Demo

Enterprise Account Executive

360Learning
Canada, KY Remote Full Time
POSTED ON 5/22/2026
AVAILABLE BEFORE 7/22/2026

Introduction to the Team & Role

This is a rare opportunity to join our North American team as an Enterprise Account Executive, where you will be instrumental in fueling revenue growth by engaging the largest and most strategic organizations (5,000 employees). We are seeking a strategic hunter energized by the challenge of winning executive mindshare against established incumbents. This role requires flawlessly executing complex, consultative sales cycles and aggressively multi-threading high-value accounts. As a remote-first organization, your success will also involve an exciting and challenging requirement for regular travel (up to 25%) to key customer sites for executive meetings and strategic deal checkpoints. This is a chance for a driven professional to showcase strategic thinking, keen business acumen, and unwavering ownership, making a direct impact on company growth alongside a high-performing and ambitious team.

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What You'll Do

Within 1 month, you will:

  • Master the product demo and pitch

  • Start accepting qualified leads

  • Integrate into our remote-first culture of Convexity and build relationships with your team

Within 3 months, you will:

  • Develop territory plans

  • Build and manage your own pipeline

  • Run strategic prospect meetings

  • Become knowledgeable in Learning & Development market trends, emerging technologies, and competitors

  • Close your first deals!

Within 6 months, you will:

  • Drive revenue generation through qualifying leads and closing new business opportunities

  • Meet and exceed all quarterly sales quotas

  • Help mentor junior Account Executives

Within 12 months, you will: 

  • Contribute as a subject matter expert on the 360Learning platform and share your knowledge with the rest of the organization and externally 

  • Tackle more complex, multi-threaded deals


The Skill Set
  • At least 5 years of experience in a B2B SaaS environment as an Account Executive (Preferably with experience selling learning solutions like an LMS or LXP, or selling an HR Tech product)

  • Formal training on selling methodology (Challenger, SPIN, PURPOSE, MEDDIC)

  • A growth mindset and a life-long learning attitude

  • Strong analytical and organizational skills

  • Strong written and verbal communication skills

  • Experience executing complex software/platform demos in your previous sales processes

  • A Bachelor’s degree or higher level of education

  • Enthusiasm for our working environment of Convexity explained here: https://bit.ly/Convexity360L 


What We Offer
  • Compensation: Pay structure includes base salary, variable incentive pay, and company equity 📈

  • Benefits/Perks: Comprehensive health insurance starting your first day of employment 🏥 RRSP contribution matching 🏦 Generous parental leave 👶 Professional development opportunities through our own platform 📚

  • Balance: We offer unlimited days of annual PTO 🌴 5 days for sick leave 🤒 Holiday time in accordance with the Ontario Holiday Calendar 🗓 We are a remote-first organization and promote flexible work hours 🏠

  • Diversity, Equity, and Inclusion: We have 6 active ERGs including Mental Health, Environmental/Sustainability, Women, Parents, LGBTQIA2S , and Ethnic Diversity. Each group has at least one executive team member serving as a member of the group, bringing greater awareness to each group’s activities and providing a quick path to impact 🤝

  • Corporate Social Responsibility: Review our CSR Charter: 360learning.com/blog/corporate-social-responsibility-charter 🌎🌏🌍

  • Culture: A framework that will help you make an impact - envision our way of working and our Convexity Culture: https://bit.ly/Convexity360L & find out more about the teams, product and processes https://bit.ly/42H1ggC 🚀👩🏻‍💻🏆


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Who We Are

360Learning enables companies to upskill from within by turning their experts into champions for employee, customer, and partner growth. With our LMS for collaborative learning, Learning & Development teams can accelerate upskilling with the help of internal experts instead of slow top-down training. 360Learning is the easiest way to onboard and upskill employees, train customer-facing teams, and enable customers and partners–all from one place.


360Learning powers the future of work at 1,700 organizations. Founded in 2013, 360Learning has raised $240 million with 400 team members across North America and EMEA.


Learning Includes Everyone.

In concert with our culture, 360Learning believes learning includes everyone and that means embracing the strengths of diversity, connectedness, and inclusion. Through conscientious efforts, our global footprint celebrates cultures, perspectives, and experiences from all over the world to support our platform that is built for all regardless of race, ethnicity, gender identity or expression, sexual orientation, religion, age, neurodiversity, disability status, citizenship, veteran status or any other aspect which makes an individual unique or protected by laws and regulations in the locations where we operate. Thus, 360Learning is proud to be an equal opportunity workplace, and we commit to continue this throughout our processes for recruitment, compensation, benefits, performance, promotion, and all other conditions and terms of employment. We want to learn from and with you!

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