RouteThis is a Waterloo-based B2B SaaS whose time has come to level up! We’re on a mission to intelligently automate customer support services with market leading software solutions that keep the modern, WIFI connected homes of the future optimized. RouteThis products are changing the world of technical support and we are looking for amazing talent to join our team and help us revolutionize this $15 billion dollar industry.

We are seeking a dynamic, results-driven Chief Revenue Officer (CRO) to join RouteThis’ executive team and report directly to the CEO. As a key strategic leader, the CRO will own all revenue-generation initiatives and spearhead an innovative, forward-looking Go-To-Market strategy.

In this role, success will be achieved through a collaborative approach with company leadership and customer partners to deliver a compelling product vision and roadmap that drives growth and solidifies RouteThis as an industry leader. The ideal candidate brings hands-on startup experience, with a proven ability to strategically drive revenue performance, strengthen operational alignment, and elevate market positioning. We’re seeking a seasoned, people-first leader with strong business acumen, an exceptional work ethic, and the ability to foster meaningful customer relationships while uncovering and defining strategic opportunities.

At RouteThis, we are passionate about our technology, committed to solving customer pain points, and driven by speed and efficiency. We’re looking for people who share these values and are ready to bring them to life each day.

What you'll do:

Team Building and Process Development: Build, lead, and scale high-performing sales, marketing, implementation, and customer success teams with a focus on continuous improvement and cross-functional collaboration
Customer Journey Ownership: Define and execute a customer journey that spans from lead acquisition through renewal and expansion, setting KPIs, metrics, and accountability frameworks that align with company goals
Deal Qualification and Coaching: Implement a robust qualification methodology to assess and pressure-test sales opportunities, helping reps identify areas of improvement and coaching them to success
Pipeline and Revenue Growth: Drive pipeline growth, sales, and software deployment for large-scale operational teams, including contact centers, field services, and retail, using an enterprise land-and-expand strategy
Cultural Leadership: Act as a cultural driver of urgency, accountability, and teamwork, setting the pace for the revenue organization and fostering a company-wide "One Team" approach

What you bring to the table:

Enterprise Sales Background: Extensive experience in enterprise B2B SaaS sales, ideally with expertise in telecommunications or selling to frontline operations teams.
Proven Track Record in Scale-Up: Demonstrated experience driving revenue from $5M to $30M+ ARR in a scaling organization
Enterprise Land and Expand Sales Experience: Extensive background developing and implementing a cross functional land and expand sales motion, and ideally leading a revenue organization through a mid-market to enterprise ICP transition.
Highly Hands on Leadership: Recent experience leading a sales team directly, and co-working deals with sales reps in order to develop the playbooks/practices that will enable scale
Customer Journey Expertise: Direct experience building and managing the end-to-end customer journey, with oversight of sales, marketing, implementation, and customer success
Proof of Concept/Value Execution: Experience running highly successful proof of value type trials pre-sale with customers, including programs which drive measured KPI improvement for prospects through the trial process.
Leadership and Process Orientation: Skilled in team building and process development, able to study and learn from past successes and challenges to drive improvement
Exceptional Team Player: Highly collaborative, with a company-first mentality that prioritizes organizational success over functional achievements

Who we are: RouteThis is a SaaS technology company that is changing the way ISPs and Smart Home companies handle technical support around the world. Instead of dealing with frustrating, long support calls where agents are unable to accurately identify issues, the RouteThis platform gives technical support teams the answers they need to immediately identify and resolve customers’ issues -- or help customers to solve it themselves before even needing to call.

We are headquartered in the Waterloo Region and our customers are all over the globe. If you want to work on the next generation of network diagnostics that provides a disruptive new approach for tech support teams, you should be working at RouteThis!

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 including hybrid and remote options across Canada.

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.

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Chief Revenue Officer