Trilogy
Program Director, 2 Hour Learning (Remote) - $400,000/year USD
Trilogy, Colorado Springs, Colorado, United States, 80509
Overview
Ready to transform education through relentless execution and AI-powered innovation? At 2 Hour Learning, we\'re not just disrupting education—we\'re revolutionizing it. Our audacious goal is to compress a full day of learning into two high-impact hours while maintaining exceptional academic outcomes. We\'re seeking a visionary Program Director to architect and command our $50M EdTech portfolio with precision, authority, and unwavering determination. This role transcends traditional program management. You\'ll be the mastermind behind our AI-enhanced execution system, wielding real power to drive change. You will have real-time performance dashboards that eliminate endless meetings, data-driven vendor assessments that spark immediate action, and ironclad contracts that demand excellence. If you\'ve mastered portfolio management but yearn for true autonomy and impact, this is your moment. We\'re offering more than a role—we\'re offering the keys to our execution kingdom. What You Will Be Doing Spearhead our next-gen AI execution dashboard, transforming raw data into actionable insights across 25+ strategic initiatives Design and implement cutting-edge vendor evaluation systems that reward excellence and eliminate underperformance Lead high-stakes vendor selection processes with surgical precision, ensuring every dollar drives maximum educational impact Craft bulletproof contracts that align vendor success with student outcomes, leaving no room for ambiguity Author executive-level recommendations that cut through complexity and trigger immediate action on vendor performance issues What You Won’t Be Doing Playing the passive coordinator—you\'re an empowered decision-maker, not a meeting scheduler Watching problems grow—your mandate is to identify, address, and resolve issues proactively Accepting mediocrity in contracts, timelines, or financial management Creating reports that don\'t drive concrete actions and outcomes Staying on the AI sidelines—you\'ll be hands-on with cutting-edge technology daily Program Director Key Responsibilities Your mission is crystal clear: Design, implement, and operate a state-of-the-art execution framework that ensures accountability, optimizes resource allocation, and delivers exceptional results across our $50M EdTech ecosystem. Basic Requirements Battle-tested veteran with 5+ years commanding program or portfolio management operations at scale Proven track record managing $25M+ technology investments with demonstrable ROI Master negotiator who has led competitive vendor selections and crafted airtight contracts AI dashboard virtuoso who has built and deployed executive-grade systems using platforms like Linear, Jira, or Notion AI power user leveraging cutting-edge tools (GPT, Copilot, etc.) to supercharge productivity and insight generation Strategic problem-solver who thrives in ambiguous environments and owns outcomes without hesitation Compelling communicator who influences C-suite decisions through data-driven narratives and robust oversight US-based professional willing to travel domestically 25% of the time (must be authorized to work in the US) Nice-to-have Requirements Success stories in PMO transformation or control system implementation Working knowledge of EdTech platforms and academic performance metrics Background in legal, procurement, or contract management within technology sectors 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. 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. For details, consult the Crossover help and FAQs. Crossover Job Code: LJ-5564-US-Colorado-ProgramDirecto.004 Seniority level
Executive Employment type
Full-time Job function
Business Development, Engineering, and Project Management Industries
Education Administration Programs, Higher Education, and Non-profit Organizations
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Ready to transform education through relentless execution and AI-powered innovation? At 2 Hour Learning, we\'re not just disrupting education—we\'re revolutionizing it. Our audacious goal is to compress a full day of learning into two high-impact hours while maintaining exceptional academic outcomes. We\'re seeking a visionary Program Director to architect and command our $50M EdTech portfolio with precision, authority, and unwavering determination. This role transcends traditional program management. You\'ll be the mastermind behind our AI-enhanced execution system, wielding real power to drive change. You will have real-time performance dashboards that eliminate endless meetings, data-driven vendor assessments that spark immediate action, and ironclad contracts that demand excellence. If you\'ve mastered portfolio management but yearn for true autonomy and impact, this is your moment. We\'re offering more than a role—we\'re offering the keys to our execution kingdom. What You Will Be Doing Spearhead our next-gen AI execution dashboard, transforming raw data into actionable insights across 25+ strategic initiatives Design and implement cutting-edge vendor evaluation systems that reward excellence and eliminate underperformance Lead high-stakes vendor selection processes with surgical precision, ensuring every dollar drives maximum educational impact Craft bulletproof contracts that align vendor success with student outcomes, leaving no room for ambiguity Author executive-level recommendations that cut through complexity and trigger immediate action on vendor performance issues What You Won’t Be Doing Playing the passive coordinator—you\'re an empowered decision-maker, not a meeting scheduler Watching problems grow—your mandate is to identify, address, and resolve issues proactively Accepting mediocrity in contracts, timelines, or financial management Creating reports that don\'t drive concrete actions and outcomes Staying on the AI sidelines—you\'ll be hands-on with cutting-edge technology daily Program Director Key Responsibilities Your mission is crystal clear: Design, implement, and operate a state-of-the-art execution framework that ensures accountability, optimizes resource allocation, and delivers exceptional results across our $50M EdTech ecosystem. Basic Requirements Battle-tested veteran with 5+ years commanding program or portfolio management operations at scale Proven track record managing $25M+ technology investments with demonstrable ROI Master negotiator who has led competitive vendor selections and crafted airtight contracts AI dashboard virtuoso who has built and deployed executive-grade systems using platforms like Linear, Jira, or Notion AI power user leveraging cutting-edge tools (GPT, Copilot, etc.) to supercharge productivity and insight generation Strategic problem-solver who thrives in ambiguous environments and owns outcomes without hesitation Compelling communicator who influences C-suite decisions through data-driven narratives and robust oversight US-based professional willing to travel domestically 25% of the time (must be authorized to work in the US) Nice-to-have Requirements Success stories in PMO transformation or control system implementation Working knowledge of EdTech platforms and academic performance metrics Background in legal, procurement, or contract management within technology sectors 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. 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. For details, consult the Crossover help and FAQs. Crossover Job Code: LJ-5564-US-Colorado-ProgramDirecto.004 Seniority level
Executive Employment type
Full-time Job function
Business Development, Engineering, and Project Management Industries
Education Administration Programs, Higher Education, and Non-profit Organizations
#J-18808-Ljbffr