A simple way is to record a click track for each song, for the drummer to listen to on 'phones until the drums come in. So you've got a 1 bar (1-2-3-4) count in for the whole song, then however many more bars the guitar (or whatever) intro takes until the drums kick in. You could also record a rough guitar track along with the click so he won't get lost so easily amongst a sea of clicks.
Or, if he knows the song like the back of his hand, like any decent muso type, just get him to click the sticks in the same way. You can mute/delete those clicks once you've laid down your guitar parts along with them. You could even get another person to click with a spare pair of drumsticks in the room, right next to the kit so the mics pick the clicks up, for reference later on.
Recording live is very cool too, and possibly neccessary if you have any random stops and starts in your songs- if you're just left with a nice pause in the recording while you're overdubbing your guitars later, with no idea of when to come back in, it can be very difficult. Believe me, I learnt this the hard way.
The live session my band just did for our EP, we recorded the basic guitars and drum tracks live, with a guide/scratch vocal and bass coming through the headphones to keep it all together.
We had the bassist do a kinda click-metronome thing on his strings where there were any pauses or breaks, so overdubbing the extra guitars and proper vocals was a piece-o-cake.
