--- title: 'Senior Product Designer, Proposals at Roofr' canonical: 'https://feeny.ai/job/senior-product-designer-proposals-roofr-canada-jpca7ef4hp86' type: 'job' last_seen: '2026-09-07' --- # Senior Product Designer, Proposals at Roofr - **Company:** Roofr - **Location:** Canada - **Work type:** remote - **Posted:** 2026-08-04 - **Last confirmed live:** 2026-09-07 - **Apply:** https://job-boards.greenhouse.io/roofr/jobs/4720456005 ## 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. ## About Roofr ## Company Overview - **One-liner**: Roofr provides a sales platform, CRM, and payment processing solution purpose-built for roofing contractors to manage estimates, close jobs, and grow their business. - **Entity Type**: Private (venture-backed; raised Series B) - **Headquarters**: San Francisco, California, USA - **Founded**: 2016 - **Founders**: Richard Nelson (CEO) and Kevin Redman (CTO) ## Core Business - **Primary industries**: Roofing technology / Construction software (PropTech) - **Target customers**: B2B – roofing contractors of all sizes, from small residential firms to large commercial operations across North America - **Mission**: “Be the trusted foundation for roofing professionals to build their success.” ## Products & Services - **Roofr CRM**: A centralized platform that helps roofers win, run, and close jobs – includes lead management, estimating, job tracking, and customer communication. - **Payments**: Integrated payment processing that allows contractors to collect payments digitally, reducing friction and improving cash flow. - **Instant Estim**: A feature that generates quick, accurate estimates (likely leveraging aerial imagery or satellite data, though not explicitly detailed in the provided sources). All offerings are delivered as Software-as-a-Service (SaaS). ## Market Standing - **Valuation**: Not publicly disclosed - **Key Metric**: Total funding raised = **$45M** (as stated on careers page) - **Funding History**: - 2017 – Accepted into Y Combinator and raised a high-profile seed round - 2022 – Series A (led by Crosslink Capital and Bullpen Capital) - 2023 – Series A+ - 2024 – Series B led by TCV and ABC Supply (a major building materials distributor) - **Notable Investors**: Y Combinator, Crosslink Capital, Bullpen Capital, TCV, ABC Supply - **Growth Signals**: - Hired 200th team member in 2025 (up from 100 in 2023) - 14,000+ roofing professionals use the platform daily - 90%+ customer satisfaction rating - 13-minute average reply rate on customer support - Recognized as a Top 100 Best Midsize Place to Work in San Francisco, Top 100 Best Remote Midsize Places to Work, and Top 50 Best Workplaces for Young Talent 2025 ## Competitive Advantages - **Deep domain expertise**: CEO Richard Nelson is a third-generation roofer who personally experienced the industry’s inefficiencies. - **Purpose-built for roofing**: Unlike generic CRMs, Roofr is tailored to the unique workflows of roofing contractors (estimates, payments, job tracking). - **Investor backing**: Backed by top-tier VCs (Y Combinator, TCV) and a strategic investor (ABC Supply), giving both capital and industry partnerships. - **High customer satisfaction** (90%+) and fast support response times, indicating strong product-market fit. - **Integrated payments** create a natural revenue stream and stickiness. ## Strategic Focus - Expand platform capabilities and continue scaling across North America. - Deepen partnerships (e.g., with ABC Supply) to embed further into the contractor ecosystem. - Maintain a customer-obsessed, high-performance culture to support rapid growth. ## Why Work Here - **Remote-first culture**: Work from anywhere; company supports home office setup. - **Generous time off**: Starts with 1 week PTO upon hiring, plus monthly “Laundry Days” – an extra Friday off each month with no strings attached. - **Competitive benefits**: Medical, dental, and vision coverage partially paid by the company. - **Growth trajectory**: Company is scaling quickly (200+ employees, open roles across engineering, marketing, sales, etc.), offering career advancement. - **Engineering culture**: 69 product + tech employees as of 2026; values include “think unconventionally,” “customer obsessed,” and “high performance.” - **Award-winning workplace**: Multiple “Best Places to Work” recognitions, and an emphasis on inclusion and diversity. - **Notable perks**: Laundry Days, startup vibe with strong mission, and a supportive, collaborative environment. ## Sources 1. [roofr.com/careers](https://roofr.com/careers) 2. [roofr.com](https://roofr.com/) 3. [roofr.com/about](https://roofr.com/about) 4. 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