Job Details

Head of Licensing & Permitting, 2 Hour Learning (Remote) - $400,000/year USD

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Head of Licensing & Permitting, 2 Hour Learning (Remote) - $400,000/year USD

17 hours ago Be among the first 25 applicants

Join to apply for the Head of Licensing & Permitting, 2 Hour Learning (Remote) - $400,000/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

$200.00/hr - $200.00/hr

If you've mastered the art of turning regulatory mazes into launch highways across multiple jurisdictions, we need your expertise now. Not tomorrow. Not next quarter. Now.

2 Hour Learning is launching 25–30 new campuses in the next six months. These aren't aspirational targets—they're funded commitments with proven models awaiting execution. We need a regulatory pathfinder who doesn't just interpret requirements but drives timelines through them with precision and authority.

You'll command all state-level authorizations and local permitting—from zoning and fire safety to building code and operational registration. This isn't about tracking status reports; it's about owning the timeline, building the relationships, and eliminating the bottlenecks that stand between us and operational excellence.

About 2 Hour Learning

2 Hour Learning powers Alpha Schools, NextGen Academy, GT School, Texas Sports Academy, and Unbound Academy—a growing family of K–12 schools built on a proven premise: students achieve a full year of academic growth in just two focused hours daily. The remaining hours belong to them—for sailing, sports, public speaking, or game design.

Our platform integrates real-time progress dashboards, curriculum recommendations, and feedback tools—providing students and guides with structured pathways to accelerate learning and space to develop independently.

We're private equity-backed with sustainable funding and a mandate to scale. This isn't experimental—it's validated. Charter applications are in motion. Campuses are expanding. Now we're building the infrastructure to implement this model wherever it can succeed.

WHY THIS ROLE?

This position offers seasoned operators genuine authority, ownership, and measurable impact—without the founder's burden.

You'll Secure

• Decision authority, not mere influence
• A proven model with resources to scale
• Direct educational system impact without nonprofit constraints
• Startup momentum backed by financial stability and growing national presence
  
  

You'll work directly with founding leadership committed to speed, data, and tangible outcomes—not rhetoric or bureaucratic delays. This team has launched companies, scaled platforms, and validated the model. They seek a builder who can eliminate regulatory obstacles and deliver operational schools.

ARE YOU THE RIGHT FIT?

If you've analyzed launch sequences and thought, "With proper authority, I could execute this faster and more efficiently"—this role allows you to demonstrate that capability.

What You Will Be Doing

• Orchestrating regulatory timelines across 25–30 simultaneous campus launches with precision and accountability
• Spearheading state-level authorization, licensing, and compliance filings with strategic foresight
• Executing local permitting processes (zoning, fire, building, operational) with maximum efficiency
• Aligning execution across legal, real estate, and operations teams to eliminate bottlenecks
• Engineering a scalable, repeatable regulatory playbook that systematically reduces time-to-launch
• Establishing authoritative relationships with government officials across multiple jurisdictions
  
  

What You Won't Be Doing

• Following established protocols—you'll architect the definitive regulatory playbook
• Passively monitoring progress—your mandate is securing approvals, not reporting status
• Compromising between speed and compliance—both are essential requirements
• Managing sequential launches—you'll orchestrate concurrent openings across multiple states
• Operating in departmental isolation—you'll coordinate across legal, facilities, and operations
• Creating bureaucratic complexity—your mission is to simplify, accelerate, and remove obstacles
• Distributing regulatory accountability—you own the timeline and its outcomes
  
  

Head Of Licensing & Permitting Key Responsibilities

Deliver complete, on-time regulatory clearance across all campuses—ensuring each site opens on schedule with full legal and operational compliance.

Basic Requirements

We require a senior operator with proven success navigating complex regulatory environments at scale—whether from elite consulting (MBB preferred but not mandatory) or executive positions in education, healthcare, real estate, or similarly regulated industries.

You Must Demonstrate

• 10+ years leading permitting or approval processes across diverse U.S. jurisdictions
• Substantive experience with school licensing, capital projects, or multi-agency regulatory frameworks
• Documented success delivering results under ambiguity—rapidly, thoroughly, and independently
• Exceptional communication skills across legal teams, vendors, and government agencies
• Proficiency leveraging AI tools to optimize workflows, regardless of technical background
• U.S. work authorization and capacity for 25% domestic travel (approximately one week monthly)
  
  

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-5624-US-SantaBar-HeadofLicensin

Seniority level

• Seniority level

  Executive

Employment type

• Employment type

  Full-time

Job function

• Job function

  Consulting, Legal, and Engineering

• Industries

  Education Administration Programs, Hospitals and Health Care, and Real Estate

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