I've been running my local ruby meetup for about 6 years now. It was pretty stressful to begin with, trying to get people to give presentations, or thinking of one myself.
Then maybe 4 years ago I had the idea of threatening to shut the meetup down unless we managed to get 11 people to sign up to do a presentation once a year. This basically meant we had an entire year's worth of talks sorted by January.
We've been doing this every year now for the last 4 years, and it's working really well. It's not _my_ ruby meetup, it's the community meetup, I'm just helping facilitate it :)