Who you are
7+ years selling enterprise software to SMB and enterprise accounts
Has owned enterprise software quotas of at least U$1M+
Loves becoming a product and domain expert. You sell consultative and teach prospects something at every touch point
Evidences proven ability to lead complex negotiations involving bespoke commercial and pricing agreements
Is an incredible communicator, remotely and in-person
Enjoys the challenge of getting in the room with economic buyers and working with complex organizations to find and close great fit deals
Functions optimally in a highly ambiguous and fast-paced workplace with autonomy
Is comfortable communicating the value of technical B2B SaaS solutions to technical stakeholders

What the job involves
This is a ground floor opportunity to be one of the first Enterprise Account Executives at Rootly and shape our trajectory. You will experience what being at a scrappy startup is like. You will help lay the foundation for the entire sales process and grow revenue by:
Building a book of business across North America that results in 100% quota attainment in your first year with Rootly




Successfully sourcing and closing full sales cycles for U$50-150K+ ARR opportunities
Winning highly competitive deals by positioning Rootly as the Incident Management & On-Call Platform of choice to enterprise buyers segments
Designing and presenting product narratives and insights to executives within named accounts
Working with company leaders from multiple functions to lead product workshops and prepare/present ROI analyses
Leading and contributing to team projects to develop and refine our sales process

Benefits
Medical, dental, vision, and life coverage for you and your dependents
Versatile PTO, plus company holidays, team off-sites, and a year-end shutdown to recharge
Meaningful equity in a high-growth company, and 401(k) matching for US employees
Hybrid work (we hire across the US, Canada, Europe, and Singapore)
Free lunches at HQ
Quick-moving, high-impact setting where you have autonomy to own big problems from day one
Top-tier hardware and tools, plus an annual stipends for home offices

📌 Enterprise Account Executive Toronto
🏢 Rootly
📍 Toronto