The bot will work absolutely fine, unless I put in a poxy host. No matter how many different proxies i try it wont load anything.

Maybe you have to login on a website for the proxies to work?

Are you doubling checking the proxy your buying is SOCKS5? OSBot is only compatible with those type of proxies.

No, I use a free socks5. they worked a couple months ago, but I came back and started using it like a week ago and none of them work.

It may be the fact that it's free and has been black listed or some of them just don't work anymore. You should invest in a proxy from the various users on the Market section, you will have less chance of being banned with a private proxy ^_^