How To Record Guitar Videos & MP3s?

I am wanting to record YouTube videos and mp3s of me playing along to songs and backing tracks and am looking for simple to use, FREE software (if any is good enough). If not I can pay up to $100.

Once I have the software, how do I go about synching the tracks? With mp3s I guess I just import the track into the software and record my guitar over the top of it, right?

With YouTube videos I understand you record the video and then synch it to the audio you recorded direct onto your computer (seems easy enough) but what about the backing track? Do you have to import that and synch all three or will the multitrack software record that alongside your own audio signal?

If you have to synch all three how do you do this? Whether or not the backing track has a click intro you're left to slide the video & audio tracks left or right and may not be able to synch perfectly. (It also sounds a tedious task of hit-and-miss).

Thanks in advance.

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