Wealthsimple

Senior Advisor, Tax Planning

Wealthsimple • $100K — $120K *
US-AnywhereRemote in Canada
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • CPA designation required
  • CFP designation required with fluency in financial planning
  • 5+ years of experience in tax planning or wealth management
  • Strong knowledge of Canadian tax law and strategies
  • Proven ability to implement tax optimization for high-net-worth clients
  • Experience with Conquest is strongly preferred
  • Excellent communication skills for complex concepts
  • AI-native mindset with enthusiasm for tools

Responsibilities

  • Review and optimize financial plans for $1MM-$3MM clients, applying all applicable tax strategies
  • Maximize tax alpha to uncover additional client value
  • Act as liaison to Advisor team on complex tax strategies, including modeling
  • Apply expertise to situations involving corporations, trusts, and estates
  • Support client-facing conversations on tax planning questions as needed
  • Contribute to evolving CPA-designed financial planning offerings
  • Utilize AI tools to enhance efficiency and strategy modeling

Benefits

  • A purpose-driven role focused on client outcomes, not sales targets
  • Access to cutting-edge fintech tools and an AI-forward way of working
  • Competitive salary and benefits package
  • 20 vacation days, 4 wellness days, and unlimited sick and mental health days
  • 90 days away: work outside Canada for up to 90 days per year
  • Employee resource groups supporting diversity and inclusion
  • Career growth opportunities in a rapidly expanding company
Full Job Description
The Role

As a Senior Tax Planner on our Wealth Management team, you'll ensure that financial plans built for our high-net-worth clients are optimized for tax efficiency. Your job isn't to build a financial plan from scratch - it's to take an already sound plan and push it further: identifying every applicable strategy and maximizing tax alpha for each and every wealth management client we serve.

This is a role for someone who thinks like both a tax expert and a financial planner. You'll need the technical depth to spot the strategy, and the CFP-level fluency in financial planning to know how it fits into the bigger picture of a client's plan.

We move fast here, and we expect this role to move with us. Naive ambition is one of our core values - and this team pushes hard to find better, faster ways to do the work, including using AI as a genuine extension of how we operate.

Unlike traditional roles in this space, this position is fully salaried with no commission structure or sales targets.

What You'll Do
  • Review and optimize financial plans across our $1MM-$3MM client segment (with some exposure up to $5MM), ensuring every applicable tax strategy has been identified and applied
  • Maximize tax alpha for every wealth management client - finding the incremental value that even a good plan misses
  • Act as the internal liaison to our Advisor team on complex tax strategies, including building and modeling those strategies as needed
  • Apply your expertise to complex situations involving corporations, trusts, and estates
  • Support occasional client-facing conversations on sophisticated tax planning questions - note that you will not be providing specific tax advice directly to clients or acting in the capacity of their accountant
  • Contribute to the ongoing evolution of our "CPA Designed" financial planning offering
  • Bring an AI-native mindset to the role - using AI tools to work faster, model strategies more efficiently, and raise the bar on what the team can deliver


What You Bring
  • CPA designation required
  • CFP designation required, with genuine comfort and fluency in financial planning - this isn't a tax-only role
  • 5+ years of experience in tax planning, wealth management, or financial advisory roles
  • Strong knowledge of Canadian tax law and financial planning strategies
  • Proven track record of implementing effective tax optimization strategies for HNW clients
  • Experience with Conquest strongly preferred
  • Excellent communication skills, with the ability to explain complex tax concepts clearly to advisors and clients alike
  • A client-first mentality in everything you do
  • An AI-native mindset and enthusiasm for using AI tools to move faster and work smarter
  • Bilingual (English/French) capability is a significant asset


Why You'll Love Working Here
  • A purpose-driven role focused on client outcomes, not sales targets
  • The chance to challenge industry norms and put clients first, for real
  • A fast-moving, ambitious team that isn't satisfied with the status quo
  • Access to cutting-edge fintech tools and an AI-forward way of working
  • Career growth in a rapidly expanding company
  • Competitive salary and benefits package
  • Be part of revolutionizing how wealth management is delivered in Canada


Why Wealthsimple?

🌸 Top-tier health benefits and life insurance

Long-term group savings with employer match, through Wealthsimple for Business

20 vacation days, 4 wellness days, and unlimited sick and mental health days per year

90 days away: work outside Canada for up to 90 days per year

Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS

We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work.

About Wealthsimple

Wealthsimple is a financial services company that provides online investment management and trading services. The company's platform allows users to invest in a variety of financial products, including stocks, bonds, and exchange-traded funds (ETFs), and offers a range of tools and resources to help users manage their investments. Wealthsimple also offers a high-interest savings account and a tax preparation service. The company was founded in 2014 and is headquartered in Toronto, Canada.
Learn more about Wealthsimple
Size
500 employees
Industry
Founded
2014

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