Lots of fine advice here. Won’t pile on overmuch.
OLs organized–try to get people to commit, as much as you are able to do so, as early as possible. Remind them to check the OL thread and at least email you their wine choices unless blind.
If you choose a theme, of course do well to stick with it, but I’m not a zealot in saying every OL must have a theme. I like the smorgasbord every once in a while too.
Our group is religious about sending pours back to the staff and chefs, in addition to tipping generously. We may scale the tipping back a bit if corkage is $35-50 a bottle or such, but that doesn’t happen often.
DO HAVE FUN. Do gently emphasize that to everyone else—it’s not a beauty pageant. I try my best to bring stuff I genuinely want to share with others. That is more often than not less expensive than someone else’s bottle, but it may be rarer or something I know they haven’t tried…or even thought of. Again, avoid having this become about the wines—it really should be about the people and the conversations.
Own stems always good choice.
You are stretching a 750 if you go over 12 people. Also, anything over ten people and I, at least, will enforce “musical chairs” with one other person where I switch seats in the middle of the meal so that I do get to talk to everyone. I have a much better time at OLs this way because I don’t miss a participant at the other end of the table, e.g.
Lastly, my own preference is to be, within reason, allowed to taste at my own pace. Thus, if the first-flight wine is one I may want to check on 2 hours later, it is always better to have an extra glass in front of you to make this possible.
I can’t help much with “home event” OLs. I have dinner parties for friends. Those are not OLs because I serve all the food, pour all the wine and make all the rules —mostly that first-timers are not permitted to bring anything.
WineFest is a different story. It’s again all my cellar’s stock but I have very occasionally allowed someone to contribute a bottle to augment a particular table’s theme. OTOH, there’s a reason I do it only once every 4 years
I think you’ll do just fine, Barry (and Bryan). The first step is actually being brave enough to organize one!
A bientot
Mike