These are good questions. I've been enjoying DLive streaming myself and had a great experience last night from my living room. As I was out today, I got to thinking about inviting other musicians round to my home to join me and do some jams. I'd need to get them on Steemit first so we could share the love.
In the first instance I'm planning on doing a concert a week at a scheduled time. I'm not sure when; it depends on what my summer gigging schedule is like, but if I have a regular night for a DLive, it will help me to plan and help out those who are interested in joining. I'll also need to consider not clashing with other musicians I follow who are doing the same thing!
Its a fun experiment - figuring out how to maximize all the various opportunities on the Steem blockchain!