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I start beatmatching and mixing out about a minute to a minute and a half before the end of the track. I find that gives me plenty of time to mix the next track in nicely. (If you're planning to mix during an "outro" in the middle of the track, try starting the beatmatching and mix-out immediately after the breakdown, generally that seems to align the songs so that they don't end up clashing).
And yeah, I agree with pretty much everything everybody else said...start with no bass on the track you're mixing in, and gradually fade it in until you can sort of hear it underneath the bass of the track that you're mixing out of...then when some big cymbal clash or sweeping effect comes in, switch the basslines and then fade the first bassline out. For me, that technique never fails (Another classy thing to try is dropping all the bass out of the mix completely for a couple of beats, and then bringing the new bassline in full-force. It can sound really cool but don't overuse it)
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Also sometimes the beats sound like they cancel out, and they produce a weird low-volume clicking boom. |
I know exactly what you mean...I think this is usually because of the actual sound of the kick that's being used...sometimes when they're aligned *too* perfectly they'll sound like they're muffled or muted. When that happens, try nudging the beats of the song you're mixing in forward by just a _tiny_ bit so that it's leading the first track by just a fraction of a second. That might help to make the beats sound nice and booming again 
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