.

Culturally aligned with Dentalcorp's values
- Beyond the Status Quo, Brilliant Together, Beyond Excellence, Brilliant Experiences - and comfortable with ambiguity in a rapidly evolving organization.

Leader and mentor who can coach the team through a transition toward delivering increasingly value-added insights.

In This Role, You Will

Lead Canadian and tax compliance, serving as the principal contact for government tax audits in both jurisdictions.

Manage Canadian and tax compliance and elections arising from all acquisitions, supporting Dentalcorp's M&A activity end-to-end.

Own the quarterly and annual income tax provision (Canadian and and related note disclosures.

Manage and track all filing deadlines and requirements for both Canadian and obligations.

Provide oversight of Canadian and tax payments and estimates communicated to Treasury, and own reconciliation of tax accounts to ensure activity and balances appropriately reflect the Company's tax position and status.

Ensure transfer pricing policies and documentation (including cross-border arrangements between Canadian and entities) are current, consistently applied, and compliant with applicable regulations.

Provide business analysis on request, including projections of future cash taxes across jurisdictions.

Continuously monitor and evaluate internal processes and guidelines to optimize and automate the tax function while minimizing tax risk.

Actively monitor, assess, and respond to potential Canadian and tax changes impacting the organizational structure.

Address complex tax issues as they arise and partner across the business to provide timely, accurate advice.

Lead CRA and IRS correspondence end-to-end

Partner with the Controllership and external auditors on all tax-related financial reporting matters, including uncertain tax positions, deferred tax accounting on acquisitions (purchase accounting), and disclosure in MD&A and financial statements under IFRS.

Drive tax technology and process automation initiatives (provision software, compliance tools, ERP integration) to scale the function with the business.

Present tax matters to the CFO, Audit Committee, and external auditors as required.

What You'll Bring

Demonstrated expertise in both…