Matt Kennard runs BetterLesson, a roughly 15-year-old company that has grown from a lesson-planning site into an outcomes-focused professional learning and strategic planning partner for districts. He reframes the sector's central problem around what district and state leaders actually need — post-secondary readiness and provable ROI on spending — and makes the case that a coming period of consolidation will reward companies willing to stand behind their student-outcome data. He also reflects on teacher career pathways, servant leadership, and AI as a durable tool rather than a fad.

These are the same themes we'll be exploring with a small group of CEOs, investors, and operators at the StartEd CEO Summit at EdTech Week 2026.

If this is relevant to what you're building, you can learn more or request an invite here.