Job Description
Are you ready to command a $50M EdTech portfolio with the authority you've always craved? At 2 Hour Learning, we're not just speeding up education; we're revolutionizing it. Our vision is to double learning efficiency, and we need you to build the powerhouse execution system to make it happen.
Say goodbye to endless meetings and hello to live dashboards that drive real action. You'll be the architect of our AI-driven performance control system, managing vendor scorecards, overseeing contract negotiations, and ensuring academic impact is at the forefront of every initiative. If you're ready to leave passive project management behind and embrace a role with true ownership, this is your call to action.
What You Will Be Doing - Take charge of an AI-enhanced execution dashboard, keeping 25+ initiatives on track with transparency and accountability.
- Create vendor scorecards that trigger decisive actions like expanding work scope, downsizing, or vendor replacement.
- Conduct competitive vendor evaluations for new initiatives, setting clear scopes, budgets, and award criteria.
- Negotiate airtight contracts with performance guarantees and billing safeguards.
- Draft memos identifying vendor shortcomings, citing contract breaches, and recommending corrective measures.
What You Won’t Be Doing - Merely coordinating—this role demands ownership and decisiveness.
- Allowing vendor issues to escalate unchecked—you'll be proactive in resolving or replacing vendors.
- Accepting vague contracts or missed milestones without action.
- Producing reports without actionable follow-ups.
- Relying on others to leverage AI—this is a direct, hands-on position.
Program Management Officer Key Responsibilities Design and manage the execution framework that holds vendors accountable, reallocates resources, and ensures timely, high-quality delivery across a $50M EdTech portfolio.
Basic Requirements - 5+ years in Program Management, Portfolio Management, or PMO leadership overseeing complex portfolios.
- Proven experience managing $25M+ tech budgets, including vendor selection and delivery oversight.
- Hands-on experience with competitive bidding and contract negotiation.
- Experience with AI-powered execution dashboards (Linear, Jira, Notion) for executive decision-making.
- Daily use of AI tools for work automation and insight synthesis.
- Ability to deliver outcomes in high-stakes, ambiguous environments.
- Strong communication skills for influencing executive decisions.
- US-based, open to 25% domestic travel, and eligible to work in the US without sponsorship.
Nice-to-have Requirements - Experience starting or revamping a PMO or control system.
- Knowledge of EdTech platforms or academic metrics.
- Background in legal, procurement, or contract governance within tech.
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-5564-US-Boulder-ProgramManagem.006
Job Tags
Full time, Contract work, For contractors, Immediate start, Remote work,