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 2 days 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 If you've mastered the art of regulatory navigation while others get lost in paperwork, we need your strategic mind. Not just to check boxes, but to clear runways for launch.

Maximise your chances of a successful application to this job by ensuring your CV and skills are a good match.

2 Hour Learning is executing an aggressive expansion: 25-30 new campuses in the next six months. This isn't aspirational—it's funded, proven, and in motion. We need a regulatory strategist who transforms compliance from a bottleneck into a competitive advantage.

As Senior Director of Regulatory Operations, you'll own the complete regulatory pathway that determines when our doors open. From state authorizations to local permitting, you'll be the driving force that converts regulatory requirements into executable timelines and cleared pathways.

About 2 Hour Learning

2 Hour Learning powers Alpha Schools, NextGen Academy, GT School, Texas Sports Academy, and Unbound Academy—a growing network of K-12 institutions built on a proven premise: students achieve a full year of academic growth in just two focused hours daily. The remaining hours? Dedicated to sailing, sports, public speaking, game design—whatever ignites passion.

Our platform integrates real-time progress dashboards, curriculum recommendations, and feedback tools—providing the structure for acceleration and the freedom for growth.

We're private equity-backed with long-term funding and a mandate to scale. This isn't experimental. The model works. Charter applications are active. Campuses are expanding. Now we're building the infrastructure to deploy wherever it can succeed.

WHY THIS ROLE?

This position offers what seasoned operators seek but rarely find: genuine authority, ownership, and measurable impact—without founding risk.

You'll Secure

Decision authority, not mere influence A validated model with resources to scale Direct educational impact without nonprofit constraints Startup velocity backed by financial stability and growing national presence

You'll work directly with founders who prioritize speed, data, and tangible outcomes—not rhetoric or bureaucratic deliberation. This team has launched companies, scaled platforms, and validated the model. Now they need a builder who can systematically dismantle regulatory barriers to accelerate campus openings.

ARE YOU THE RIGHT FIT?

If you've analyzed complex launch sequences and thought, "With proper ownership, I could optimize this entire process"—this role offers the platform to prove it.

What You Will Be Doing

Orchestrating regulatory timelines across 25-30 simultaneous campus launches Spearheading all state-level authorizations, licensing, and compliance filings Executing local permitting processes across multiple jurisdictions (zoning, fire, building, operational) Aligning execution between legal, real estate, and operations teams Creating and implementing a scalable regulatory playbook that systematically reduces time-to-launch Establishing authoritative relationships with regulatory officials across multiple states and municipalities

What You Won’t Be Doing

Implementing someone else's system—you'll architect the regulatory strategy from first principles Passively tracking application status—your role demands actively securing approvals and driving outcomes Sacrificing thoroughness for speed—you'll master both simultaneously Managing sequential launches—you'll orchestrate multiple concurrent openings across diverse jurisdictions Operating in a departmental silo—you'll function at the critical intersection of legal, facilities, and operations Creating bureaucratic complexity—your mandate is to simplify, accelerate, and eliminate obstacles Deflecting regulatory accountability—you own both the process and the timeline

Senior Director Of Regulatory Operations Key Responsibilities

Deliver comprehensive, on-time regulatory clearance across all campuses—ensuring each location opens precisely as scheduled with full legal and operational readiness.

Basic Requirements

We require a senior operator with demonstrated success navigating complex regulatory environments at scale—whether from elite consulting (MBB preferred but not mandatory) or high-stakes leadership in education, healthcare, real estate, or similar compliance-intensive sectors.

You Must Bring

3+ years leading multi-stakeholder projects with significant regulatory, legal, or operational complexity (market entry, M&A, infrastructure deployment) Proven track record managing cross-functional timelines and deliverables with demonstrated ability to identify and eliminate bottlenecks Exceptional ability to navigate ambiguous regulatory frameworks without prior subject-matter expertise—while building credibility with government and compliance authorities Superior structured problem-solving, communication, and stakeholder management capabilities developed in high-performance environments Demonstrated capacity to operate with urgency, independence, and accountability in rapid-growth contexts Proficiency leveraging AI tools to optimize workflows, regardless of technical background 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.004

Seniority level Seniority levelExecutive Employment type Employment typeFull-time Job function Job functionLegal, Engineering, and Project Management IndustriesEducation Administration Programs, Hospitality, and Business Consulting and Services Referrals increase your chances of interviewing at Trilogy by 2x Get notified about new Senior Director of Operations jobs in Dallas, TX . Strategy and Operations Senior Director for Global Alliances -Remote Dallas-Fort Worth Metroplex $170,000.00-$220,000.00 1 day ago Director of Brokerage Operations - Futures BrokerageBrand Agency Project & Operations Director We’re unlocking community knowledge in a new way. Experts add insights directly into each article, started with the help of AI.

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