I'm downloading directly from the catalog on the actually playdate console and it will either result in error because of internet issues, or it just flat out says "ERROR Try downloading this game again?"
I've tried downloading it numerous times thought the day and the same messages kept popping up.
Also keep in mind the Play.date runs on 2.4 GHz Wifi, which is more prone to interference from Bluetooth and others. While my phone and laptop have good wifis throughout my whole appartment, to download games I basically have to be in a short radius around the router (also because it's in a metal thing, but that's another story).