Senior Enterprise Account Executive

• Understand, articulate, and navigate the unique RouteThis Value Drivers we deliver to customers and prospective clients, including our AI-powered solutions and how they drive measurable operational and customer experience impact

• Position and sell AI-driven products and capabilities by clearly translating technical functionality into business outcomes for Enterprise buyers

• Educate and guide customers on the strategic application of AI within their organizations, helping them build internal business cases for adoption

• Develop and execute on an outreach strategy for your target accounts with the assistance of marketing, sales leadership, etc.

• Exceed pipeline and revenue goals on a quarterly basis

• Effectively navigate Enterprise organizations, multi-threading through key stakeholders at all levels and developing champions who are “selling” on our behalf

• Lead complex conversations around innovation, automation, analytics, and AI transformation initiatives

• Manage multiple enterprise sales cycles with 6 to 12 month purchasing cycles, with typical deal sizes in the high six figures

• Track all opportunity details including use cases, AI applications, Value Drivers, accurate timing, next steps, dollar amounts, forecasting, etc. in Salesforce.com

• Work closely with marketing and product teams to provide feedback based on customer interactions, especially related to AI capabilities, competitive positioning, and market demand

• Maintain balance in your pipeline (early/mid/late) as well as pipeline velocity and conversion rates

• Manage the client and internal teams through the customer journey, ensuring alignment on AI implementation expectations and outcomes

• Partner with customer success to ensure high satisfaction, adoption, and expansion within your accounts

• 8+ years in B2B SaaS sales at the Enterprise level

• Demonstrated experience selling complex, technical solutions, ideally including AI, analytics, automation, or data-driven platforms

• Comfort discussing AI concepts (machine learning, predictive analytics, automation workflows, data insights) with both technical and business stakeholders

• Demonstrated excellence selling to VP and C-level executives

• Proven ability to translate emerging technologies into clear ROI and business value

• Superior written and verbal communication skills

• Consistently deliver high 6+ figure deals

• Thrive in a fast-paced, self-starting environment

• Have the ability to efficiently prioritize time

• Validated quota achiever (top 10% in your company)

• Team-selling experience is a must-have

• Telecommunications experience is helpful but not required

• Ability to travel to meet prospects, customers, and for occasional internal meetings. Passport must be up-to-date, we are a global business.

• University or College degree/diploma with excellence in your field of study, ideally: Sales, Marketing, Business, or Communications

Do you feel like you’re able to tackle this role? Show us what you got! We absolutely don’t expect applicants to check off every box for any of our positions, and welcome you to apply if you feel like you are an excellent fit.

Why RouteThis?

Opportunity: As a rapidly evolving startup, we are constantly facing new challenges and opportunities, while working with us, you can jumpstart and shape your career.

Team: At RouteThis you will be working on a highly-motivated team, each team member has been carefully selected to ensure there is a fit with our values of One Team, Customer First, Innovate and Own It.

Fun: We believe that work should be fun and engaging. We host social events both in person and virtual.

Total Rewards: We offer a total compensation package that includes competitive salaries, stock options, extended long weekends, and a comprehensive benefits package.

Location: Located in the “Silicon Valley of the North” we are proud members of the Waterloo-region in downtown Kitchener. We offer flexible work arrangements.

Please note: We thank all applicants for your interest in RouteThis. Only those applicants selected for an interview will be contacted. Agency calls will not be accepted. RouteThis is an Equal Opportunity Employer and considers applicants for employment without regard to race, colour, religion, sex, orientation, national origin, age, disability, genetics or any other basis forbidden under federal, provincial, or local law. Please let us know if you require an accommodation due to a disability and we will work with you to address your needs.