Senior Account Executive

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior Account Executive based in Canada. This role is responsible for driving new business with roofing contractors through a high-activity, consultative sales approach. You will own the full sales cycle, from outbound prospecting and discovery through tailored demos, negotiation, and close. The position combines proactive pipeline generation with qualified inbound opportunities, giving you ownership of a diverse sales funnel. You will act as a trusted advisor to prospects, uncovering operational challenges and demonstrating how technology can improve efficiency and business growth. Working in a fast-paced, remote-first environment, you will collaborate with Customer Success, Partnerships, Operations, Engineering, and leadership. Your insights will also contribute to improving the product and customer experience as the platform continues to evolve. This is an opportunity to make a measurable commercial impact while growing within a high-growth SaaS organization.

Own the complete sales cycle, from prospecting and cold outreach through discovery, product demonstrations, negotiation, and closing. Build and maintain a strong pipeline through consistent outbound prospecting across phone, email, and other sales channels while effectively managing qualified inbound leads. Research target accounts to identify relevant prospects, decision-makers, business needs, and opportunities. Create personalized outreach that addresses the specific challenges and goals of roofing contractors and SMB customers. Conduct thorough discovery to uncover stated and unstated pain points, priorities, business objectives, and buying motivations. Deliver tailored product demonstrations that clearly connect solutions to prospect needs and communicate business value and ROI. Manage multiple opportunities across different sales stages, maintain consistent follow-up, and develop effective closing strategies. Consistently achieve and exceed revenue, activity, and pipeline targets. Maintain accurate CRM records, opportunity data, activity tracking, and overall pipeline hygiene. Stay knowledgeable about evolving products and solutions and act as a strong product advocate throughout the sales process. Work cross-functionally with Customer Success, Partnerships, Operations, Engineering, and leadership to share customer insights and improve the product and customer experience. Work independently, prioritize effectively, and maintain a consistently high level of outbound activity in a fast-paced sales environment. Requirements: 3+ years of sales experience with a strong record of outbound prospecting and new customer acquisition. Proven experience managing a full-cycle sales process from prospecting through close and consistently meeting or exceeding quota. Strong B2B SaaS Account Executive experience, particularly selling to SMB or mid-market customers. Demonstrated strength in cold calling, outbound prospecting, pipeline generation, discovery, consultative selling, objection handling, negotiation, and closing. Experience conducting consultative SaaS product demonstrations and translating customer challenges into relevant solutions. Strong pipeline management skills and disciplined CRM practices. Excellent communication, organization, prioritization, and time-management abilities. Highly self-motivated and comfortable working independently in a high-activity sales environment. A proactive, results-oriented approach with curiosity, coachability, and a commitment to continuously improving sales skills. Comfortable adapting to a fast-paced startup environment with changing priorities. Experience using CRMs and sales tools such as Aircall, Outreach, Salesloft, or similar platforms. Experience selling to roofing contractors, construction companies, or other SMB trades is a plus. Experience in high-velocity or lower-ARPU SaaS sales, high-volume outbound environments, or early-stage/high-growth startups is preferred. Knowledge of the roofing or construction industry and experience selling to owner-operated businesses are additional advantages. Ability to work full-time on a Mountain or Pacific timezone schedule. Benefits: $80,000–$90,000 USD base salary plus 45% variable compensation. Flexible paid time off. Mandatory PTO during the first week of employment. One Friday off per month. Company-wide paid shutdown between Christmas and New Year's. Employer-paid healthcare benefits, including 80% coverage in the U.S. and 100% employer-paid Extended Healthcare and Dental premiums in Canada. RRSP/401(k) matching. Generous parental leave. Remote-first work culture. Home office setup stipend. Internet and phone allowance. Annual company retreat and team-building activities. Learning and development opportunities. Weekly Friday paydays.

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