Senior Director of Regulatory Operations, 2 Hour Learning (Remote) - $400,000/year USD Join to apply for the Senior Director of Regulatory Operations, 2 Hour Learning (Remote) - $400,000/year USD role at Trilogy Senior Director of Regulatory Operations, 2 Hour Learning (Remote) - $400,000/year USD 1 day ago Be among the first 25 applicants Join to apply for the Senior Director of Regulatory Operations, 2 Hour Learning (Remote) - $400,000/year USD role at Trilogy Get AI-powered advice on this job and more exclusive features. This range is provided by Trilogy. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more. Base pay range $200.00/hr - $200.00/hr Master regulatory navigators know: There's a difference between checking boxes and charting the critical path. 2 Hour Learning needs an architect of approvals who can transform complex regulations into executable timelines across 25-30 new campus launches in the next six months. This isn't theoretical—we have the funding, proven model, and momentum. Now we need someone who owns the greenlight.

Want to make an application Make sure your CV is up to date, then read the following job specs carefully before applying.

As Senior Director of Regulatory Operations, you'll command state authorizations and local permitting across multiple jurisdictions simultaneously. You won't just interpret regulations—you'll drive timelines through them, building the systems that transform regulatory complexity into operational clarity.

2 Hour Learning powers a growing family of K-12 schools built on a revolutionary premise: students achieve a full year of academic growth in just two focused hours daily. Our private equity backing provides the stability to scale rapidly, while our proven model delivers real educational transformation. This isn't a pilot—this is national expansion with purpose.

This role offers exceptional opportunity for post-consulting operators seeking true authority and ownership. You'll have decision rights, not just influence; startup urgency with financial backing; and direct educational impact without nonprofit constraints. You'll work directly with a founding team obsessed with speed, data, and outcomes—not bureaucracy or boardroom politics.

What You Will Be Doing

Orchestrate regulatory timelines across 25-30 simultaneous campus launches, ensuring no critical path is blocked Drive state-level authorization, licensing, and compliance filings with precision and accountability for outcomes Execute local permitting processes (zoning, fire, building, operational) with strategic foresight and tactical precision Align execution across legal, real estate, and operations teams to eliminate friction points and accelerate approvals Engineer a repeatable, scalable regulatory playbook that systematically reduces time-to-launch metrics Cultivate high-leverage relationships with regulatory officials across multiple jurisdictions

What You Won’t Be Doing

Following predetermined processes—you'll architect the regulatory playbook that drives our national expansion Passively tracking status updates—your role demands active intervention and barrier removal Sacrificing speed for compliance or vice versa—both are mission-critical and non-negotiable Managing sequential approvals—you'll orchestrate parallel regulatory processes across multiple states Operating in a functional silo—you'll serve as the central connection point between legal, facilities, and operations Creating bureaucratic complexity—your mandate is to simplify, accelerate, and unblock Diffusing accountability—you own the regulatory timeline and its impact on launch schedules

Senior Director Of Regulatory Operations Key Responsibilities

Deliver complete, on-time regulatory clearance across all campuses—enabling each site to open on schedule with full legal and operational readiness, directly enabling our national expansion strategy.

Basic Requirements

We require a senior operator who has successfully navigated complex regulatory environments at scale—whether from elite consulting (MBB preferred but not required) or high-stakes operational roles in regulated industries.

Essential Qualifications

3+ years leading complex, multi-stakeholder projects with significant regulatory, legal, or operational complexity (e.g., market entry, M&A integration, infrastructure deployment) Demonstrated ownership of cross-functional timelines and deliverables with proven ability to identify, address, and eliminate bottlenecks Exceptional ability to navigate fragmented regulatory environments without prior subject-matter expertise, while building credibility with government agencies and compliance bodies Superior structured problem-solving, communication, and stakeholder management capabilities developed in high-performance environments Proven effectiveness operating with urgency, autonomy, and accountability in fast-scaling organizations Proficiency leveraging AI tools to accelerate workflows and increase operational efficiency U.S. work authorization and availability for 25% domestic travel (approximately one week monthly)

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 $200 USD/hour, which equates to $400,000 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-5624-US-Dallas-SeniorDirector.006

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#J-18808-Ljbffr Remote working/work at home options are available for this role.