Mac 10.9.5 My LeagueClientUx refuses to open | Late 2019

I've haven't had this problem for opening League on my mac in years, and all of a sudden the problem shows up again. I open the application, it can get through the Riot Client, but as soon as I log in and hit play LeagueClientUx has stopped unexpectedly pops up and it's incredibly frustrating. I've tried numerous things such as reinstalling the entirety of the application, restarting my mac, various fixes online, and standard bug fixing techniques. So far after over 2 hours of working... nothing. If someone could reach out and help a man out I would be extremely appreciative and grateful.