Perhaps I have just one oar in the water here. I assume by gapless, you mean the Clip+ does not seamlessly move from one track to another, without a brief gap in continuity. I recall that was an issue way back when, with burning CDs. I am guessing the OP has “live” recordings, and wants them to stay that way.
iTunes may have a work around feature for this. When importing a CD, you can select all of the tracks, then use the “Join CD Tracks” feature in the Advanced tab. You end up with just one big track. I am not familiar with an easy way to combine tracks in any other fashion.
