Senior Enterprise AI Sales Executive

HighlightTA; Kitchener; Hybrid; CAD 125,000 - 150,000; Full time

Benefits offered by this job

Generous commission

Manulife benefits (Health, Dental, VIs

Equity – Stock Options

3 weeks vacation + 10 days holidays

Onsite gym at downtown office (Kitcher

Hybrid/Remote options

Job summary

RouteThis is seeking a Senior Enterprise Account Manager in Canada to drive new revenue through enterprise logos and existing account expansion. You will lead complex enterprise sales, manage large global accounts, and coordinate multi-disciplinary teams to close high six-figure deals.

You will articulate AI-driven value, translate technical capabilities into business outcomes, and build strong ROI-based business cases while navigating complex organizations and travel as needed.

Qualifications

• 8+ years in B2B SaaS sales at the Enterprise level.
• Experience selling complex, technical solutions including AI/automation.
• Ability to translate tech into business outcomes for Enterprise buyers.
• Proven track record selling to VP and C-level executives.
• Demonstrated ROI storytelling and value justification to customers.
• Strong written and verbal communication skills.
• Consistently close high six-figure deals and manage long sales cycles.
• Team-selling experience is a must-have; passport ready for global travel.

Responsibilities

• Understand RouteThis Value Drivers and translate AI offerings into business impact.
• Position and sell AI-driven solutions to Enterprise buyers focusing on outcomes.
• Educate customers on AI strategy and build business cases for adoption.
• Develop outreach and pipeline with marketing, leadership, and account teams.
• Navigate complex enterprises with multi-threaded stakeholder management.
• Lead conversations about automation, analytics, and AI transformation initiatives.
• Manage 6–12 month cycles with high six-figure deals; track opportunities in Salesforce.

Skills

Enterprise sales

AI/Analytics

C-level selling

ROI articulation

Team selling

Travel readiness

Degree required

Industry knowledge

Education

University or College degree/diploma

Tools

Salesforce

Job description

RouteThis is seeking a Senior Enterprise Account Manager in Canada to drive new revenue through enterprise logos and existing account expansion. You will lead complex enterprise sales, manage large global accounts, and coordinate multi-disciplinary teams to close high six-figure deals.

You will articulate AI-driven value, translate technical capabilities into business outcomes, and build strong ROI-based business cases while navigating complex organizations and travel as needed.