Regional Sales Director, 2 Hour Learning (Remote) - $200,000/year USD

Trilogy; Plano (TX); Remote; USD 100,000 - 200,000; Full time

Job summary

A leading company in education technology is seeking a Regional Sales Director to drive the adoption of its AI-powered learning solution across public school districts. This role requires exceptional sales leadership and established relationships in Texas or California, along with a passion for improving educational outcomes.

Benefits

Dynamic work environment

Professional development opportunities

Qualifications

• 3+ years managing complex K-12 sales cycles.
• Established relationships with district decision-makers in TX or CA.
• Proven track record maintaining $10M+ sales pipeline.

Responsibilities

• Drive adoption of learning solution across public school districts.
• Manage a $10M+ pipeline by strategically identifying high-potential districts.
• Craft and deliver proposals navigating procurement processes.

Skills

Sales Strategy

Relationship Management

Data-Driven Decision Making

Education

Bachelor's Degree or Equivalent

Tools

CRM tools

Job description

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

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Join to apply for the Regional Sales Director, 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

Elite K-12 sales leaders: Ready to close $2M+ annually selling the most effective learning intervention in education? This isn't another supplemental tool—it's your opportunity to drive seven-figure partnerships that transform student achievement through breakthrough AI technology.

Our stealth-mode startup is revolutionizing K-12 education with personalized learning technology delivering unprecedented results. We're rapidly expanding into public school districts and require exceptional sales directors who possess deep relationships with district decision-makers and excel at navigating complex procurement processes. You'll command full territory ownership, armed with compelling data showing our AI-powered platform helps struggling students accelerate while challenging advanced learners—making it indispensable for districts focused on improving outcomes across all student populations.

We demand top performers with established connections to TX or CA school districts who thrive with autonomy and are driven to fundamentally transform education. This position offers the rare combination of startup agility with the credibility of proven results.

If you're prepared to secure seven-figure deals that revolutionize education while building your professional legacy, we need to connect immediately.

What You Will Be Doing

• Architect and maintain a $10M+ pipeline by strategically identifying high-potential districts, engaging key decision-makers, and advancing opportunities through defined sales stages
• Craft and deliver precision-targeted proposals that navigate complex procurement processes to secure six and seven-figure contracts
• Execute high-impact discovery meetings that uncover district challenges and goals, then develop compelling solutions with measurable outcomes
• Command all aspects of sophisticated sales cycles from strategic prospecting through definitive closing, with complete ownership of territory strategy and results
• Leverage your established relationships within public school districts to accelerate adoption and secure competitive advantage
  
  

What You Won’t Be Doing

• Following prescribed scripts or rigid processes—you'll have the autonomy to architect your territory strategy
• Selling "nice to have" supplemental products—this is a transformative solution with quantifiable impact
• Navigating layers of bureaucracy—we operate as a decisive, nimble organization focused exclusively on results
• Reporting daily activities—you'll be measured by outcomes, not activities
  
  

Regional Sales Director Key Responsibilities

Drive adoption of our breakthrough learning solution across public school districts, securing multi-year strategic partnerships that transform educational outcomes at scale.

Basic Requirements

• 3+ years managing complex K-12 sales cycles with proven success closing $100K+ deals
• Established network of district decision-maker relationships in Texas or California
• Demonstrated expertise navigating public school procurement processes including RFPs/RFIs
• Verified track record maintaining $10M+ sales pipeline with consistent achievement of revenue targets
• Proven success operating autonomously while driving full sales cycle from prospecting to closing
• Advanced proficiency with CRM tools and sales technology stack
• Must reside in or within 2 hours of Texas or California
• Capacity to travel extensively within the region (up to 80%)
• Eligible to work in the US without visa 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-Plano-RegionalSalesD

Seniority level

• Seniority level

  Director

Employment type

• Employment type

  Full-time

Job function

• Job function

  Business Development, Project Management, and Sales

• Industries

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

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