Explore the intricacies of starting and maintaining a successful CitySec meetup in this informative conference talk from BSides Nashville 2016. Delve into key aspects such as choosing the right location, determining meeting frequency, defining success metrics, and managing sponsorships. Learn about the importance of leadership styles, including the benefits of a non-hierarchical approach. Discover strategies for effective advertising, building a strong security network, and attracting diverse participants. Address common challenges like over-sponsorship, venue selection, and creating a welcoming atmosphere for all attendees. Gain valuable insights on balancing professional networking with social elements, and understand how to work effectively with venue staff to ensure smooth operations.