Enterprise Sales Manager, 2 Hour Learning (Remote) - $200,000/year USD

Trilogy; Clearwater (FL); Remote; USD 100,000 - 200,000; Full time

Job summary

A leading AI education startup is seeking an Enterprise Sales Manager to drive expansion in K-12 districts. The role demands a proven sales professional with a track record of closing multi-million dollar deals and strong relationships in Texas or California. Ideal candidates will enjoy the autonomy to develop their territory while leveraging innovative technology to enhance student outcomes.

Qualifications

• 3+ years experience in K-12 sales cycles.
• Strong connections with district decision-makers.
• Self-driven with ability to close high-value deals.

Responsibilities

• Manage a $10M+ pipeline for K-12 districts.
• Lead the entire sales process from prospecting to close.
• Develop tailored proposals for substantial partnerships.

Skills

Complex K-12 sales cycle management

Strategic partnership development

Public education procurement navigation

CRM proficiency

Education

Bachelor’s degree or equivalent experience in Education or Business

Job description

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

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Join to apply for the Enterprise Sales Manager, 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 revolutionize education while crushing seven-figure sales targets? We're a cutting-edge AI education startup seeking a visionary Enterprise Sales Manager to spearhead our expansion in K-12 districts. If you're a seasoned sales warrior with a proven track record of $2M+ annual closes and deep connections in TX or CA education, this is your chance to make history.

Our game-changing AI learning platform isn't just another EdTech tool - it's a transformative solution delivering unprecedented student success across all achievement levels. We're emerging from stealth mode with compelling data and ready to scale, but we need a strategic sales leader who can navigate complex district procurement and turn relationships into revenue.

This role offers the perfect blend of startup agility and proven impact. You'll have the autonomy to build your territory while backed by revolutionary technology that actually moves the needle on student outcomes.

What You Will Be Doing

As our Enterprise Sales Manager, you'll be the architect of educational transformation in your territory:

• Orchestrate and nurture a robust $10M+ pipeline, identifying districts primed for innovation
• Craft and champion sophisticated proposals that secure substantial six and seven-figure partnerships
• Conduct strategic discovery sessions to uncover district pain points and architect tailored solutions
• Own the complete sales journey from prospecting to close, with full strategic autonomy
• Leverage your established educational network to accelerate market penetration
  
  

What You Won’t Be Doing

• Working within confining sales playbooks - you'll chart your own course to success
• Pushing incremental solutions - our platform fundamentally transforms learning outcomes
• Wrestling with corporate red tape - we maintain startup speed and agility
• Reporting on every minor activity - we trust you to deliver results your way
  
  

Enterprise Sales Manager Key Responsibilities

Your mission is to accelerate the adoption of our revolutionary AI learning platform across public school districts, establishing strategic multi-year partnerships that deliver measurable improvements in student achievement at scale.

Basic Requirements

• Battle-tested veteran with 3+ years managing complex K-12 sales cycles and consistent $100K+ deal closes
• Established influencer with strong district decision-maker connections in Texas or California
• Expert navigator of public education procurement processes and RFP/RFI requirements
• Demonstrated success maintaining $10M+ pipeline and consistently achieving revenue targets
• Self-driven professional with proven ability to own and execute full sales cycles
• Tech-savvy with strong CRM and sales stack proficiency
• Based within 2 hours of Texas or California territory
• Ready for extensive regional travel (up to 80%)
• Authorized to work in the US without sponsorship
  
  

Nice-to-have Requirements

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-Clearwat-EnterpriseSale

Seniority level

• Seniority level

  Not Applicable

Employment type

• Employment type

  Full-time

Job function

• Job function

  Business Development, Sales, and Strategy/Planning

• Industries

  Education Administration Programs, E-Learning Providers, and IT Services and IT Consulting

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