Senior Enterprise Account Executive

RouteThis Inc.; Northern (KY); Hybrid; USD 120,000 - 180,000; Full time

Benefits offered by this job

Stock Options

Health Benefits

Long Weekends

Job summary

RouteThis Inc. is seeking a Senior Enterprise Account Manager to lead complex enterprise sales, expand new logos, and grow existing accounts across global customers.

You will navigate multi-threaded buying committees, articulate ROI for AI-driven value, and drive deals to closure with a strategic, remote-first approach in the United States. Ideal candidates will have a track record of high six-figure deals, quota attainment, and collaboration with marketing and product teams.

Qualifications

• 8+ years in B2B SaaS sales at the Enterprise level.
• Experience selling complex, technical solutions including AI/automation.
• Proven ability to translate technology into business value and ROI.

Responsibilities

• Understand, articulate, and navigate RouteThis value drivers for AI-driven solutions.
• Position and sell AI-enabled products by translating tech into business outcomes for Enterprise buyers.
• Develop and execute outreach strategy for target accounts with marketing and leadership support.
• Exceed pipeline and revenue goals on a quarterly basis.
• Navigate multi-threaded enterprise orgs and develop internal champions.
• Lead complex conversations around innovation, automation, analytics, and AI transformation.
• Manage 6–12 month sales cycles with typical high six-figure deals.
• Track opportunities in Salesforce.com with accurate use cases and timing.
• Collaborate with marketing/product to feedback on AI capabilities and market demand.
• Maintain pipeline balance and velocity; coordinate client and internal teams through journey.
• Partner with customer success to ensure adoption and expansion.

Skills

Enterprise SaaS sales

Exec-level selling

Cross-functional collaboration

Strong communication

Sales forecasting

Education

University degree in Sales/Marketing/Business/Communications

Tools

Salesforce

Job description

RouteThis is on a mission to revolutionize technical support. We build AI-powered solutions that help Internet Service Providers and Smart Home companies solve connectivity and WiFi problems—before the subscriber ever needs to call.

Our customers already benefit from our SaaS solutions today and we aim to magnify that value by building autonomous agents into our solutions. As we continue to advance our AI solutions, we’re looking for a Senior Enterprise Account Manager.

RouteThis is looking for a highly motivated individual to fill this key role in driving new revenue through new Enterprise logos and existing customer expansion. In this role you will be leading complex Enterprise Sales, drawing on your previous Enterprise sales expertise.

You will be provided with the autonomy and opportunity to manage large global accounts, working to solve complex customer challenges, leading large virtual account teams, navigating complex organizations, and driving deals to closure. You will work closely with a team of professionals to continuously increase market penetration, disrupt an industry that is ripe for disruption, and drive significant revenue. You will be maniacally focused on building a strong pipeline, developing unique value propositions, driving account teams to deliver successful outcomes, and creating value in a space where companies might not easily associate your solutions to solve their pains.

What You’ll Do:

• 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

What You Bring:

• 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

Package Overview:

• This is a remote-first role for candidates based in the United States.
• This position includes a generous commission structure with significant earning potential for high performers.
• Competitive health benefits
• Equity- Stock Options
• 3 weeks vacation plus an additional 10 days around statutory holidays to make long weekends longer!

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.

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.