i switch between the two worlds- i have a teac 1/2" 8 track, and a DAW setup.
you have to work in totally different ways with the different mediums. personally, if i am recording a "rock" band, i always go for the 8 track. it just sounds more "rock" right away. plus limiting a band to 8 tracks and minimal overdubs makes the recording better as well.
anyway, i have tried to replicate the sound in cubase, and it really is an uphill battle (and ultimately you lose). a lot of the work is in compression. i have an old copy of waves and i use the ren compressor on an awful lot of stuff. i find that helps. and i always jam everything through magneto at the end....
also it helps to do just a hair of processing in the analog world before going digital. some mild compression, some mild eqing... i mean, real mild stuff. just some shelving on the eq, mabye a little dip around 500hz, and like 1:2 compression. i feel like this makes all the tracks glue together better. (trick here is to get a really good compressor).
maybe sometime in the future, when i am better at recording i will be able to get a rock band to sound right on the computer... but it is too hard for me...
oh, also pres are much more important in the digital world. you might want to look for some pres with an agressive input transformer.