One, this is just a game of course.
Two, Why the heck not?
When im not livestreaming from Twitch, i sometimes use the IRL ( In Real Life ) Game Titles and see what results i get
If your willing to do so, i suggest starting with this mod. https://forum.greenheartgames.com/t/wip-platform-randomiser-alpha-0-0-5/9021
Simple, once you Reached Negative Fifty Thousand Dollars [ -50K ], You will get a Game Over Screen thats says...
If i remember correctly, if the Player have fans and when bankrupted, there would be an additional line saying that they are disappointed that a company brought your own company.
One, The Game is too easy.
Two, You have skills
Besides, i do think there is a mod which bumps up the difficulty.