--- title: 'Senior Account Executive at Roofr' canonical: 'https://feeny.ai/job/senior-account-executive-roofr-canada-2vv2k6b6k808' type: 'job' last_seen: '2026-10-19' --- # Senior Account Executive at Roofr - **Company:** Roofr - **Location:** Canada - **Work type:** remote - **Posted:** 2026-09-22 - **Last confirmed live:** 2026-10-19 - **Apply:** https://job-boards.greenhouse.io/roofr/jobs/4736670005 ## 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. ***A quick note: some of our emails may be filtered into your spam/junk folder. Please check there regularly for any communications from us, including interview scheduling, next steps, and updates on your application. If you find one of our emails in spam, please mark it as “Not Spam” to help ensure future messages reach your inbox.*** As an Account Executive, you will be responsible for proactively creating and closing new business with roofing contractors. You’ll own the full sales cycle — from prospecting and cold outreach through discovery, demo, negotiation, and close. You’ll act as a consultant to contractors, uncovering the challenges they face when running their businesses and showing them how Roofr can help them work more efficiently, win more jobs, and grow their businesses. You’ll build and manage your own pipeline, develop strong relationships with prospects, and create a world-class buying experience from first touch through close. What you'll get to do: - Own the full sales cycle from prospecting and outbound outreach through discovery, demo, negotiation, and close, while also working qualified inbound leads provided by Roofr to maximize every opportunity - Build and maintain your own pipeline through consistent outbound prospecting across phone, email, and other channels - Research target accounts and identify the right prospects, decision-makers, and business opportunities - Create personalized outreach that speaks to the unique challenges and goals of roofing contractors - Cold call and engage prospects to generate new conversations and qualified opportunities - Qualify prospects through thorough discovery, uncovering their pain points, business needs, priorities, and buying motivations - Conduct tailored demos that connect Roofr’s solutions to each prospect’s specific business challenges - Educate prospects on Roofr’s products and services and clearly communicate the value and ROI of the platform - Effectively manage multiple opportunities across different stages of the sales cycle and consistently follow up to move deals forward - Develop and execute thoughtful closing strategies to convert qualified opportunities into customers - Consistently achieve and exceed revenue and activity targets - Work independently, effectively prioritize your time, and maintain a high level of outbound activity - Maintain accurate CRM records, activity, and pipeline hygiene at all times - Become a champion for Roofr’s products and stay up to date on our evolving solutions - Partner with Customer Success, Partnerships, Operations, Engineering, and leadership to share customer insights and help improve the product and customer experience What you'll bring to the role: - 3+ years of sales experience, with a strong track record in outbound prospecting and new customer acquisition - Proven experience owning a full-cycle sales process, from prospecting through close - Demonstrated success consistently achieving and exceeding quota - A true hunter mentality — you’re energized by creating opportunities, picking up the phone, and turning cold prospects into customers - Strong cold-calling and outbound prospecting skills, with the ability to consistently generate pipeline - Experience selling SaaS technology and conducting consultative product demos - Strong discovery skills and the ability to uncover both stated and unstated customer needs - A thoughtful and effective approach to objection handling, negotiation, and closing - Strong pipeline management skills and a disciplined approach to CRM hygiene - Exceptional communication, organization, and time-management skills - Highly self-motivated and comfortable working independently in a high-activity sales environment - Coachable, curious, and eager to continuously improve your sales craft - Enthusiasm for a fast-paced, adaptable startup environment - Experience working with CRMs and sales tools such as Aircall, Outreach, Salesloft, or similar platforms Bonus Points: - Experience selling to roofing contractors, construction companies, or other SMB trades - Experience in SaaS, particularly high-velocity, lower-ARPU subscription sales - Experience in a high-volume outbound sales environment - Experience working at an early-stage or high-growth startup - Existing knowledge of the roofing or construction industry - Experience selling into SMB or owner-operated businesses Compensation Band: Base Salary: $80,000–$90,000 + 45% variable 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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