Dean of Enrollment, 2 Hour Learning - $200,000/year USD

Elite Admissions Directors Know: The Future of Education Is Already Here. Are You Ready to Lead It?

At 2 Hour Learning, we've achieved what others only theorize about: students mastering academics in just two hours daily through AI-powered personalized learning, leaving ample time for life skills, creativity, and genuine growth. Our revolutionary approach delivers superior academic outcomes while preserving what matters most—students' love of learning and personal development.

As our Dean of Enrollment, you'll craft the gateway experience for discerning families seeking a bold, evidence-based alternative to conventional education. You'll design high-touch, personalized admissions journeys without the bureaucratic constraints typical of prestigious institutions. Your strategic vision will directly drive enrollment growth and shape our institutional future.

This position is for the rare admissions leader who has thought, "Education deserves a more powerful, efficient approach to both learning and enrollment." Here, your vision becomes reality.

What You Will Be Doing

• Orchestrate the Definitive Admissions Experience: Become the authoritative voice of 2-Hour Learning, personally guiding prospective families through a seamless, strategic application journey that showcases our distinctive value proposition.
• Deliver Compelling Institutional Narratives: Design and conduct tours, open houses, and information sessions that vividly demonstrate how our model enables students to learn twice as efficiently while developing essential life competencies.
• Transform Analytics into Strategic Advantage: Leverage HubSpot and SIS data to identify enrollment patterns, optimize conversion points, and provide leadership with actionable intelligence that drives institutional growth.
• Engineer Precision Systems: Maintain and refine comprehensive admissions documentation and standard operating procedures that ensure exceptional consistency and clarity across all prospect interactions.
• Cultivate High-Value Relationships: Engage prospective families with sophisticated empathy and strategic insight, creating enrollment experiences that resonate with their educational priorities and concerns.
  
  

What You Won’t Be Doing

• Managing Institutional Red Tape: You'll operate with decisive autonomy, implementing improvements to the admissions experience without navigating layers of committee approvals.
• Overseeing Administrative Personnel: This role focuses on your direct leadership of the admissions process, not on managing subordinate staff.
• Delivering Generic Presentations: Every family interaction will be strategically tailored to address specific needs and concerns, not delivered from standardized templates.
• Perpetuating Legacy Methodologies: You'll have the mandate to innovate and optimize admissions protocols based on performance metrics and stakeholder feedback.
  
  

Dean Of Enrollment Key Responsibilities

Drive exceptional enrollment conversion rates through a strategically designed, high-touch admissions experience that transforms inquiries into committed, enthusiastic families.

Basic Requirements

• Minimum 5 years of leadership experience managing comprehensive admissions or enrollment systems in selective academic environments, with documented success in enrollment growth metrics.
• Superior written and verbal communication capabilities demonstrating precision, persuasion, and polish.
• Commanding executive presence that projects authority, expertise, and inspires confidence in diverse audiences.
• Exceptional organizational acumen with demonstrated ability to manage multiple priorities across campuses and constituencies while meeting critical deadlines.
• Advanced proficiency with CRM and SIS platforms (specifically HubSpot, Veracross) with proven data management excellence.
• Verified history of delivering premium, client-centered service experiences.
• Must be based in Austin, TX—or commit to relocation—with availability for up to 20% domestic travel.
  
  

Nice-to-have Requirements

• Established career in private school admissions, particularly with experience serving high-net-worth clientele.
• Professional background in strategic sales or marketing with demonstrated excellence in narrative development and relationship cultivation.
• Working knowledge of mastery-based educational frameworks or innovative pedagogical models.
  
  

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-5531-US-Carrollt-DeanofEnrollme.006