There some things to consider.
- Sample rates
- A possible fluxing CPU (that is on its way to the graveyard).
- Latency
- Can he sing/How well do you know your buddy

- Does your project start at 1:01 ? or 2:01 ? (this one is questionable) However I found when recording if there is a slight pause when hitting start on the daw it can throw things out of whack a little bit.
As Bob mentioned I also use synch tones, click tracks when collaborating with others.
* - LatencyWhat are you / and what is your buddy using for soundcards ? Because if you are using the C600 and he is using onboard audio and there was latency, that can mess things up.