Tenant Improvement Project Manager, 2 Hour Learning (Remote) - $100,000/year USD

Most construction project managers track timelines. This role requires you to enforce them—and repair them when real-world conditions disrupt the plan.2 Hour Learning is building a national network of microschools that compress a full day of education into two hours through AI integration. Success in this model requires execution speed and precision in physical construction. Permitting bottlenecks, sequencing errors, and coordination breakdowns all slow deployment. This position is designed to eliminate those obstacles and make construction predictable and scalable.You will work directly on-site to drive builds forward. Managing contractors. Holding schedules. Resolving sequencing conflicts before they cascade into delays. You will also leverage AI and digital systems to reduce manual overhead, enhance project visibility, and improve execution velocity. This is active, interventional project management. When timelines drift, you are the person who steps in and restores control.If you have construction experience but have been frustrated by weak coordination, lack of accountability, or endless reactivity, this is your opportunity to lead execution properly—and at scale.What You Will Be DoingManage day-to-day construction activities on-site, partnering directly with contractors to ensure proper sequencing and adherence to scheduleTake ownership of project timelines, monitor milestone progress, surface risks proactively, and initiate corrective measures when slippage occursLeverage platforms such as Procore, Asana, or MS Project to organize tasks, maintain documentation, and monitor status across multiple active projectsFacilitate permitting processes by monitoring submission status, addressing reviewer comments, and aligning stakeholders to expedite approvalsIntegrate AI-driven tools into planning, documentation, and decision workflows to minimize manual work and increase delivery speedWhat You Won’t Be DoingMonitoring dashboards from a distance without engaging when schedules begin to slipOverseeing projects at only a strategic level, disconnected from the realities of field sequencing and site executionDepending on legacy or manual methods for progress tracking and team communicationSidestepping challenging discussions with contractors or stakeholders when project timelines are threatenedDelaying decisions or action while waiting for complete or ideal informationTenant Improvement Project Manager Key ResponsibilitiesEnsure on-time completion of school construction projects through hands-on site coordination, rigorous schedule management, and the strategic use of tools and AI to enhance speed and reliability.Basic RequirementsHands-on construction execution background (site coordination, contractor oversight, or schedule enforcement), with the ability to detail a specific project, your responsibilities, and how you navigated execution obstaclesExperience managing or coordinating project schedules, including developing timelines, monitoring milestones, and holding teams accountable, with at least one documented example of responding to a delay or varianceProficiency in at least one digital project management platform (e.g., Procore, Asana, MS Project), with the ability to describe its application on an actual projectPractical knowledge of construction trade sequencing, with the ability to discuss a scenario where sequencing choices affected project timingFamiliarity with permitting workflows (submissions, reviews, revisions, authority interactions), including direct participation in at least one permitting cycleProven application of AI tools to accelerate tangible work tasks, with a specific example of the tool, the output it produced, and the method used to validate resultsAvailability to work on-site at least 3 days per week, with approximately 60% travel across the United States depending on project demandsBased in the United States with authorization to work without requiring visa sponsorshipNice-to-have RequirementsExperience managing multiple construction projects simultaneouslyBackground in fast-paced or high-growth construction environments with compressed delivery schedulesPassion for refining construction workflows through automation or process improvementAbout 2 Hour LearningEducation 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 usThis 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-5787-US-Chicago-TenantImprovem