Senior Account Executive at Roofr in Remote

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 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: $80,000 - $90,000 + 45% variable USD
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.