Earlier quoted context omitted.
Tailwind did a great job of building a fanbase. Even without LLMs I always thought they were on a collision course with market saturation, though. They generously gave lifetime access for a one-time payment, which was bound to run into problems as free alternatives became better and their core fanbase didn't have any reason to spend more money. Their business model also missed the boat on the rise of Figma and simila…
alternatively, Adam executed the superior pricing strategy. had he charged for recurring licenses, would fewer people have signed up? would his subscriptions also be drawing down? i wouldn't have bought a sub, but i did pay for tailwind premium (and, frankly, didn't use it like i'd've hoped). however, it was a bit of a Kickstarter investment for me. i like Adam's persona, and was happy to see continued investment dow…
History says yes, and no. Much easier to retain periodic payment on a few engaged businesses than to continually look for people willing to make a one time payment. Especially in professional software.
The premium model just doesn't work unless you stay very lean. Workers need to be continually paid, even if you make your entire audience happy once.