I'm not 100% sure, but I feel like it's probably that he keeps doing the same thing over and over.
"I'm going to tackle this extreme distance in this short period of time. Can I do it?"
The answer is always, "Yeah probably, you ride faster on your Z2 rides than I ride full out."
I don't care about his struggle to complete, because he has a team of folks around him, and it's completely unrelatable content. I'm less impressed with his efforts when Tyler Pearce is not a pro, does similar things, and is a far better story teller.