Vice President of Compliance 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
Ready to be the regulatory wizard who turns complex compliance puzzles into streamlined solutions?
This position transcends traditional compliance work—you'll be the strategic enabler who transforms regulatory roadblocks into launching pads for educational innovation. Your mission: orchestrate the intricate dance of multi-state approvals that breathe life into new educational institutions across America.
Harness cutting-edge AI technology, including sophisticated RAG systems, to craft jurisdiction-specific compliance strategies and accelerate regulatory processes at unprecedented speeds. Yet your human expertise remains irreplaceable—you're the critical decision-maker who navigates regulatory gray areas, identifies potential pitfalls, and drives resolution when others hit walls. You'll architect intelligent compliance ecosystems, maintain real-time operational dashboards, and ensure seamless information flow across legal, operational, and executive stakeholders.
This role demands a builder's mindset—someone who creates infrastructure rather than simply maintains it. You'll establish the regulatory foundation upon which our entire expansion strategy stands.
What you will be doing
- Generate comprehensive regulatory analysis reports using AI-powered research tools, converting complex multi-state requirements into clear actionable directives—all within 48-hour turnarounds.
- Orchestrate complete state-specific compliance packages, encompassing exemption requests, licensing applications, and corporate documentation—ensuring zero missed dependencies or incomplete submissions.
- Maintain dynamic compliance monitoring systems through custom-configured dashboards (Airtable, Klair, Retool), proactively identifying bottlenecks and triggering stakeholder notifications ahead of critical deadlines.
- Navigate complex regulatory challenges, resolve interstate compliance conflicts, and shepherd applications from initial submission through final approval certification.
- Optimize AI-driven compliance infrastructure through systematic testing, workflow enhancement, and performance improvements that boost both precision and processing velocity.
What you will NOT be doing
- Passively awaiting direction from legal or product teams—you're empowered to discover solutions independently and engineer systems that generate answers.
- Relying on outdated compliance frameworks or rigid procedural manuals—this position thrives on adaptive, technology-enhanced methodologies that evolve continuously.
- Scrambling to correct incomplete or substandard submissions—your deliverables are polished, comprehensive, and deadline-compliant from the outset.
- Communicating progress through fragmented email chains—all stakeholders access unified, real-time visibility through professionally maintained tracking systems.
- Treating compliance as theoretical exercise—you drive tangible results that directly influence launch schedules and organizational reputation.
Key responsibilities
Establish and maintain the comprehensive regulatory framework enabling 2 Hour Learning's nationwide school deployment—through the creation, ownership, and execution of scalable, technology-enhanced compliance operations that support sustainable growth.
Candidate requirements
- U.S.-based professional with unrestricted work authorization
- Comfortable with extensive travel commitments (50–75%) across diverse U.S. markets
- Minimum 5 years of specialized experience in compliance management, regulatory permitting, legal operations, or multi-jurisdictional business development
- Proven success record managing complex deliverables in dynamic, high-uncertainty environments
- Proficient daily practitioner of AI platforms (ChatGPT, Claude, Perplexity) and automation tools (Retool, Airtable, Klair, Zapier)
- Exceptional execution velocity—consistently delivers research and filings within 48-hour windows while maintaining proactive communication standards
- Superior written communication skills—produces executive-ready analyses, concise status reports, and compliance documentation suitable for audit review
Nice to have
- Experience with AI prompt optimization, regulatory research platforms, or compliance workflow architecture in highly regulated sectors
- Demonstrated ability to anticipate and resolve uncommon regulatory challenges before they impact project timelines
Applying for a role? Here’s what to expect.
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