Full-Time

Director of Design

Portfolios

Posted on 8/20/2025

Wealthsimple

Wealthsimple

1,001-5,000 employees

Digital wealth platform with automated investing

No salary listed

Remote in Canada

Remote

90 days away program allows working outside Canada for up to 90 days per year.

Category
UI/UX & Design (1)
Required Skills
Interaction Design
UI/UX Design
Graphic Design
Product Design
Requirements
  • Deep experience leading product design teams at scale—bonus if it’s in investing, fintech, or a regulated space.
  • Strong strategic and product thinking—you can shape vision, prioritize ruthlessly, and partner across disciplines to make it happen.
  • Exceptional craft in interaction and visual design, with a portfolio of polished and effective consumer-facing work.
  • Comfortable leading through ambiguity, and knows how to build alignment and momentum in a cross-functional environment.
  • Passionate about making investing more accessible, transparent, and rewarding for everyone.
Responsibilities
  • Lead and grow a high-performing team of product and content designers focused on building a world-class investing experience.
  • Define and drive the design strategy in partnership with Product, Engineering, and our in-house Portfolio Managers—grounded in client needs, business goals, and market opportunity.
  • Champion craft and storytelling, raising the bar for UX, visual design, motion, and interaction across surfaces.
  • Bring clarity to complexity, simplifying financial concepts and guiding users through their investing journey with confidence.
  • Coach and develop designers through regular feedback, mentorship, and opportunities to grow their impact.
  • Use research, data, and direct client insights to continuously improve how we communicate performance, risk, advice, and long-term value.
  • Scale and resource your team to meet the needs of a growing business and client base.
Desired Qualifications
  • Deep experience leading product design teams at scale—bonus if it’s in investing, fintech, or a regulated space.
  • Strong strategic and product thinking—you can shape vision, prioritize ruthlessly, and partner across disciplines to make it happen.
  • Exceptional craft in interaction and visual design, with a portfolio of polished and effective consumer-facing work.
  • Comfortable leading through ambiguity, and knows how to build alignment and momentum in a cross-functional environment.
  • Passionate about making investing more accessible, transparent, and rewarding for everyone.

Wealthsimple is a digital financial platform that provides tools to help people manage money, invest, trade stocks, buy cryptocurrency, save, spend, and file taxes all in one place. It works by offering services such as automated investing (a robo-advisor that builds and rebalances portfolios), commission-free stock trading, cryptocurrency investments, and quick tax filing. Revenue comes from management fees on investment accounts, transaction fees, and premium service subscriptions. Wealthsimple differentiates itself through a user-friendly, tech-enabled experience that aims to be more human-centric and accessible, especially for young professionals and tech-savvy users, while offering a broad set of financial tools in one platform. Its goal is to simplify financial management and make financial services easy to use for a wide audience.

Company Size

1,001-5,000

Company Stage

Late Stage VC

Total Funding

$1.4B

Headquarters

Toronto, Canada

Founded

2014

Simplify Jobs

Simplify's Take

What believers are saying

  • Assets hit $124.8B in Q1 2026, up 71% YoY from RRSP deposits.
  • $750M raise at $10B valuation funds growth across trading and investing.
  • USDC pilot with Visa Canada achieves seven-day institutional settlements.

What critics are saying

  • Margin trading triggers mass liquidations during downturns within 6-12 months.
  • Rising rates make client margin carry trades unprofitable, causing outflows.
  • OSC scrutiny halts USDC services under 2026 stablecoin rules within 12 months.

What makes Wealthsimple unique

  • Wealthsimple offers zero-commission options contracts, first in Canada.
  • Direct indexing portfolio enables 0.5% annual outperformance via tax-loss harvesting.
  • AI-powered dashboard from Fey acquisition analyzes stocks and market drivers.

Help us improve and share your feedback! Did you find this helpful?

Benefits

Health Insurance

Life Insurance

401(k) Company Match

401(k) Retirement Plan

Paid Vacation

Unlimited Paid Time Off

Professional Development Budget

Wellness Program

Remote Work Options

Paid Holidays

Growth & Insights and Company News

Headcount

6 month growth

-1%

1 year growth

-3%

2 year growth

-2%
Fintech.ca
Feb 18th, 2026
Wealthsimple's $536M raise boosts Canadian fintech as investor appetite for scale grows

Canadian fintech investment activity in 2025 was driven by three major deals: H.I.G. Capital's $898 million buyout of Converge Technology Solutions, Wealthsimple's $536 million equity raise, and Ripple's $200 million acquisition of Rail, according to KPMG Canada. KPMG partner Dubie Cunningham says investors are prioritising mature Canadian fintechs with strong customer penetration and scalable platforms. She expects this trend to continue in 2026, particularly as Canada's open banking framework launches later this year. By sector, AI fintechs received the most funding deals with 29, followed by crypto and blockchain companies with 26. KPMG's Kareem Sadek predicts Canada's new stablecoin regime will drive increased investor interest in digital assets in 2026, reducing regulatory ambiguity and enabling broader adoption of blockchain-based solutions.

Private Capital Journal
Jan 22nd, 2026
Wealthsimple Investments raises $532M across 6 private funds, up 76% from 2024

Wealthsimple Investments Inc., a subsidiary of Wealthsimple Financial Corp., raised $531.62 million across six private investment funds in 2025, up from $301.97 million across two funds in 2024. The Canadian firm introduced two new funds this year: Wealthsimple Private Infrastructure Fund I, raising $3.05 million, and Wealthsimple Private Market Fund I, raising $8.39 million. Its largest fund, Wealthsimple Private Equity Fund I, raised $201.22 million, whilst Wealthsimple Private Credit Fund 1 Trust raised $178.19 million. Wealthsimple Investments is a registered Investment Fund Manager and Investment Dealer. The company also manages Wealthsimple Venture Fund I separately, whilst its ETF funds are managed by Mackenzie Financial Corporation.

PR Newswire
Oct 27th, 2025
Wealthsimple raises $750M at $10B valuation

Wealthsimple announced a CAD $750 million equity round at a CAD $10 billion post-money valuation to boost growth. The round includes a $550 million primary offering and a secondary offering of up to $200 million. It is co-led by Dragoneer Investment Group and GIC, with participation from CPP Investments, Power Corporation of Canada, IGM Financial Inc., ICONIQ, Greylock, and Meritech. This investment underscores strong global confidence in Wealthsimple's future in financial services.

Fintech.ca
Sep 22nd, 2025
Simple Ventures Raises $15M to Build Canadian Companies | Fintech.ca

Canadian venture builder Simple Ventures has raised $15 million to accelerate the creation of new companies at home and entice Canadian founders abroad to return. The round drew backing from TD Innovation Partners (TDIP), Sun Life, Sobeys, and high-profile founder-operators including Mike Katchen (Wealthsimple), Harley Finkelstein (Shopify), and Joanna Griffiths (Knix), alongside other prolific investors […]

BetaKit
Jun 11th, 2025
Wealthsimple Reveals First Credit Card, Expanded Chequing Account At Inaugural Product Showcase

Toronto FinTech firm pitches “an alternative that is better than a bank” at first Wealthsimple Presents

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