To add multiple tracks to my playlist i have to select them from my library and add them all at the same time. If i add one track at a time only the one track stays in the playlist and the rest are removed. I swear i've gone through every menu on Winamp and cant find the option to allow me to add seperate tracks to the same playlist. Does this make any sense? Am I just a helpless idiot that should just turn off the computer and walk away to never return?

Holy smokes i think i just figured this son of a mother out on my own. Thats a first.

Do what you just did. That should fix the problem.

if you go to add a file on your playlist you can select multiple ones at the same time. you don't just have to pick one.