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Join to apply for the Entrepreneur in Residence, 2 Hour Learning (Remote) - $400,000/year USD role at Trilogy 1 day ago Be among the first 25 applicants Join to apply for the Entrepreneur in Residence, 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 Imagine a school where core academics happen in two laser-focused hours and the rest of the day is eSports strategy, Minecraft civics, and real-world quests that build agency better than any lecture. We built it in Austin; it outperforms traditional benchmarks and parents are clamoring for more. Your mission: embed with the flagship campus, extract what makes it click, and build a data-proven, enrollment-hungry system that parents demand. Every new city fills its seats fast while matching the flagship’s learning gains. You’ll design, validate, and codify every component, then tell the story so families, investors, and media line up. This is a ground-floor ownership role for someone who has already driven at least $1 million in annual revenue at a scaling venture and wants to reinvent education for a student population they know firsthand. Ready to build the future families actually want to buy? Apply below. What You Will Be Doing Distill the flagship into a repeatable operating system—curriculum scaffolds, staffing ratios, tech stack, launch timeline—backed by clear success metrics. Define quality and culture guardrails; document standards and rituals that keep every campus excellent while preserving its local vibe. Run rapid pilots in new markets; hit enrollment, retention, and learning KPIs, then lock the playbook for national rollout. Own the go-to-market narrative: demo days, parent town-halls, podcasts, and investor decks that convert curiosity into signed contracts. Leverage GenAI to generate marketing assets, automate micro-assessments, and surface insights that speed scale without sacrificing quality. What You Won’t Be Doing Creating a one-off campus or pilot—this is about repeatable models and scalable frameworks. Tinkering with curriculum or running day-to-day academic operations. Replicating traditional education structures or classroom norms. Working in a model you don't fully believe in—this role demands conviction in our philosophy and mission. Settling for local success without a national growth vision. Entrepreneur In Residence Key Responsibilities Create, validate, and scale a multi-campus school model that delivers flagship-level outcomes, rapid enrollment growth, and strong parent demand nationwide. Basic Requirements Founder or early operator who owned over $1 million in annual revenue and has a personal or professional tie to our specialized learner community. Documented record of turning zero-to-one ideas into fast-growing businesses, including public evangelism that drives demand. Deep understanding of alternative learning paradigms (eSports leagues, gamified mastery, virtual academies). Charismatic storyteller comfortable on stage, on camera, and in long-form content. Power-user of GenAI for analysis, design, and productivity. Data-driven decision-maker who builds systems, measures what matters, and iterates fast. Based in the US and able to travel to Austin regularly (approx. 1 week/month). Eligible to work in the US without visa sponsorship. 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 for more details on this topic. Crossover Job Code: LJ-4734-US-Boston-Entrepreneurin.012 Seniority level Seniority level Executive Employment type Employment type Full-time Job function Job function Business Development, Project Management, and Strategy/Planning Industries Education Administration Programs, E-Learning Providers, and Non-profit Organizations Referrals increase your chances of interviewing at Trilogy by 2x Get notified about new Entrepreneur in Residence jobs in Boston, MA . Entrepreneur in Residence (Future CEO / Founder) - Boston, MA Co-Founder in Residence, Reversing fibrosis (CEO / Commercial Cofounder) Founder, Autonomous HazMat Classification Founder, AI-Powered Certification and Origin Auditing 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 Trilogy

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