Senior Enterprise Account Executive

🕒 September 11

🌐 Canada, United States – Remote

🇨🇦 Canada – Remote 🇺🇸 United States – Remote

💵 CA$125k - CA$150k / year

⏰ Full Time

🟠 Senior

🧑‍💼 Account Executive

👻 Ghost score 1%

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HighlightTA

WebsiteLinkedInAll Job Openings

11 - 50 employees

Founded 2024

🎯 Recruiter

👥 HR Tech

💼 Consulting

Recruitment • HR Tech • Consulting

At HighlightTA, we simplify hiring by embedding talent partners into your team, leading recruitment projects, or managing your entire talent function. Our flexible, on-demand solutions let you scale up or down as needed, without long-term commitments or high agency fees. With decades of experience, our data-driven approach ensures fast access to top-tier talent, saving you time and reducing costs. Whether it's integrating talent partners, overseeing recruitment functions, or delivering one-off projects through our ProjectTA service, we tailor our solutions to meet your specific business needs. Ready to build exceptional teams? Let's connect.

📋 Description

• Drive new revenue through new Enterprise logos and existing customer expansion • Lead complex Enterprise Sales cycles and manage large global accounts • Solve complex customer challenges and lead large virtual account teams • Navigate complex organizations and drive deals to closure • Build pipeline, develop unique value propositions, and drive account teams toward successful outcomes • Understand, articulate, and navigate RouteThis Value Drivers, including AI-powered solutions and their operational and customer experience impact • Position and sell AI-driven products by translating technical functionality into business outcomes • Educate customers on strategic AI applications and help build internal business cases • Develop and execute outreach strategies for target accounts with marketing and sales leadership • Exceed quarterly pipeline and revenue goals • Multi-thread through enterprise stakeholders and develop internal champions • Lead conversations around innovation, automation, analytics, and AI transformation • Manage multiple enterprise sales cycles with 6–12 month purchasing cycles and high six-figure deal sizes • Track opportunity details, use cases, AI applications, Value Drivers, timing, next steps, deal values, and forecasts in Salesforce.com • Collaborate with marketing and product teams on customer feedback, AI capabilities, competitive positioning, and market demand • Maintain balanced pipeline coverage, velocity, and conversion rates • Manage client and internal teams through the customer journey and align AI implementation expectations and outcomes • Partner with customer success to drive satisfaction, adoption, and account expansion

🎯 Requirements

• 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 including machine learning, predictive analytics, automation workflows, and data insights with 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 • Ability to thrive in a fast-paced, self-starting environment • Ability to efficiently prioritize time • Validated quota achiever, in the 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 • Up-to-date passport • University or College degree/diploma with excellence in the field of study, ideally in Sales, Marketing, Business, or Communications • Legally authorized to work in Canada or the United States

🏖️ Benefits

• Generous commission structure with significant earning potential for high performers • Competitive benefits through Manulife: Medical, Dental, Vision, Life Insurance • Employee Assistance Program • Equity – Stock Options • 3 weeks vacation plus an additional 10 days around statutory holidays • Every long weekend, the Friday is off too • Company closure for a week between Christmas and New Year • Remote social activities • Hybrid employees have access to an onsite gym and weekly lunches at the downtown Kitchener office • Real autonomy and ownership • Opportunities for internal promotion