Weird. If it didn’t end up in some hidden folder, it must be gone. There are apps for PCs that can recover files that have been cleared from the trash but I haven’t looked for any of those that work on Macs. @slbaumgartner might have some advice along those lines.
I wonder if you get into User/Library/Application Support/SketchUp…if there’s a backup or autosaved version there.
OK. That’s unlikely to bring the house file back but it may be that you had a bad installation.
As for the house file, it might not hurt to plan to start over on it if it’s something you need. Best practice would be to save files into a folder in your Documents directory instead of on the desktop.
Your image shows [in order] a house.skp model [I assume that’s the “original”?]
Then its AutoSaved version, AutoSave_house.skp
[Did you have a crash ?]
You must have opened and worked on that version, because another AutoSaved file of that is shown as AutoSave_AutoSave_house.skp
You then seem to have worked on a backup [one back-step older] version of that first AutoSaved file, AutoSave_house~.skp
[Note how on a MAC the backup files are appended with ~.skp rather than the PC’s more obvious filenaming of .skb]
Then you have opened a backup of a backup of a backup of the first AutoSaved file [eeek!] AutoSave_house~~~.skp
betrayed by the three ~
Your process seems somewhat confused, or at least confusing…
The final two entries House and New adelphi are not file types, but likely to be your folders ?
MAC OS, you find the AutoSaved files in the following folder: ~User/Library/Application Support/SketchUp Version/SketchUp/Autosave
On recent versions of the MAC OS, the Library folder is hidden, so you must make the folder visible before you can find your AutoSaved file.
For any PC users watching… you might find the AutoSaved file in your Documents folder, with AutoSave_ starting the filename. For example, for hotel.skp it’s AutoSave_hotel.skp .
Windows users can change the location by selecting Window > Preferences > Files > Models and selecting a new folder.
To complicate things… for v2019 look in this hidden folder… C:\Users\UserName\AppData\Local\SketchUp\SketchUp 2019\SketchUp\working\SKETCHUP\RecoveredFiles