Plugin guide or add on apps?

Hi, first let me say thanks to everyone on this forum as I've fixed/improved a bunch of stuff by reading all this information. Second, just installed 7.9 with max2play. Works great! No on to the question.

OK, I'll just admit it, I can't really understand how do deal with play list. Here's what I'd like to do:

I'm in a band and we practice multiple times a week. As we work on songs, we record them and I store them in folders. All I really want to do is go to a play list, such as "Current Band Songs", remove a few entries and add a few entries (the new songs from the most recent practice). I don't see this as very different than other users wanting to add or remove songs. So, open the playlist, then go to my folder with the new songs, try to add them to the playlist, delete a few songs and save it. And what I get is some kind of new play list with only the new songs. It's just too complicated (yeah, I know you can add from the command line, but I don't think anyone actually does that). So, are there add on apps that just let you right click or drag and drop songs to a play list? Perhaps just let me right click an song, hover over 'add to playlist' see a list of playlist and drop it on there and have it be added (like Jriver?)

As a last resort, I'm now building playlist in Jriver. So easy! You just select songs, right click and add them to and existing play list and then add/delete songs with ease. You can even create new playlist from a group of songs with a few clicks. The only drawback is that I can't see any songs in my playlist. I opened Jriver, made a list, exported a standard .m3u file, went into squeezebox, scanned, then go to play list and see the list, but not the songs. So I'm a little stuck.

I'm looking for advice on a simple way to:

Create a playlist
Delete songs
Add songs

Thanks in advance for any help!