Demo

Regulatory & Permitting Specialist, 2 Hour Learning (Remote) - $100,000/year USD

Trilogy
Seattle, WA Remote Full Time
POSTED ON 4/22/2026
AVAILABLE BEFORE 5/22/2026
Do you have a knack for connecting with everyone, from the office front desk to the decision-makers? You're quick-witted, approachable, and have a practical approach to problem-solving. While compliance might be new to you, you've skillfully navigated bureaucratic challenges and gained trust along the way.

At 2 Hour Learning, we're revolutionizing education. We offer an environment where students achieve more in two hours than what conventional schools accomplish in six. By leveraging AI for personalized learning, we eliminate tedious tasks, making school enjoyable. And when the day ends early, students engage in life skills, explore their interests, and grow into their best selves. We're not just transforming education; we're giving time back to the students.

This transformation hinges on our campuses opening smoothly, legally, and punctually. That's where you step in.

In this role, you'll be the one ensuring schools open their doors, navigating the necessary paperwork, and securing approvals. You'll delve into state and local regulations, manage submissions, and build strong relationships with a range of stakeholders. Your efforts will make it possible for students to start learning from day one.

You'll directly collaborate with operational leaders and receive guidance from seasoned team members. If you're someone who picks up new skills swiftly, prides themselves on meticulousness, and thrives on tangible progress, we'll provide you with the remaining training. You'll also utilize AI tools daily—not as a shortcut, but as a means to accelerate answers, enhance clarity, and maintain a proactive approach.

If you're ready to take charge, drive real-world impact, and expedite school openings beyond expectations, we'd love to connect with you.

What You Will Be Doing

  • Utilize AI tools and official resources to research local licensing, permitting, and inspection requirements, translating them into actionable plans.
  • Establish trust with city and state agencies through proactive communication, whether by phone, email, or in-person visits, to overcome obstacles and secure approvals.
  • Prepare and submit precise filings—licenses, exemptions, and attachments—and diligently track them until approval is granted.
  • Maintain up-to-date dashboards and documentation, ensuring leadership has real-time insights.
  • Embrace a steep learning curve, particularly in the first 90 days, through direct support, coaching, and tangible achievements.

What You Won’t Be Doing

  • Making assumptions about regulations. You'll receive training to verify facts and address uncertainties.
  • Waiting for directives. This role demands initiative from the outset.
  • Producing meaningless content. We leverage AI for precision, not filler.
  • Getting bogged down in theoretical policy work. You'll address concrete problems in specific jurisdictions.
  • Constantly traveling. Expect travel commitments of two to three weeks per month, with expenses covered.

Regulatory & Permitting Specialist Key Responsibilities

Facilitate compliant and timely campus openings by merging AI-driven research with hands-on coordination and persuasive relationship-building.

Basic Requirements

  • Reside in the U.S. and possess legal authorization to work without visa sponsorship.
  • Willingness to travel 50-75% of the time across U.S. cities and states.
  • Experience with AI tools like ChatGPT, Perplexity, or Claude for research, writing, or problem-solving.
  • Strong communicator, both verbally and in writing, with confidence and warmth.
  • High degree of follow-through. You view deadlines and deliverables as personal commitments.
  • Attention to detail. No missed attachments, incorrect forms, or careless filings.
  • Quick to learn, especially in unfamiliar systems or ambiguous situations.
  • Comfortable managing multiple timelines and conversations simultaneously.
  • Reliable computer and internet access.

Nice-to-have Requirements

  • Experience in roles involving customer interaction, compliance, or operational tasks.
  • Educational background in public policy, communications, business, or legal studies.
  • Previous experience solving complex logistical challenges in professional, internship, or volunteer settings.

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 $50 USD/hour, which equates to $100,000 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-5681-US-Seattle-Regulatory&Per

Salary : $100,000

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