I wanted to give an update... The live set went pretty well. You can go listen to the albums in my other post. I had around 25 people tune in and about 10 join the Twitch chat. I will definitely do it again. Very positive feedback today.
This sounds like a plug but, I want to just say the BOSE T4s is such an amazing piece for streaming. Let me explain...
First of all, USB audio output from T4s to sperate laptop with OBS made for exceptional audio quality.
The other thing that saved the day was the complete control on the inputs and outputs and how they correspond with processing, etc.
For example, I had my Bose S1 as my "studio monitor" and I applied quite a bit of processing to it, coming from the T4s. On the USB audio output, no processing.
Second, the handheld mic I used to interact was almost muted on my side coming through the Bose S1, but I sent a totally different processed signal to the USB at full volume. Otherwise, I would get crazy amount of feedback as I am quite "hot" speaking over music talking 12 inches away from the speaker.
I really liked the control that it allows. Honestly, without it, I am not even sure how I would have used the mic without turning down the S1 speaker quite a bit before talking which would have been really annoying, and easy to forget, not to mention, inconvenient especially when you are in the mix.