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If the game works when started directly, that points to either an issue with Steam starting the games or with the Steam overlay. If they do work for you, the next step would be to try disabling the Steam overlay from In-Game tab of Steam's settings. There is a checkbox to "Enable the Steam Overlay while in-game."
If you aren't able to start either of your games directly and haven't done so already, I would recommend deleting the Steam.AppBundle directory which is where the current Steam version is actually installed (the one in /Applications is just a launcher for it). I have instructions for doing so posted on another thread that you can find here:
https://steamcommunity.com/discussions/forum/2/1752358461531983094/#c1752358461532405794
Hey! huge thanks for your reply, this is the first time I've received a serious reply to my problem. Unfortunately they did not work, when opening the games directly, they still immediately close upon startup. Deleting the Steam.Appbundle directory didn't give me a different result. So I'm afraid I'm still stuck with this issue. If you have any other suggestions please post them, at this point I'm willing to try out anything that might work.
It is indeed really weird, and I can't explain it, at all. Just opened up my console app and checked for user crash reports. But I don't have any user reports at all, even after attempting to open KSP nothing showed up.
Would you be comfortable running some commands in the terminal to try to start the games directly and see what is printed? If so, start up the Terminal application, then run the following commands (there are two commands, separated by blank lines, any other lines breaks were added by auto-formatting):
Okay so I ran the commands.
The first one
cd ~/Library/Application\ Support/Steam/steamapps/common/Kerbal\ Space\ Program/KSP.app/Contents/MacOS
didn't react in any form or way. It ran just like any other command would do.
The second one however did actually bring up a reply.
iMac-van-Gerdri-6:MacOS Pepijn$ ./KSP
Mono path[0] = '/Users/Pepijn/Library/Application Support/Steam/steamapps/common/Kerbal Space Program/KSP.app/Contents/Resources/Data/Managed'
Mono config path = '/Users/Pepijn/Library/Application Support/Steam/steamapps/common/Kerbal Space Program/KSP.app/Contents/Mono/etc'
Player data archive not found at `/Users/Pepijn/Library/Application Support/Steam/steamapps/common/Kerbal Space Program/KSP.app/Contents/Resources/Data/data.unity3d`, using local filesystem
Segmentation fault: 11
I'm not sure what all of this means, but I hope you can figure it out.
From a bit of Googling that I did it looks like KSP and Cities: Skyline may share a common software framework, so that may point to why they are failing together. Could you try installing and playing some other free games and see if you find any others that work or don't work? I often use "You Have to Win the Game" and "Shooty Skies" when I'm testing something in Steam which are both free and work on macOS if you'd like to give them a try for comparison.
Just installed "You have to win the game" and it worked without any issue or crash, so the shared framework might be the issue, do you happen to know how to resolve that?
There is a support post there that details how to locate log files and other information for posting a tech support request:
https://forum.kerbalspaceprogram.com/index.php?/topic/83212-how-to-get-support-read-first/
It mentions that KSP writes a log file that you can find easily in the Console app. If you open it, then expand the '~/Library/Logs' section in the list on the left, there should be a folder inside it named Unity. Clicking on that should show a 'Player.log' which is the log file for KSP. If you wanted to copy that file to pastebin or something I'd be happy to take a look at it for you, otherwise hopefully someone will take a look at it for you on the KSP forums.
i am having a similar issue as well, my game will be almost completed loaded, like on the weird bird thing going around in a circle, it will then stop and stay on these screen, i thought the game needed time to load (citie skylines) but after an hour im assuming something is wrong. ive ben googling and reading these forums and not much is helping, the game tells me its not responding as well. i have a 2015 version of mac. ive seen suggestion that i might need more ram, but before spending money more money, wanted to see if you guys had any other ideas
cheers