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Enterprise Account Executive, 2 Hour Learning (Remote) - $200,000/year USD

Crossover
Indianapolis, IN Remote Full Time
POSTED ON 3/29/2026
AVAILABLE BEFORE 4/29/2026
Transform education, one groundbreaking deal at a time. If you're passionate about revolutionizing how children learn while building a new market from the ground up, this is your chance to make history.

You'll define and own how we break into the private school market with a transformative AI-powered learning solution that helps students learn 2x faster in just 2 hours per day. Our product has no direct competition and delivers extraordinary outcomes - students consistently rank in the top 1-2% nationally while absolutely loving school.

You'll have the autonomy to craft your approach and see direct results, backed by a guaranteed $200K compensation package with no commission games. This gives you the stability to focus on what matters most: transforming education while building a scalable business.

Be a catalyst for change. Let's reshape the future of education together!

What You Will Be Doing

  • Build and manage an active sales pipeline targeting private schools, maintaining clear visibility of your opportunities from first contact to close
  • Conduct compelling presentations that showcase our revolutionary approach to learning and address stakeholder needs
  • Drive the full sales cycle independently, from prospecting to closing deals that meet ambitious revenue targets
  • Establish and nurture relationships with key decision-makers in the private school ecosystem
  • Leverage our CRM to maintain accurate records and forecasting

What You Won’t Be Doing

  • Managing a team - this is a hands-on individual contributor role focused on sales execution
  • Following rigid processes - you'll create the playbook for breaking into this market
  • Relying on large support teams to generate leads or close deals
  • Selling an undifferentiated product in a crowded market

Enterprise Account Executive Key Responsibilities

Drive revenue growth by securing signings for the 2 Hour Learning solution in private schools, establishing a strong market presence, and achieving scalable growth year over year.

Basic Requirements

  • At least 3 years of B2B sales experience with a proven track record of meeting or exceeding revenue targets
  • Experience managing the complete sales cycle, from prospecting through closing
  • Prior exposure to education markets (US K-12 schools) or adjacent industries like EdTech, SaaS, or services strongly preferred
  • Strong consultative selling and relationship-building skills
  • Proficiency in CRM tools like Salesforce or HubSpot
  • Must be based in the US
  • Deep understanding of the U.S. private school market
  • Ability to travel 50-75% to meet with private school clients and attend events

About 2 Hour Learning

Education is broken, but 2 Hour Learning is proving it doesn’t have to be. They’re tearing down the outdated one-size-fits-all model and replacing it with AI-driven personalized learning that helps kids master academics in just two hours a day.

With students consistently ranking in the top 1-2% nationally and the top 20% achieving an astonishing 6.5x growth, they’re proving that smarter learning is possible. At 2 Hour Learning, it’s talent and performance that matter.

They offer a dynamic, on-campus and remote-friendly environment where innovators, educators, and AI specialists can be a part of fixing a broken school system.

2 Hour Learning is reprogramming learning for the AI era.

Here’s How They’re Fixing It.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us

This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $100 USD/hour, which equates to $200,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5431-US-Indianap-EnterpriseAcco.004

Salary : $200,000

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