Director of Regulatory Operations $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
Description
Think of yourself as the regulatory GPS for a fast-growing education company — you don't just know where we need to go, you clear the path to get there.
This position is all about execution, not theory. You'll be the mastermind behind securing every permit, license, and approval needed to launch schools nationwide. From corporate formations to specialized educational licenses to navigating regulatory gray areas, you'll orchestrate the complex dance of multi-state compliance that makes expansion possible.
You'll harness cutting-edge AI technology — including specialized RAG systems — to rapidly generate state-specific compliance strategies and streamline filing processes. But technology is just your toolkit; your expertise lies in knowing when to trust the automation and when human judgment is critical. You'll identify regulatory landmines, escalate time-sensitive issues, and ensure decision-makers have what they need to move forward. The compliance infrastructure you create will become the backbone that legal, operations, and leadership rely on.
This is a high-impact, high-visibility role for someone who thrives on solving complex puzzles under pressure. You won't just maintain compliance — you'll architect the systems that make rapid, compliant growth possible.
What you will be doing
- Generate comprehensive regulatory analysis reports using AI-powered research tools, transforming complex multi-state requirements into clear actionable strategies — delivered within tight 48-hour windows.
- Orchestrate complete filing packages for each jurisdiction, ensuring all supporting documents, exemption requests, and licensing materials are submitted error-free and on schedule.
- Maintain real-time visibility into approval status across all jurisdictions using custom-configured tracking systems (Airtable, Klair, Retool), proactively flagging risks and automating stakeholder notifications.
- Navigate complex regulatory challenges, resolve inter-state compliance conflicts, and shepherd applications through the entire approval lifecycle from initial submission to final sign-off.
- Optimize and enhance AI-driven compliance workflows through continuous testing, refinement, and deployment of improved processes that boost both accuracy and efficiency.
What you will NOT be doing
- Sitting idle while waiting for direction from legal or product teams — you're empowered to research, analyze, and build solutions independently.
- Relying on outdated manual processes or static compliance frameworks — your approach leverages cutting-edge AI and evolves continuously.
- Scrambling to fix last-minute filing errors or missed deadlines — your systematic approach ensures quality deliverables well ahead of schedule.
- Buried in email chains trying to communicate project status — stakeholders access real-time, transparent progress through live dashboards.
- Treating compliance as a theoretical exercise — every action you take directly impacts our ability to launch schools and serve students.
Key responsibilities
Design, implement, and manage the comprehensive regulatory approval systems that enable 2 Hour Learning to successfully launch and operate educational institutions throughout the United States — leveraging technology-enhanced compliance processes that scale efficiently across multiple jurisdictions.
Candidate requirements
- U.S.-based with full work authorization (no visa sponsorship required)
- Comfortable with extensive travel requirements (50–75% travel across various U.S. states and territories)
- Minimum 5 years of hands-on experience in compliance management, regulatory permitting, legal operations, or multi-jurisdictional business operations
- Proven success record in delivering results within fast-paced, ambiguous business environments
- Proficient daily user of AI productivity tools (ChatGPT, Claude, Perplexity) and no-code/low-code automation platforms (Retool, Airtable, Klair, Zapier)
- Exceptional execution speed — consistently delivers research and filing work within 48-hour timeframes while maintaining follow-through without supervision
- Outstanding written communication skills — produces clear, actionable memos, concise executive summaries, and comprehensive audit-ready documentation
Nice to have
- Experience with AI prompt engineering techniques, regulatory research databases, or building automated workflows in highly regulated industries
- History of identifying and resolving complex regulatory edge cases before they become critical blockers
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