About the Role
Baselane is a rapidly growing banking and financial management platform for individual landlords and real estate investors. We are backed by leading FinTech investors, including Matrix Partners, Activant Capital, Cooperative Fund, Conversion Capital, Diagram Ventures, ThomVest, and many FinTech leaders from PayPal, eBay, Google, and more.

We are building the future of financial services for the 12+ million individual landlords and real estate investors who own over 25 million homes in the United States. Our mission is to empower landlords with financial services, automated tools, and actionable insights to help them save time, increase their returns, and grow their investment portfolios.

We are a seasoned team with deep experience in financial services and technology. We have previously worked at companies including The Boston Consulting Group, Morgan Stanley, Plaid, Harry's, Better, WealthSimple, RBC Ventures, Afford, Relay, Instawork, and more.

Learn more at baselane.com.

Responsibilities
AI-First Design Leadership

Define Baselane's AI-first approach to product design, from research through dev handoff

Reshape workflows and tooling so AI is woven into the day-to-day, not bolted on

Set quality standards for when to lean on AI and when human judgment leads

Partner with Engineering on design-to-code workflows

Strategy & Vision

Set and communicate the design vision and strategy

Translate company priorities into clear design roadmaps

Define what "great" looks like and uphold the quality bar

Own headcount planning and org design

Player-Coach: Own a Pod





Personally own the design work for one product pod end-to-end — from research and concepting through final visual design and handoff

Set the bar through your own craft, not just by directing others

Stay close to the customer and the product surface to inform org-wide standards

People Management

Lead, coach, and grow the product design team

Run 1:1s, feedback cycles, and team rituals that build a strong design culture

Own career paths, promotions, and end-to-end recruiting

Processes & Ways of Working

Evolve design processes and partner cross-functionally with PM, Eng, Marketing, and GTM

Own the design system, Figma structure, and stakeholder feedback loops

Must Have

8+ years of product design experience, with 3+ years leading and scaling design teams at high-growth technology startups

Comfort and proven experience operating as a player-coach, leading a team while personally owning hands‑on design work

Hands‑on experience leading the adoption of AI tools and AI‑first workflows, with a clear point of view on where the field is going

Strong people management skills, including hiring, coaching, performance management, and career development

Excellent design craft across UX, visual, and interaction design,



with the ability to provide substantive feedback in critique

Experience defining and evolving design processes, design systems, and ways of working across multiple pods or teams

Excellent communication and collaboration skills, able to influence at the executive level

Fluency with Figma and the contemporary AI design tooling landscape

Nice to Have

Experience designing for FinTech, banking, or financial services products

Experience working across both web and native mobile (iOS and Android) products

Experience partnering closely with founders or executive teams in a Series A to C environment

What's in it for You

Be part of a high‑impact, high‑growth business

Be part of a dynamic, driven team with flat hierarchies and a get‑it‑done collaborative culture

The opportunity to define design as a core strength of a category‑defining FinTech company

Training and development budget to ensure professional growth

Regular team events, game nights, and other social activities

Practicals

Team: Product & Design

Reports to: VP of Product

Location: Toronto‑based only, 2 days a week in the office. For this position, we will only look at applications from Toronto

Office: We have an office in downtown Toronto and expect you to be in the office at least twice a week

Start date: ASAP

Benefits & Perks

Competitive compensation

Equity, ownership in what we are building!

High‑quality Medical, Vision, and Dental Insurance

Life Insurance and Disability Coverage

Generous time off

175000 - 200000 CAD a year

#J-18808-Ljbffr

📌 Director of Product Design (Ontario)
🏢 Diagram
📍 Ontario