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Java with Jim

Meet Ann Dolin, Founder at Educational Connections, Inc.

August 26, 2026

By Jim Ries and Ann Dolin

Jim Ries interviews Ann Dolin, founder of Educational Connections, about building her company after leaving teaching in 1998 and how the business shifted from in-home tutoring to remote services during COVID. Ann explains that beyond subject tutoring, their niche is teaching executive function skills such as focus, prioritization, and getting started. They help students become more independent and improve family dynamics by reducing homework conflict. She shares pride in reaching students nationwide and internationally, including kids in 42 states. Educational Connections uses AI connected to HubSpot via Claude to extract insights, improve reporting, and guide marketing and business decisions. Ann also reveals a personal passion for endurance sports, returning to triathlons and signing up with her son for a Cozumel full Ironman.

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