Saylor isn't the person I'd choose to introduce someone to Bitcoin with. He has some good talks about finance, but I don't think he knows as much about Bitcoin as most think. He also isn't the most captivating speaker when it comes to crypto.
If I were going to recommend a more fun and knowledgeable way for you to introduce someone to Bitcoin, I would go with Pomp's Best Business Show podcast. It's a lot of fun to watch and they have some really great analysts and guests on there quite frequently. I think it's entertaining and educational, as well as being a bit more youthful and likely to catch your friend's attention.