Ripping: http://www.mediamonkey.com/wiki/index.php/WebHelp:Ripping_Tracks_from_CDs/4.0
Tagging: http://www.mediamonkey.com/wiki/index.php/WebHelp:Getting_Track_Information_from_the_Internet/4.0
Editing: http://www.mediamonkey.com/wiki/index.php/WebHelp:Editing_Track_Properties/4.0
Synchronizing: http://www.mediamonkey.com/wiki/index.php/WebHelp:USB_Mass_Storage_Devices/4.0

Can you elaborate a little more?
At first, you make it sound simple (rip, tag, put some songs on a usb stick and play in the car).
Then, you want it to look pretty?

How do you mean?
How do you "already" have it organized?

A typical way is something like,
"X:\Music\Album Artist\Album\Track# Title"
or "...\Artist - Album - Title" at the title level

I am a total unexperienced person with this type thing. I wanted something easier to handle than iTunes which is junk. All I want to do is be able to rip CD's and tag them with info and put on a usb stick to play in the car. I have music saved on a usb stick already but I want to organize and make it pretty. What is the best approach?