Yes you have to do it and no it never gets fun, its rewarding when its done but it never is fun. I dont know anything about max8's uv tools, but modo 201s look s AWESOMETASTIC. Check out the uv video on this page:http://www.luxology.com/modo/201/media.aspx
Yeah, the improved UnwrapUVW modifier in Max 8 is hot. You'll easily be cutting your unwrapping times in half, and usually more. It's the closest to "fun" unwrapping gets.
FA the way i use max 8 is use pelt mappings function that lets you select your seams via edges on the model, i select all the seams, and just click the pelt button once, it will take and expand out one of the many chunks you have selected, but more importantly even if it does not pelt out al the other chunks, it does break…
What program are you using? If Max, then there's a script called "uvHelp" that is one of those "can't live without" tools. I wouldn't even attempt to unwrap a model without it now, and it's free. Look it up on Scriptspot.com, or the Max Plugins thread.
Well, being able to uv-map quickly and efficiently is a useful skill. If you don't make the most space-effective UV map, you're wasting texture resources, and especially in console development, this is something you really want to avoid.