Very strange freeze bug

Editor is freezing in Windows 10 on a second start of play mode, but not freezing on Mac. Second start is when you open the project, start play mode, exit play mode and start play mode again.

Tried to find a git commit when it started, found it and there was only several .json.txt file changes, some of them was in StreamingAssets folder and some are in Resources folders and used as TextAsset objects in the game to store level layouts and configs. Tried to revert them one by one and reverting one of them helped, but the next day after some more commits in the project bug started happening again.

The curious thing is that if you exit play mode from main menu of a game, then bug does not happen, but if you start game in a level (where some of those text assets are being loaded on initialization) then bug starts happening with 100% chance.

Don't know what to do else to fix it, is there any place to check some log of play mode starting?