Demo

Director of Retail Operations, 2 Hour Learning (Remote) - $400,000/year USD

Trilogy
Stamford, CT Remote Full Time
POSTED ON 11/2/2025
AVAILABLE BEFORE 12/2/2025
Ready to trade PowerPoint decks for real-world impact? Here's your launching pad.

At 2 Hour Learning, we're not just growing - we're exploding. With 25-30 new school campuses on the horizon in the next six months, we're revolutionizing education through our innovative two-hour mastery model. We're seeking exceptional leaders to spearhead critical operational domains in approvals, onboarding, or finance.

This isn't your typical corporate ladder climb. It's a rocket ship for ex-MBB consultants who are done with recommendations and ready for real ownership. No red tape. No endless approval chains. Just pure execution power backed by private equity funding and a proven educational model.

Our mission? Simple but bold: Help students master a year's worth of content in two focused hours daily, freeing them to explore, create, and grow. Through cutting-edge technology, adaptive learning, and expert guidance, we're rewriting the rules of education.

If you're ready to transform consulting frameworks into tangible results and build something extraordinary, let's talk.

What You Will Be Doing

  • Drive and own a critical domain of our national expansion strategy - be it regulatory compliance, systems implementation, or financial operations
  • Exercise complete autonomy in cross-functional leadership, with direct decision-making authority
  • Pioneer and validate new operational playbooks in real-world conditions
  • Work shoulder-to-shoulder with our founders and key stakeholders to build robust launch infrastructure
  • Leverage cutting-edge AI solutions to optimize operations and expedite results

What You Won’t Be Doing

  • Operating in an advisory capacity - this role demands direct ownership
  • Navigating bureaucratic hierarchies - enjoy direct access to key decision-makers
  • Focusing on single-market operations - you'll orchestrate multiple geographic initiatives simultaneously
  • Waiting for direction - you'll be the one setting the course
  • Passing the buck on crucial decisions - the final call rests with you

Director Of Retail Operations Key Responsibilities

Own and execute a fundamental operational pillar in our nationwide school launch initiative. While we'll match you with your optimal domain based on your expertise, you'll have complete ownership and accountability for your area.

Basic Requirements

Success in this role demands velocity, precision, and exceptional execution capabilities across our operational verticals.

  • Minimum 3-year tenure at MBB (McKinsey, Bain, or BCG)
  • Demonstrated success managing complex, cross-functional operations in dynamic environments
  • Exceptional expertise in at least one area: regulatory compliance, onboarding systems, or large-scale financial operations
  • Self-driven problem solver with strong analytical foundation and bias for action
  • Authorization to work in the U.S. with ability to travel approximately 25% of time
  • Proficiency with AI tools and enthusiasm for technological innovation

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 $200 USD/hour, which equates to $400,000 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-4410-US-Stamford-DirectorofReta.010

Salary : $400,000

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