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Am i gonna have to start over? ive updated the game but none of the updates are showing(users room overhaul, hanako extended routes, etc.)

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Are you sure you've updated the game? What platform are you playing on? (Notice that Itch client doesn't seem to install new versions properly, so to play on PC you have to download and play the game manually)

Is the MC's room still using old design for you?

 

Old room design:

 

New room design:

I play on windows, and yes the mc room is the old one. Ive played this since we had the original characters from overwat*h, i havent had this issue before

I forgot to put, ive checked for updates and it says its the latest version

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Please specify for us: do you download and launch the game from an .exe file or are you using an itch-client?

The latest free version of the game is v0.33.2.5, so if you launch the game and in the main menu see anything older than that, then you're launching the wrong version.

For me its version 29.1.5 . I play through the itch app, assuming that means itch client, and theres still no indication other than the home store page that it has been updated. If im supposed to download the .exe file then how do i update without losing current progress? (For future reference)

It's pretty complicated, since we don't have official support for itch client.

Either it saves the save files just like the regular game would (%APPDATA%\Roaming\RenPy\ACADEMY34-v0.2.3) or it saves them in some sort of special itch folder (%APPDATA%\itch\apps). 

You can try downloading the latest public release without using the itch app and check if the game will automatically find the saves.

That worked, so ill have to reinstall every time?

Yeah, with every new release you just download the new version and run it, with saves transfering in between automatically.