Miami Lakes just sent a flare up into the EdTech sky, and it came shaped like a $9 million equity round. Yourway Learning, the K12 AI platform built on two decades of research and teaching practice, just closed fresh capital to fuel its expansion. Greybull Stewardship doubled down as lead, proving that conviction isn’t a buzzword when you’ve been backing the story since the Series A. Add in other top-tier growth and EdTech investors, and you have a round that puts Yourway Learning’s trajectory squarely in the spotlight.
What makes this more than just another funding headline is that Yourway isn’t playing the gimmick game of AI for AI’s sake. Co-founders Jason Green and Jaime Pales didn’t stumble into the space chasing the hype cycle. They built from LINC Learning’s two-decade foundation, layered in hard research, and rebranded in January 2025 to signal a shift toward AI-first, educator centered innovation. And with Jerry Weissberg steering as CEO, a leader who grew ed2go tenfold before running the table at Cengage and Wiley, you get a team that’s seasoned, not speculative.
The company’s Spark AI platform, launched in July 2025, is already showing up in pilot districts, doing the real dirty work, reducing teacher workload by over 53 percent in some state pilots while supporting high-dosage tutoring. That’s not a PR metric, that’s boots-on-the-ground relief in classrooms stretched to the breaking point. In a $20 billion U.S. K-12 market where districts are desperate for personalization and efficiency, that number speaks louder than any hype reel.
Here’s where the business lesson kicks in. Investors didn’t throw $15 million total at Yourway because it’s shiny. They did it because the company is aligning AI directly with pedagogy, district standards, and compliance. Most tools float around the edges, chatbots for planning, templates for worksheets. Yourway is different. It plugs directly into LMS and SIS systems, stays FERPA and COPPA compliant, and puts real-time decision-making in a teacher’s hands. That’s why districts are listening, why Digital Promise is collaborating, and why expansion from Miami Lakes to Barranquilla to 50+ districts in 2026 feels less like ambition and more like inevitability.
Credit also to the leadership bench. Hollin Wakefield as Chief Product & Technology Officer and Kate Schuster leading Client Success & Operations ensure this isn’t just a product company, it’s a service engine that scales. The rebrand didn’t just refresh the logo; it reframed the mission around giving educators not just more tools, but the right ones, built their way.
The next year is about scaling Spark, deepening integrations, and building out adaptive tutoring and analytics dashboards that let district leaders see the classroom in real time. For a sector drowning in generic AI promises, Yourway Learning feels less like noise and more like signal. Congratulations to Jason Green, Jaime Pales, and Jerry Weissberg, along with the full Yourway team, for proving that when you build AI on purpose, the market listens.
