Most profitable experience was complaining in the hallway to another attendee about the previous speaker. We bonded over our griping & they became a client of mine a couple of years later (even though that wasn't an intention I'd had at the time).
Worst experience was a conference whose topics changed after I bought the tickets, flying halfway around the world for it, then struggling to stay awake for the final sessions of the day. I actually skipped the next conference day, but the attendees were great people & became good friends, so I still got my money's worth.
[Gratuitous plug: I maintain a list of conferences for indie developers, digital nomads and other bootstrapper/DIY types at http://indieconference.com/ I mainly use it as a list of justifiable excuses for travel.]