I know that every model is better than the last one, but in the beginning the progress from model to model is the biggest. The original iPad became unusable after a few years. Basic apps no longer worked and the old versions of those apps, that might still work, were not available in the app store. Or think about the first iPhone that did not even have an app store. It came with a few apps an that was it.
True but what you are overlooking is many of us enjoyed the original iPhone and iPad for what it was then. Did they get better in later models? Sure. But while you were carrying your flip phone waiting for a call, I was replying to email and exploring the web on good ole version 1 iPhone. And enjoying my look at the future while others still lived in the past waiting smugly for version 2 or 3. And maybe your wallet thanks you, but it would also thank you if you never ate out , or travelled, or did almost anything fun. Anyway nothing wrong with waiting if that’s your thing, but I’m never disappointed by forging ahead.