Senior Account Executive - Roofr

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.

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.

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
• 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
• Effectively manage multiple opportunities across different stages of the sales cycle and consistently follow up to move deals forward
• Consistently achieve and exceed revenue and activity targets
• Maintain accurate CRM records, activity, and pipeline hygiene at all times
• Partner with Customer Success, Partnerships, Operations, Engineering, and leadership to share customer insights

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 — energized by creating opportunities and turning cold prospects into customers
• Strong cold-calling and outbound prospecting skills
• Experience selling SaaS technology and conducting consultative product demos
• Strong discovery, objection handling, negotiation, and closing skills
• Exceptional communication, organization, and time-management skills
• 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 working at an early-stage or high-growth startup

What We Offer:

• Vacation/Paid Time Off: 1st week of employment is mandatory PTO, 1 Friday off per month, company-wide paid shutdown between Christmas and New Year, and flexible time off
• 100% employer-paid premiums for Extended Healthcare and Dental in Canada
• RRSP/401k match
• Generous Parental Leave policy
• Annual company retreat
• Ample learning and development opportunities
• Home office setup stipend, internet, and phone allowance
• Remote-first culture