Mid Market Account Executive Toronto, Ontario

Rootly; Toronto; On-site; CAD 80,000 - 100,000; Full time

Job summary

A fast-growing tech startup based in Toronto is seeking a Mid Market Account Executive to shape sales processes and drive revenue. The ideal candidate will have over 4 years of experience in selling enterprise software and a track record of exceeding quotas. This role offers competitive benefits including comprehensive insurance, vacation, and wellness stipends.

Benefits

Comprehensive medical, dental, and vision insurance

3 weeks vacation + unlimited sick/mental health days

Wellness stipend

Weekly Friday happy hour

Learning and advancement budget

Qualifications

• 4+ years selling enterprise software to SMB and Mid Market accounts.
• Track record of meeting & exceeding quota.
• Loves becoming a product and domain expert.

Responsibilities

• Build a book of business across North America to achieve quota.
• Source and close full sales cycles for $25-100k opportunities.
• Win deals by positioning Rootly as the platform of choice.

Skills

Enterprise software sales

Consultative selling

Negotiation skills

Excellent communication

B2B SaaS solutions articulation

Job description

Overview

At Rootly, we're on a mission to be the go-to way companies respond when things go wrong, helping every organization be more reliable. We build an industry-leading incident management and on-call platform that enables teams around the world to resolve incidents quickly and effectively. We are building a new, multi-billion-dollar segment and are seeking incredible talent to achieve this ambitious goal together.

Customers and investors alike are excited by Rootly. We work with rapidly growing companies and are backed by respected funds, with a culture of transparency and regular financial reviews published in our weekly changelog.

About the Role

• Note: This role will be onsite in Toronto, Canada.

This is a ground-floor opportunity to be one of the first Mid Market Account Executives at Rootly and shape our trajectory. 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 $25-100k opportunities
• Working with companies of up to 1000 employees
• Winning highly competitive deals by positioning Rootly as the Incident Management & On-Call platform of choice to midmarket buyers
• Designing and presenting product narratives and insights to executives within named accounts
• Collaborating 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

The Ideal Candidate

• 4+ years selling enterprise software to SMB and Mid Market accounts
• Track record of meeting & exceeding quota
• Loves becoming a product and domain expert; you sell consultatively and teach prospects something at every touch point
• Proven ability to lead complex negotiations involving bespoke commercial and pricing agreements
• Excellent communication skills, remotely and in-person
• Comfort with engaging economic buyers and navigating complex organizations to close great-fit deals
• Thrives in a fast-paced, autonomous, and ambiguous environment
• Ability to articulate the value of technical B2B SaaS solutions to technical stakeholders

Benefits and Perks

• Comprehensive medical, dental, and vision insurance
• 3 weeks vacation + unlimited sick/mental health days + company-wide end-of-year shutdown
• Equipment: MacBook Pro (M3) or equivalent
• Wellness stipend and allowances for home office and travel
• Weekly Friday happy hour
• Learning and advancement budget
• Annual in-person retreat
• Ground-floor opportunity to be an early member of a fast-growing venture-backed startup

Rootly is an equal opportunity employer. We aim to create an environment where every team member feels a sense of belonging and can have a greater impact. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.