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 U.S. 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 U.S. 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 U.S. 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 U.S. 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 U.S. tax compliance, serving as the principal contact for government tax audits in both jurisdictions. Manage Canadian and U.S. 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 U.S.) and related note disclosures. Manage and track all filing deadlines and requirements for both Canadian and U.S. obligations. Provide oversight of Canadian and U.S. 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 U.S. 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 U.S. 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 Post-secondary education in a related field and a minimum of 10–12+ years of tax experience, dealing with complex tax issues and optimization projects. Demonstrated expertise in both Canadian and U.S. tax - including compliance, provision (ASC 740 / IAS 12), M&A tax, and cross-border / transfer pricing matters. Professional accounting designation - Canadian CPA required; U.S. CPA, MST, or in-depth CICA Tax Course an asset. Hands-on experience, comfort, and interest with ERP systems and BI tools. Experience in and motivation by a high-growth, acquisitive, fast-paced entrepreneurial environment. Superior analytical skills with the ability to synthesize complex issues into actionable points, and demonstrated ability to perform under pressure. Ability to manage multiple large, complex projects and competing priorities while building strong relationships with colleagues. Excellent communication and presentation skills. Ability to mentor and coach the team through a transition where they will be increasingly relied upon to provide value-added insights. Ability to live and champion the Dentalcorp values - Beyond the Status Quo, Brilliant Together, Beyond Excellence, Brilliant Experiences - with every interaction. Big 4 foundation strongly preferred, with subsequent in-house experience at a public company or PE-backed acquirer. About Dentalcorp Dentalcorp is Canada's largest and fastest growing network of dental practices, committed to advancing the overall well-being of Canadians by delivering the best clinical outcomes and unforgettable experiences. Dentalcorp acquires leading dental practices, uniting its network in a common goal: to be Canada's most trusted healthcare network. Leveraging its industry-leading technology, know-how and scale, Dentalcorp offers professionals the unique opportunity to retain their clinical autonomy while unlocking their potential for future growth. Candidates must be legally eligible to work in Canada. At Dentalcorp, we recognize that inclusivity and diversity strengthen our culture and make us better. We are committed to ensuring that the talent we hire is reflective of the diverse communities and patients we serve. To ensure equal opportunity for all candidates, we strongly encourage applicants requiring an accommodation to let their recruiter know during the recruitment/selection process. We appreciate all applicants for taking the time to apply, however, only those selected for an interview will be contacted. The salary range for this position is $170,000 CAD to $200,000 CAD annually (plus a bonus of up to 25% and competitive total rewards and benefits package). Offers within this range are determined based on relevant experience, skills, and qualifications, as well as internal equity considerations. This role is 4 days on-site Monday to Thursday with Friday's work from home. This job posting is for an existing vacancy. Our purpose is to provide the best care for our patients. We empower our people and our practices with resources and technology to deliver exceptional care and patient outcomes. We are the future of dentistry: a network-driven, entrepreneurial approach with the knowledge, scale and cutting-edge technology to transform healthcare in Canada.