Hi @ddesimone.
The pieces of feedback from the two Talk posts definitely makes a lot of sense.
However, my team already started work on implementing what was discussed earlier and we have been able to get some tickets done. You can take a look at our JIRA BOARD here.
In order to avoid more back and forth with the UI flow/design, I would set up a design call(as suggested by @mogoodrich here) where we can present what we have been able to achieve so far and how we can integrate the feedback into what is already existing.
Is this okay with you?