Enterprise Account Executive

Sales United States


About Lessonly

Lessonly is the powerfully simple training solution that empowers people to learn, practice, and perform like never before. Our mission is to help teams around the globe do better work and live better lives with world-class training and enablement.

Why Lessonly?

We exist to help people do better work and live better lives. It’s our company mission, and we’re committed to bringing it to life on our team and around the globe. To make this happen though, we need humble, hungry, and people-smart leaders to join our llama pack. We’re looking for people like you. If you’re ready to build a career you love, Lessonly could be the place for you. 

Here, each llama is truly valued. We get to experience career clarity, camaraderie, and progress in work and life together, and it’s its own kind of magic. We’re excited to review your application and learn more about who you are and what you’d bring to our pack.

Position Summary:

The learning software needs of progressive companies have shifted from centralized, compliance-based training technology to a modern, team-oriented learning solution where speed-to-market and speed-to-impact is essential in order to meet aggressive business growth. Lessonly’s integrated team-learning solution and expertise makes us a market leader for companies that recognize this fact. 

We are adding people to our team who are attracted to a fast-growing software company, a rich employee culture, want to grow their career and have a blast doing it. Lessonly prioritizes our customers’ success, our company’s growth and employee happiness!

The Role:

  • Initiate and grow business relationships with strategic customers to expand Lessonly’s enterprise footprint, often through a "building" mentality.
  • Develop and manage a sales pipeline, develop a territory (plan and prospect), and close complex deals to meet or exceed sales quota.
  • Effectively and independently deliver the Lessonly value proposition in the context of the learning management and training solution space. Use Lessonly products, partnerships, and services to express our overall solution to prospects.
  • Use Lessonly solutions to demonstrate our capabilities to potential clients in person and online.
  • Appropriately engage management and staff in the sales cycle and provide ongoing feedback to other areas of the organization.
  • Consistently use our environment (CRM, various technology, sales processes) to provide timely and accurate forecasting and reporting of progress.
  • Partner 1:1 with a Sales Development Representative to support prospecting in your territory.

The Qualities:

We are seeking a person who can work within Enterprise accounts, but realizes that a common entry point is at the department and team level within large accounts. A true Land-And-Expand Philosophy! We are looking for Account Executives who have dealt with enterprise prospects and understand the complexity of selling into large business organizations. You must have a minimum of 3 to 7 years software selling experience in this area, preferably with SaaS products.

  • Demonstrated sales track record in meeting or exceeding assigned individual quota in a SaaS company.
  • Strong account development skills including cold-calling, creating compelling business solutions, and negotiation. Completely comfortable calling directly into an organization and seeking out decision makers/champions/advisors for our solutions.
  • Enjoy working in a high-growth, dynamic company environment, using the broader team within Lessonly to convey value to prospects
  • Excellent communication skills.
  • Flexible and adaptable to meet the needs of the changing market, our customers and our business.
  • Demonstrated ability to think strategically, and work in complex selling situations.
  • Strong presentation skills, ability to “read and handle the room” while selling.
  • Naturally self-driven, results oriented and able to work as part of a team.
  • Strong learning skills. You should be able to quickly come up to speed on the learning/training marketplace, how we fit into that space and how we deliver value to our Customers.

Lessonly Benefits

  • Health Insurance - Medical, vision, dental, and life plans available.
  • Disability Insurance - Short-term and long-term coverage.
  • Paid Parental Leave - Because time with your new baby llama is important.
  • Unlimited PTO - We believe in making time for life, so we like to keep this benefit simple.
  • 401k Plan - Save and prepare for the future with us.
  • Equity - When we win as a team, you should win, too.
  • Flexibility - What works best for you, works for us—whether that means you’re in the office, at a coffee shop, or at your kitchen table. We have llamas working in Indy and across the U.S. We also provide everyone with a tech stipend to keep their tech rocking and rolling smoothly.
  • Work Happier - Our community is one of recognition and fun. From company-wide shoutouts to dogs in the office to our vibrant Slack workspace, we’re constantly collaborating and celebrating together.
  • Make Indy Brighter - Every year, we select four organizations that serve kids in Indianapolis and dedicate our time, money, and talent to them. Making time to volunteer and give back to our community matters.
  • Professional Development - We learn from experts, community leaders, and each other constantly. From Mass Classes and workshops to company events and daily conversations, we’re always growing.
  • Accessibility - We’re conveniently located in the Monon16 neighborhood, right by the Monon Trail and the Red Line if you prefer to run, walk, bike, or bus to work.
  • Self-Care - We have in-house yoga, ping-pong, Peloton bikes, a meditation room, a library for silent work, a mother’s room, wellness groups, and more because we’re humans first and llamas second.

Lessonly is an Equal Opportunity Employer, we do not discriminate against any protected class including, race, color, religion, sex, national origin, sexual orientation, gender identity, genetic information, disability or protected veteran status. Lessonly will provide reasonable accommodation to qualified individuals with disabilities. Please contact [email protected] if you require a reasonable accommodation to apply for a job.