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, Collaborative 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 modern 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 qualified 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

- CAD a year

#J-18808-Ljbffr

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