Strategic Sales Executive, 2 Hour Learning (Remote) - $200,000/year USD

Trilogy; Minneapolis (MN); Remote; USD 100,000 - 200,000; Full time

Job summary

A leading company in AI-driven educational tools is seeking a Strategic Sales Executive to spearhead their innovative learning platform across K-12 school districts. This remote role offers autonomy, the chance for substantial partnerships, and the opportunity to transform education systems with measurable impacts.

Qualifications

• 3+ years of managing K-12 sales cycles.
• Established relationships with district decision makers.
• Proven ability to close six and seven-figure deals.

Responsibilities

• Cultivate a $10M+ opportunity pipeline.
• Craft data-driven proposals for district challenges.
• Manage multi-stakeholder sales cycles independently.

Skills

Sales Strategy

Relationship Building

Negotiation

Tools

CRM Platforms

Job description

Join to apply for the Strategic Sales Executive, 2 Hour Learning (Remote) - $200,000/year USD role at Trilogy

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Join to apply for the Strategic Sales Executive, 2 Hour Learning (Remote) - $200,000/year USD role at Trilogy

This range is provided by Trilogy. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$100.00/hr - $100.00/hr

Ready to transform K-12 education while commanding seven-figure deals? We're seeking an elite sales strategist to champion our revolutionary AI learning platform across school districts.

Our breakthrough technology isn't just another educational tool—it's delivering unprecedented learning outcomes that district leaders can't ignore. As we emerge from stealth mode with proven results, we need a relationship-driven sales powerhouse who can navigate the complex K-12 landscape in TX or CA, turning your established connections into multi-million dollar partnerships.

This role offers the rare combination of startup energy with validated educational impact. You'll own your territory completely, leveraging compelling performance data that shows how our platform simultaneously accelerates struggling learners while challenging high achievers—addressing the full spectrum of district needs with one comprehensive solution.

If you thrive on autonomy, have a proven track record of closing significant education deals, and are passionate about revolutionizing how students learn, this opportunity to build something extraordinary awaits.

What You Will Be Doing

• Architect and cultivate a robust $10M+ opportunity pipeline by strategically identifying high-potential districts, engaging key decision-makers, and methodically advancing prospects through your sales funnel
• Craft customized, data-driven proposals that address specific district challenges and successfully navigate procurement hurdles to secure six and seven-figure agreements
• Conduct insightful discovery sessions that uncover the true needs and objectives of district stakeholders, then position our solution as the answer to their most pressing challenges
• Orchestrate all elements of complex, multi-stakeholder sales cycles with complete territorial ownership and accountability for results
• Activate and expand your established network within the education ecosystem to accelerate market penetration and adoption
  
  

What You Won’t Be Doing

• Following cookie-cutter sales approaches—you'll have the freedom to develop and execute your unique territory conquest strategy
• Pushing marginal "enhancement" products—our solution fundamentally transforms learning outcomes with measurable impact
• Navigating layers of corporate red tape—our nimble startup environment prioritizes action and results
• Reporting your every move—we trust high performers to manage their activities and deliver exceptional outcomes
  
  

Strategic Sales Executive Key Responsibilities

Champion our groundbreaking learning platform across public school districts, securing substantial multi-year partnerships that create measurable educational transformation at scale while building a foundation for sustainable growth in your territory.

Basic Requirements

• Demonstrated success with 3+ years managing sophisticated K-12 sales cycles and consistently closing deals of $100K+
• Established and active network of relationships with district-level decision makers in Texas or California
• Expert knowledge of public education procurement processes, including successful experience with RFPs/RFIs
• Verifiable history maintaining a healthy $10M+ pipeline and consistently achieving or exceeding revenue targets
• Self-directed sales professional with proven ability to independently manage the complete sales journey
• Proficient with modern CRM platforms and sales enablement technologies
• Current residence in Texas or California (or within a 2-hour radius)
• Willingness and ability to conduct extensive regional travel (up to 80% of time)
• Authorization to work in the United States without requiring sponsorship
  
  

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-5513-US-Minneapo-StrategicSales.007

Seniority level

• Seniority level

  Director

Employment type

• Employment type

  Full-time

Job function

• Job function

  Business Development, Sales, and Strategy/Planning

• Industries

  Software Development, E-Learning Providers, and Primary and Secondary Education

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