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Picton Mahoney

VP, Tax Strategy

Toronto, Ontario

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hirly's read of this role

Seniority
Executive
Country
CA
Work mode
On-site / unstated
First seen by hirly
2 Sept 2026

Derived automatically from the posting. Upload your resume above to see how the role scores against it.

the posting

Best Workplaces™ in Canada 2022 - 2026 | Best Workplaces™ with Most Trusted Executive Teams 2024 - 2026 | Best Workplaces™ in Financial Services & Insurance 2022 - 2026 | Best Workplaces™ for Mental Wellness 2023 - 2026 | Best Workplaces™ for Giving Back 2022 & 2024 | Best Workplaces™ for Inclusion 2021, 2024, 2026 | Best Workplaces™ for Women 2021 | Best Workplaces™ in Ontario™ 2024 - 2025 | Best Workplaces™ for Professional Development 2025, 2026 | Best Workplaces™ for Young Talent 2026

One of Canada’s Most Trusted Investment Brands.

At Picton Mahoney Asset Management (PICTON Investments), being alternative isn’t just what we do, it’s who we are.

Founded by industry pioneer David Picton, we’ve spent 20 years challenging conventional wisdom and redefining the investing landscape. As one of Canada’s most trusted investment brands, we are proudly independent, privately run, 100% employee-owned, and deeply committed to delivering results for our clients.

Thinking Alternatively is in Our DNA.

With a team of 233 bold thinkers—one-third dedicated solely to investment management—we are specialists, not generalists. Managing over $20 billion (August 31, 2026) for institutional and retail clients, we navigate markets with conviction, resilience, and a forward-thinking approach.

We’re more than investors we’re innovators. We challenge traditional investment mindsets, constantly pushing the boundaries to achieve our mission: To bring greater certainty to investors.

Our success is built on four guiding principles:

Treat investors’ money like our own.

Redefine the way investors invest.

Be human, always approachable.

Succeed together, one investment at a time.

These aren’t just words. They define how we think, how we invest, and how we work.

Now, we’re entering our next chapter. We’re transforming our brand and reshaping the way the world invests. If you think alternatively, embrace an entrepreneurial spirit, and thrive in a dynamic, bureaucracy-free environment, join us and be part of what’s next.

Thriving in Our Entrepreneurial Culture

At PICTON Investments , you’ll thrive in our creative and dynamic workplace, where collaboration and support are at the core of everything we do. At our firm, you’ll have the opportunity to take on significant responsibilities, work in a flexible environment, and tackle challenging projects from the outset. Our culture is designed for ambitious professionals who want to make an immediate impact while continuing to push boundaries and achieve our greater mission. You’ll be empowered with a high level of responsibility, trust, and flexibility, providing an exciting and creative space for you to help reshape how the world views alternative investments. With competitive total rewards, performance-based bonuses, and a clear path for career growth, you’ll have everything you need to develop both now and over the longer term.

Role Summary

The VP, Tax-Strategy is responsible for helping to shape and advance the firm’s tax philosophy, tax-aware investment capabilities, and advisor-facing tax narrative.

This role sits at the intersection of Investments, Distribution, Product, Marketing, and Compliance. The VP, Tax-Strategy will help PICTON deliver better after-tax outcomes for Canadians while building advisor confidence in tax-efficient investing, a mandate that is growing in importance as clients demand more personalized, after-tax-focused portfolio solutions.

The role serves three core mandates:

Retail Distribution: Act as a trusted resource who supports advisors with practical, evidence-based tax strategies and compelling educational content.

Investment Portfolios: Partner closely with Investment teams to ensure discretionary portfolios and new product development incorporate tax efficiency and after-tax outcomes as core design principles.

Firm Tax Narrative: Contribute to developing and evolving PICTON’s tax messaging, helping advisors and investors clearly understand how tax-aware investing improves outcomes, while ensuring all communications are substantiated and compliant.

The ideal candidate brings strong technical grounding in tax and investments, the ability to communicate complex ideas clearly, and the judgment to navigate a regulated environment.

Key Responsibilities

Tax-Aware Investment Leadership

Serve as a key subject matter expert on tax-aware investing and after-tax portfolio outcomes.

Develop frameworks and strategies to improve after-tax returns across investment portfolios and client segments.

Partner with Portfolio Management teams to incorporate tax efficiency into portfolio construction, asset location, capital gains management, and income strategies.

Advise on tax implications related to product design, investment strategies, and client outcomes.

Stay current on Canadian tax legislation, CRA guidance, and emerging trends, assessing implications for clients, portfolios, and the firm’s investment offerings.

Apply expertise across income tax strategies, wealth transfer planning, estate considerations, concentrated positions, and registered account optimization.

Advisor & Distribution Leadership

Act as a trusted resource for advisors across Canada, building credibility and presence over time.

Partner with Distribution teams in advisor meetings, conferences, roadshows, webinars, and key client events.

Develop practical tools, insights, and educational materials that help advisors communicate the value of tax-aware investing to their clients.

Support PICTON’s growth objectives by strengthening advisor confidence, deepening relationships, and contributing to asset growth and net flows.

Maintain a strong pulse on advisor needs, competitive dynamics, and evolving client expectations within Canadian wealth management.

Tax Narrative & Thought Leadership

Help develop and refine PICTON’s tax philosophy and advisor-facing tax narrative.

Create clear, compelling, and substantiated messaging around tax-aware investing, after-tax returns, tax-loss harvesting, and tax-efficient investment strategies.

Partner with Compliance, Legal, Marketing, and Product teams to ensure all tax-related communications are accurate, balanced, and effective.

Develop white papers, articles, videos, podcasts, presentations, and other thought leadership materials that help advisors and investors engage with tax-aware investing.

Represent PICTON at industry conferences, client events, and in media, with the opportunity to grow into a recognized industry voice.

Product Innovation

Partner with Product and Investment teams to develop and evolve tax-aware investment solutions, including:

Direct indexing and personalized portfolios

Tax-loss harvesting strategies

Tax-efficient income solutions

After-tax performance analytics

New tax-aware portfolio construction methodologies

Evaluate emerging technologies, research, and industry best practices related to tax optimization and personalization.

Experience & Qualifications

CPA, CA, TEP, or LLM tax designation preferred.

Strong knowledge of Canadian personal taxation, investment taxation, and tax-efficient portfolio construction.

Strong working knowledge across income tax strategies, wealth transfer planning, estate planning, trust structures, registered accounts, and concentrated position solutions.

Strong understanding of portfolio management, wealth management, and investment products, including alternatives.

Experience working with advisors, investment firms, portfolio managers, or high-net-worth clients.

Demonstrated ability to translate complex technical concepts into clear, actionable insights for advisors and investors, including in live settings.

Strong written and verbal communication skills; experience creating content or speaking publicly is an asset

Experience partnering with Compliance and Marketing teams to develop advisor- and investor-facing communications within a

Original posting on Picton Mahoney's site ↗

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