VP of Product Design

At Roofr, we’re obsessed with our customers. We constantly gather feedback to shape, prioritize, and launch the products they truly need. That’s what makes Roofr’s CRM special. We started by building essential sales tools like aerial roof measurements and digital sales proposals. But when our customers asked for a simple, affordable way to manage and scale their entire businesses, we listened. So, we created a CRM that connects these solutions—along with payments, material ordering, and more—into a seamless, powerful platform. With a clear roadmap ahead, we’re excited to continue expanding and leading the market with innovative products.

We have an amazing culture, strong financials, and best-in-class company metrics. It’s an exciting time to be part of an extraordinary startup that is already successful, yet still early enough to offer its team significant growth, equity, and the opportunity to make a real impact.

We’re looking for a VP of Product Design to lead our growing Design and Research function. You’ll be responsible for building, scaling, and nurturing a high-performing team of Product Designers and UX Researchers, while collaborating cross-functionally with Product, Growth, and Engineering to deliver seamless, user-first experiences.

This is a critical leadership role that will help shape our design culture and scale our product experience as we double down on our PLG strategy.

What you get to do:

• Define and drive Roofr’s design strategy, aligning user needs with business goals
• Partner closely with Product, Growth and Engineering to create intuitive, high-performing experiences that inspire trust and drive measurable results
• Lead and grow a multidisciplinary team of designers and researchers across multiple product lines
• Establish and evolve our design systems and processes to ensure quality and consistency at scale
• Embed research into the product development lifecycle to ensure we're solving the right problems
• Champion a customer-first, data-informed, and experimentation-led mindset
• Act as a voice of design and user experience at the executive level and board meetings
• Set team goals, drive performance, and support individual career growth and mentorship
• Hire, onboard, and develop world-class design and research talent
• Collaborate with GTM and brand teams to ensure product experiences align with our brand and messaging
• Foster a transparent and collaborative working environment, communicating the design vision and insights to stakeholders clearly and effectively
  
  

What you bring to the role:

• 10+ years of experience in product design, with at least 3–5 years in leadership roles
• Experience leading B2B SaaS design teams, ideally in growth-stage startups
• Proven track record of success in a Product-Led Growth (PLG) environment
• Strong foundation in UX, interaction design, and product thinking
• Experience building and managing design and research teams from the ground up
• Ability to influence company-wide initiatives through storytelling and vision
• Strong cross-functional collaboration skills with Product, Engineering, and Marketing
• Comfort operating in ambiguity and fast-changing environments
• Experience working on self-serve user journeys and onboarding flows

🏠 What we offer:

When you join our team, you’re not just accepting a job. You’re making a career move. Here’s how we’ll support you in doing some of the most impactful work of your career:

🏝️ Vacation/Paid Time Off:

• 1st week of employment is mandatory PTO! Start your journey with Roofr by decompressing and recharging - we will see you in week 2!
• 1 Friday off per month (we call those our laundry days!)
• Company wide paid shutdown for the week between Christmas and New Years
• Flexible time off
• 80% employer paid benefits
• RRSP/401k match
• Generous Parental Leave policy

🤝 Perks:

• We host 2 retreats per year and great team building activities
• Ample learning and development opportunities to continue growing your career
• Home office setup stipend
• Internet and phone allowance
• Remote first culture
• Weekly Friday paydays!

Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.

IMPORTANT NOTICE: Our company takes the security and privacy of job applicants very seriously. We will never ask for payment, bank details, or personal financial information as part of the application process. All our legitimate job postings can be found on our official career site (https://boards.greenhouse.io/roofr). Please be cautious of job offers that come from non-company email addresses (@roofr.com), instant messaging platforms, or unsolicited calls.