Director / Principal, US Tax Practice - CPA (Canada) and U.S. CPA (licensed)

About Us

We're Henderson Partners LLP — a leading firm of Chartered Accountants and professional advisors supporting entrepreneurial clients across Canada and the U.S. We are proud to be recognized as a Great Place to Work and as one of Ontario's Top 100 Employers, reflecting our commitment to exceptional culture and people‑first leadership.

We help our clients pursue opportunities, navigate complexity, create value, and build meaningful legacies. Our culture is built on trust, respect, technical excellence, and making a positive impact - for our clients, our community, and each other.

The Opportunity

We are seeking a Director / Principal to lead our U.S. Tax Practice — a strategic, high‑impact role responsible for growing and managing a specialized, profitable practice that complements our core tax, assurance, estate, advisory, and wealth offerings.

You will be the Firm's senior U.S. tax expert and practice leader., . You will be responsible for the final review of compliance filings and delivering US tax advisory and planning opportunities to our clients. You will elevate technical excellence, mentor and grow a high‑performing team and strengthen our market presence. This role is ideal for a seasoned U.S. tax professional with deep technical capability, great organizational skills, commercial judgment and a passion for advising entrepreneurial clients.

You think like an owner, lead with integrity, and bring clarity and steadiness to complex cross‑border situations.

You thrive in a firm that values collaboration, curiosity, innovation, and people‑first leadership.

What You'll Do

Client Leadership & Advisory

• Act as the senior relationship leader for key U.S. tax clients across the firm.
• Lead complex U.S. personal, corporate, estate, and gift tax engagements with exceptional quality.
• Provide strategic cross‑border tax planning, risk management guidance, and proactive advisory solutions.
• Strengthen long‑term relationships through insight, communication, and consistent delivery.
• Manage risk and ensure compliance with IRS requirements and firm quality standards.

Practice Leadership & Growth

• Lead, grow, and manage a self‑sustaining, profitable U.S. tax practice aligned with firm strategy.
• Build service offerings that reflect client needs, competitive opportunities, and seasonal workflow efficiencies.
• Drive business development and strategic service expansion.
• Enhance the firm's market profile through networking and community engagement.
• Oversee technology, research tools, and tax preparation platforms to ensure "best of breed."

People Leadership & Team Development

• Hire, develop, mentor, and support U.S. tax professionals at all levels.
• Build succession readiness and cross‑training capability across the team.
• Lead training to bridge firm‑wide knowledge gaps and reduce business risk.
• Foster an engaged, collaborative, high‑performing team environment.

Technical Excellence & Quality Oversight

• Serve as the firm's senior U.S. tax technical resource and subject matter expert.

· Serve as the final review and sign‑off authority on U.S. tax filings, tax planning and technical positions, ensuring compliance with IRS rules, Circular 230, and firm quality standards

• Oversee quality control, issue resolution, and high‑risk technical matters.
• Educate colleagues and contribute to firm thought leadership (alerts, articles, presentations).
• Stay current on legislative change, IRS developments, court decisions, and emerging issues.

Firm Leadership & Strategic Contribution

• Participate in firm‑wide leadership discussions and strategic planning.
• Lead initiatives that improve efficiency, innovation, and practice management.
• Uphold firm governance, policies, values, and ethical standards.
• Demonstrate financial stewardship, owner‑level thinking, and accountability.

What You Bring

• CPA (Canada) and U.S. CPA (licensed).
• U.S. Master of Taxation (preferred).
• IRS PTIN holder: CAA designation considered an asset.
• Minimum 12–15 years of progressive U.S. tax experience in public practice.
• Expertise in U.S. personal, corporate, estate, and gift taxation (planning + compliance).
• Proven success leading complex client engagements and advisory relationships.
• Strong research capability with deep knowledge of precedential tax law and IRS processes.
• Demonstrated ability to grow a practice, drive revenue, and deliver high‑quality results.
• Leadership strengths: communication, judgment, team development, and executive presence.
• Entrepreneurial mindset with strong financial and operational acumen.

What We Offer

• Performance plan outlining path to becoming partner
• Competitive compensation aligned with senior leadership roles.
• Comprehensive health benefits, wellness programs, and paid professional memberships.
• Hybrid work environment with flexibility and autonomy.
• Support for continued professional education and specialized training.
• A collaborative, award winning culture committed to growth, innovation, and community impact.
• The opportunity to shape and lead a thriving, strategically important practice area.

Application Process

• Expect a multi-stage interview process with clear timelines
• While we sincerely appreciate all applications, only those selected for interviews will be contacted

Please note: Henderson Partners LLP uses AI‑assisted tools as part of its recruitment and screening process.

Job Types: Full-time, Permanent

Benefits:

• Company events
• Dental care
• Disability insurance
• Employee assistance program
• Life insurance
• Paid time off
• Vision care

Work Location: Hybrid remote in Oakville, ON