I sometimes keep 4-5 active sessions going plus a couple waiting in the queue. Can't say it's always convenient. I don't know about others but I sometimes forget which session is doing what and end up getting confused.
Have you ever tried any of those ADEs / Agent orchestrators? I have considered downloading a few, tried Kepler for a bit, but I am unsure if I am maybe trying to search for a tool I don't actually need.