The idea is that subscription businesses have churn, and if you can capture the lifetime value of a customer with your one time price, there isn't any difference (other than people feeling grateful when you add new content for "free").
My takeaway from this thread is: his theory’s great until you discover that your customers are wiling pay *so* much more.
On a more positive note, I’ve been blown away by the (largely, one conspicuous troll-like annoyance aside) positive thoughts in the comments. Maybe it’s not too late?
It is true, I paid the lifetime fee for the premium tailwind offering, and they probably could have gotten double that from me with an annual subscription instead.