Senior Account Executive at Roofr in Remote - Canada

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.

Responsibilities

• 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.
• 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

Requirements

• 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
• 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

Skills

Required

• Outbound prospecting
• Cold calling
• Full-cycle sales
• Consultative selling
• Discovery
• Objection handling
• Negotiation
• Closing
• Pipeline management
• CRM hygiene
• Communication
• Organization

Benefits

• 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:
• 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
• 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!
• 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.