Demo

Licensing & Permitting Director, 2 Hour Learning (Remote) - $200,000/year USD

Crossover
Cleveland, OH Remote Full Time
POSTED ON 12/20/2025
AVAILABLE BEFORE 2/14/2026
If you've led permitting for a school, hospital, or commercial build and walked away thinking, "That timeline could've been cut in half," this role is for you.

2 Hour Learning is scaling the fastest school deployment model in the nation. But every new campus needs regulatory approval before it opens. Licenses, permits, and compliance filings must be accurate and accelerated. That's your responsibility. You'll identify requirements, sequence submissions correctly, and ensure timely approvals. You'll leverage AI and automation, but you'll also make calls, coordinate contractors, and resolve edge cases that automation can't touch.

This position suits someone energized by complexity and pace. You'll operate within a fast-moving organization backed by unlimited resources and support, where high velocity is standard and quality is mandatory. You'll deploy AI to bypass red tape, shorten approval cycles, and deliver outcomes—not just documents.

If you're the person who converts "pending approval" into "ready to open," this role is yours.

What You Will Be Doing

  • Aligning architects, contractors, and legal partners to obtain every necessary construction and operational permit for education facilities.
  • Working through municipal permitting and inspection protocols across multiple jurisdictions — shortening cycles and removing obstacles.
  • Assembling and filing complete approval packages: permits, applications, compliance documents, inspection records.
  • Tracking progress and compliance exposure across all active projects — maintaining real-time oversight with no unexpected issues.
  • Traveling to project sites (~75%) to engage directly with local authorities, inspectors, and service providers to sustain momentum.

What You Won’t Be Doing

  • Waiting for someone else to escalate problems or finalize submissions — you'll control the full delivery chain.
  • Sitting in an office all day — this is a hands-on field role, not administrative support.
  • Following a rigid, one-size-fits-all process per jurisdiction — you'll invent approaches where standards don't exist.
  • Treating delays as unavoidable — velocity and accuracy define this job.
  • Depending on outdated tools or spreadsheet tracking — you'll automate and improve systems continuously.

Licensing & Permitting Director Key Responsibilities

Obtain complete legal and operational authorization to launch school facilities across jurisdictions more quickly and thoroughly than conventional permitting workflows permit.

Basic Requirements

  • Located in the U.S. with authorization to work independently, no visa sponsorship available.
  • Prepared to travel approximately 75% of the time to U.S. cities and states.
  • 5 years overseeing permitting, construction, or facilities rollout projects that involved physical infrastructure and regulatory clearance.
  • 5 years coordinating multiple contractors per project across different jurisdictions.
  • Documented history of delivering projects early while maintaining full regulatory compliance.
  • Experience briefing both technical teams and executive leadership on project status.
  • Clear ownership track record — you served as the sole accountable party for project execution and problem resolution.
  • AI-first mindset — you default to automation and rapid iteration to accelerate delivery.
  • Writing that is precise, actionable, and relied upon by senior leadership.
  • Strong regulatory instinct — you recognize when to escalate, seek clarity, or challenge requirements.

Nice-to-have Requirements

  • Experience in construction management, education facility operations, or multi-location retail expansion.
  • History of developing or refining AI systems for permitting, compliance, or regulatory process management.
  • Direct engagement with fire marshals, building inspectors, and educational licensing authorities.

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-5678-US-Clevelan-Licensing&Perm.001

Salary : $200,000

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