E20924

Side Jobs for Teachers or a Calling? Build an Education Business

From 10 Minute Teacher Podcast with Cool Cat Teacher · Hosted by Vicki Davis

Oct 17, 2026·12:59

Episode summary

In this episode of 10 Minute Teacher Podcast with Cool Cat Teacher: Teachers, IT coaches, and principals can get excited and present at a conference, and then it happens: side jobs for teachers come calling. People start asking them to speak. They get opportunities.

Original publisher description

Teachers, IT coaches, and principals can get excited and present at a conference, and then it happens: side jobs for teachers come calling. People start asking them to speak. They get opportunities. But how do you handle this? Today's guest, Dr. Will Deyamport (we call him "Dr. Will"), the author of The Edupreneur, talks about building an education business the right way. From disclosures to avoiding conflicts of interest (there are some things you can't do) to owning your own IP, Dr. Will's advice is solid and timeless. In this episode, you'll learn: The hard moment when Dr. Will realized he needed to have an opportunity on the side Why I don't like calling it a "side hustle" What you need to do before you cash your first check The criticism Dr. Will got for talking about money and how he answered it Why T-shirts and stickers shouldn't be payment for your work When working with an edtech company becomes a conflict of interest The question you need to ask before you create anything on a school-issued device Guest: Dr. Will Deyamport, III, author of The Edupreneur and host of The Dr. Will Show podcast. Show notes, the full transcript, and links: https://www.coolcatteacher.com/e1010