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
Not accepting applications on crossover.com at this time.
Description
If you've overseen the construction of a school, hospital, or retail site and thought to yourself, "This process could move faster and run smoother," this role may be for you.
2 Hour Learning is developing the most rapid school deployment model in the nation. However, no school can open without proper authorization. Licenses, permits, and filings must be executed correctly and expeditiously. Your role will be to identify requirements, submit all documentation in proper sequence, and ensure timely approvals. You will leverage AI tools and automation platforms while also making direct calls, coordinating with contractors, and resolving outlier issues that automation cannot address.
This position suits someone who excels under complexity and urgency. You will operate within a fast-moving organization that provides unlimited resources and support, where rapid execution is standard and quality is mandatory. You will apply AI tools to bypass bureaucratic delays, accelerate permitting cycles, and deliver results—not just documentation.
If you want to be the person who converts "pending approval" into "cleared for launch," this role is yours.
What you will be doing
- Coordinating with architects, contractors, and legal counsel to obtain all necessary construction and education-operation permits.
- Managing municipal permitting and inspection workflows across multiple jurisdictions — reducing timelines and removing obstacles.
- Assembling and filing complete approval packages: permits, regulatory applications, filings, and inspection records.
- Tracking project progress and compliance exposure across all initiatives — ensuring full transparency and no unexpected issues.
- Traveling to project sites (~75%) to engage directly with local government officials, inspectors, and vendors to maintain momentum.
What you will NOT be doing
- Waiting for others to flag issues or finalize submissions — you will own the complete outcome.
- Operating entirely from an office — this is a field-based execution role, not an administrative one.
- Applying a fixed, one-size-fits-all playbook across jurisdictions — you will develop custom solutions where standards do not exist.
- Treating delays as unavoidable — speed and accuracy define this position.
- Depending on outdated tools or manual spreadsheets — you will be expected to automate processes and refine them continuously.
Key responsibilities
Obtain complete legal and operational authorization to launch schools across jurisdictions with greater speed and thoroughness than conventional permitting methods provide.
Candidate requirements
- Located in the U.S. with authorization to work without requiring visa sponsorship.
- Able and willing to travel approximately 75% of the time to U.S. cities and states.
- 5+ years leading permitting, construction, or facilities expansion initiatives that involved physical infrastructure and regulatory approvals.
- 5+ years coordinating multiple contractors per project across different jurisdictions.
- Documented history of delivering projects ahead of schedule while maintaining full compliance.
- Experience delivering progress reports to technical teams and executive leadership.
- Clear ownership record — you served as the sole accountable contact for project execution and issue resolution.
- AI-native approach — you leverage automation and rapid iteration to accelerate delivery.
- Written communication that is precise, actionable, and relied upon by senior leadership.
- Strong regulatory discernment — you understand when to escalate, seek clarification, or challenge requirements.
Nice to have
- Experience in construction management, education operations, or multi-location retail rollouts.
- Background developing or refining AI tools for permitting, compliance, or regulatory processes.
- Prior engagement with fire marshals, building inspectors, and education regulatory authorities.
Applying for a role? Here’s what to expect.
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