Hey there!
Some folks in the Hello Playdate Podcast discord were having issues side loading your game via the Playdate website, so I took a look and noticed that your game's bundleId is "com.organization.package". That value should be unique, like "com.clactic.escape".
The likelyhood of another game already being on someone's device (and those folks have a LOT of games) with that same bundle id is apparently pretty high, and it causes a name collision that prevents the Playdate from seeing it as a new game (since your build number is 1) if a game with that bundleId already exists on the device. A worse case scenario would be that if your build number was higher than the game that was already installed, your game would overwrite it.
I verified that this was the problem with someone who was unable to sideload by changing the bundleId myself and having them try it, and that solved their problem.
I figured you'd want to know!