Senior Product Designer, Proposals

roofr

Remote - Canada · Canada · Remote

Posted Aug 4, 2026

Other
Remote
Product

Job description

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.

This position is for an existing vacancy.

As a Senior Product Designer on our design team, you will be part of the Proposals product squad. You will play a critical role in shaping the user experience of the tools contractors use to win the job, often balancing competing goals of fidelity, release velocity, delight, and developer bandwidth.

You will work closely with product managers, engineers, and other stakeholders to create intuitive, user-centered designs that exceed customer expectations and drive business success. Our goal is to enable you to do the best design work of your career by providing agency as a designer to make critical product decisions.

What you get to do:

Own the end-to-end design process for the Proposals Squad while collaborating closely with product managers and engineers
Work in an iterative design process: initiating UX research, prototyping, usability testing, incorporating internal+external feedback, and evaluating metrics when available
Apply strategic thinking to product features, ensuring your design solutions align with company goals
Contribute to the design team’s culture through design jams, critiques, retrospectives, and cross-squad initiatives
Collaborate with cross-functional teams to gather insights to incorporate into your design solutions
Advocate for our users. We are customer-obsessed, and every decision is made with our customers in mind
Join a highly-skilled team of product designers that truly look out for one another, support each other, and help each other grow their design skillset

What you bring to the role:

4+ years of experience in supporting full product life cycles
Ability to break down complex problems to create intuitive, delightful solutions
Experience with user research methodologies and demonstrated ability to translate findings into actionable design insights
Strong visual design skills with a keen eye for detail
Excellent communication and presentation skills, with the ability to articulate design concepts and advocate for your perspective
Ability to collaborate across product, engineering, and customer-facing teams to align on goals and execution
Comfortable integrating AI tools into your design process, from ideation and prototyping to research synthesis, to move faster without sacrificing craft
Growth mindset. You continually seek opportunities to improve processes, tools, and techniques

Bonus Points:

Experience designing for construction tech or related software
History of designing in fast-paced startup environments
Experience utilizing and contributing to design systems
You’re not afraid to take risks and lead by vocalizing support for innovative solutions that may not always be immediately obvious to stakeholders

Compensation Band: $130,000.00 - $150,000.00 CAD

Our compensation ranges are built using multiple market benchmarks and reflect both the scope of the role and current market data. While many hires fall within the beginning to midpoint of the band to allow for growth over time, we tailor offers based on each candidate’s experience, seniority, and demonstrated impact.

🏠 What we offer (US + Canada)

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 in the U.S. and 100% employer-paid premiums for Extended Healthcare and Dental in Canada
RRSP/401k match
Generous Parental Leave policy

🤝 Perks:

We host an annual company retreat with 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!

🤖 AI Notice

At Roofr, we’re big fans of AI. It helps us write job descriptions that don’t put you to sleep, takes notes during interviews so we can actually listen, and even helps us track down awesome humans like you.

Feel free to use AI to prep, research, or get pumped up for your interview (we see you, ChatGPT power users 👀). But when it’s time to chat, we’d love to meet you, not your AI alter ego. Bring your real, unfiltered self, we promise we will too.

And don’t worry, a real, live human is behind every part of our process. Every application is reviewed by a real person, and you’ll always speak with real humans throughout the interview process. No bots, just good people ☺️

⚠️ Important Notice

We’ve been made aware of an individual impersonating Roofr using a fraudulent domain: roofrr.com (note the extra “r”). 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. Please be cautious of job offers that come from non-company email addresses, instant messaging platforms, or unsolicited calls.

To ensure your application is legitimate, please apply directly through our official careers page: https://roofr.com/careers.

If you receive any suspicious messages or have questions, reach out to us at talent@roofr.com.

Your safety and security are important to us — thank you for your vigilance!

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.