Enterprise Account Executive — Shape a Category-Defining SaaS

XYZ Venture Capital; Toronto; On-site; CAD 170,000 - 255,000; Full time

Benefits offered by this job

Early equity

Medical, dental, vision coverage

3 weeks vacation + unlimited sick days

Home office stipend $500

AI tools access

Job summary

Rootly, a rapidly growing incident management platform, is seeking an Enterprise Account Executive to drive revenue across North America. You will own complex negotiations, articulate ROI, and close deals with enterprise buyers.

With 7+ years in enterprise software sales, you will build a high-impact book of business, partner with cross-functional teams, and design compelling ROI analyses for executive stakeholders.

Qualifications

• 7+ years selling enterprise software to SMB and enterprise accounts.
• Has owned enterprise software quotas of at least USD 1M+.
• Loves becoming a product and domain expert; sells consultative value.
• Proven ability to lead complex negotiations with bespoke terms.
• Excellent communicator, remote and in-person.
• Experience engaging with economic buyers in large orgs.
• thrives in ambiguous, fast-paced environments with autonomy.
• Able to translate technical B2B SaaS value to technical stakeholders.

Responsibilities

• Build a North America book of business achieving 100% quota attainment in year one.
• Source and close full sales cycles for $50k–$150k ARR opportunities.
• Position Rootly as the Incident Management & On-Call Platform of choice to enterprise buyers.
• Design and present product narratives and ROI analyses to executives in named accounts.
• Collaborate with leaders across functions to run workshops and refine the sales process.
• Lead and contribute to team initiatives to improve sales motions.

Skills

Enterprise software sales

Quota ownership $1M+

Consultative selling

Negotiation

Communication

Stakeholder engagement

Autonomy

B2B SaaS messaging

Tools

CRM (e.g., Salesforce)

Job description

Rootly, a rapidly growing incident management platform, is seeking an Enterprise Account Executive to drive revenue across North America. You will own complex negotiations, articulate ROI, and close deals with enterprise buyers.

With 7+ years in enterprise software sales, you will build a high-impact book of business, partner with cross-functional teams, and design compelling ROI analyses for executive stakeholders.