I play guitar also. This is how I do it.

I create and edit the songs in BB. Then I record them as audio on an SD card in my Jam Man Looper. I have a cable that has the stereo plug for my computer's headphone jack on one end and two 1/4" plugs on the other.

When I play, I use a very small PA running in mono. I use both outs of the Jam Man, sending them to two channels on the PA. I EQ them slightly differently.

I reserve space on the SD card to assemble my show. All I have to do is move up one loop for the next song. I carry a list showing all the songs on the Jam Man and their locations, just in case I want to change it up.

I use the Jam Man because I can stop, start and change songs with my foot.

I do one-hour shows at senior centers. If you need to do multiple sets, you could put each set on a separate SD card and change them on the break. Or, it might be easier to use a tablet with Wav files.

Good luck.

2b

i5-3210 laptop. Win 10 Home. 2.5ghz, 64 bit. 6gb RAM. Focusrite Scarlet 2i2.