Head of Compliance

Head of Compliance & Permitting, 2 Hour Learning (Remote) – $200,000/year USD Join Crossover to apply for the Head of Compliance & Permitting role at 2 Hour Learning, a remote full‑time position. The base pay is $100/hr, totaling $200,000 per year (40 hours per week, 50 weeks), paid weekly with a contractor agreement. Base Pay Range $100.00/hr – $100.00/hr What You Will Be Doing Produce AI‑accelerated legal research memos that convert fragmented regulatory frameworks into actionable go/no‑go recommendations delivered within 48 hours. Assemble and file state‑specific submission packages – including exemption letters, licensing forms, and legal entity documents – ensuring every dependency is addressed. Monitor approvals in real time through customized dashboards (e.g., Airtable, Klair, Retool), escalating obstacles and triggering alerts ahead of deadlines. Resolve edge‑case rejections, address cross‑state conflicts, and own the compliance final mile from submission to signed approval. Systematically enhance the AI and automation infrastructure by evaluating outputs, engineering workflows, and deploying updates that increase accuracy and velocity. What You Won’t Be Doing Waiting on legal or product teams to provide answers – you are expected to uncover them or engineer the system that does. Relying on static checklists or outdated compliance manuals – this role is dynamic, AI‑powered, and constantly evolving. Performing backend corrections or addressing incomplete filings – your submissions are accurate, complete, and approved before deadlines, not afterward. Communicating status updates through email chains – all stakeholders access the same live, audit‑ready tracker you maintain. Treating compliance as a theoretical exercise – you own tangible outcomes that directly affect launch schedules and public operations. Key Responsibilities Obtain and sustain the legal approvals required for 2 Hour Learning to launch and operate schools nationwide by designing, owning, and executing technology‑enabled compliance systems capable of functioning at scale. Basic Requirements Based in the U.S. and authorized to work without sponsorship. Willing to travel 50–75% of the time across U.S. jurisdictions. 5+ years in compliance, permitting, legal ops, or multi‑state operations. Demonstrated track record of owning outcomes in fast‑moving and ambiguous domains. Daily user of AI tools (e.g., ChatGPT, Claude, Perplexity) and low‑code platforms (e.g., Retool, Airtable, Klair, Zapier). High‑speed executor – delivers filings or research within 48 hours, closes loops without prompting. Precision communicator – writes decision‑ready memos, crisp summaries, and audit‑proof trackers. Nice‑to‑Have Requirements Familiarity with AI prompt engineering, regulatory databases, or designing workflows in compliance‑heavy environments. Track record of proactively spotting and solving edge‑case regulatory blockers. 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. 2 Hour Learning offers a dynamic, on‑campus and remote‑friendly environment where innovators, educators, and AI specialists can be a part of fixing a broken school system. Working with Us This is a full‑time (40 hours per week), long‑term position that is immediately available. It requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level is $100 USD/hour, which equates to $200,000 USD per year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Seniority Level: Director Employment Type: Full‑time Job Function: Legal, Engineering, and Project Management Industries: Construction, Legal Services, and Public Policy Offices Crossover Job Code: LJ-5678-US-Virginia-HeadofComplian1.001 For more details on payment and contract terms, consult Crossover Help & FAQs. #J-18808-Ljbffr