Head of Compliance & Permitting
$200,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Fully remote within the US; frequent travel
Semi-flexible schedule
Fully-remote
full-time (40 hrs/week)
Long-term role

Head of Compliance & Permitting   $200,000 USD/year

Description

If you've ever overseen the construction of a school, hospital, or retail site and thought, "There has to be a faster, smarter way to do this," this role is for you.

At 2 Hour Learning, we are building the fastest school model in the nation. But no school can open without authorization. That means securing licenses, permits, and regulatory filings—correctly and quickly. That's your domain. You'll determine what's needed, submit everything in the proper sequence, and ensure approvals arrive on schedule. You'll leverage AI tools and automation platforms, but you'll also make the calls, follow up with contractors, and resolve the edge cases that automation can't address.

This position is built for someone who excels under complexity and urgency. You'll operate inside a high-velocity organization with full resource access and support, where speed is standard and quality is mandatory. You'll apply AI tools to bypass bureaucratic friction, accelerate permitting cycles, and deliver outcomes—not just documents.

If you're ready to be the person who transforms "pending approval" into "cleared to open," this is the role.

What you will be doing

  • Coordinating with architects, contractors, and legal teams to obtain all necessary construction and education-operation permits.
  • Managing municipal permitting and inspection workflows across multiple jurisdictions — shortening timelines and removing obstacles.
  • Compiling and filing complete approval packages: permits, applications, regulatory submissions, inspection records.
  • Monitoring progress and compliance risk across all active projects — ensuring real-time transparency and no unexpected delays.
  • Traveling to project sites (~75%) to engage directly with local officials, inspectors, and vendors to maintain momentum.

What you will NOT be doing

  • Waiting for others to flag issues or finalize filings — you'll take full ownership of delivery from start to finish.
  • Sitting behind a desk all day — this is a field-execution role, not an administrative one.
  • Following a fixed, jurisdiction-by-jurisdiction checklist — you'll be building solutions where precedent doesn't exist.
  • Treating delays as unavoidable — speed and accuracy are central to the role.
  • Depending on outdated tools or manual tracking — you'll be expected to automate workflows and improve systems continuously.

Key responsibilities

Obtain full legal and operational authorization to launch schools across jurisdictions more quickly and thoroughly than conventional permitting approaches allow.

Candidate requirements

  • Based in the U.S. and authorized to work without visa sponsorship.
  • Willing and able to travel ~75% of the time across U.S. cities and states.
  • 5+ years leading permitting, construction, or facilities expansion projects involving physical assets and regulatory approvals.
  • 5+ years managing multiple contractors per project across jurisdictions.
  • Proven track record of projects completed ahead of schedule with full compliance.
  • Experience presenting updates to both technical and executive stakeholders.
  • Demonstrated ownership — you were the single point of contact for project delivery and resolution.
  • AI-native instincts — you use automation and iteration to move fast.
  • Written communication that is exact, usable, and trusted by leadership.
  • Exceptional regulatory judgment — you know when to escalate, clarify, or push back.

Nice to have

  • Background in construction management, education operations, or multi-site retail expansion.
  • Experience building or optimizing AI tools for permitting, compliance, or regulatory workflows.
  • Prior work with fire marshals, building inspectors, and education authorities.

Meet a successful candidate

Watch Interview
Aleks Natchkebia
Aleks  |  Strategic Analyst
Georgia  

Where do you work when your most productive time is at 3am? This night owl uses a flexible remote job to unlock career-defining performance ...

Meet Aleks

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