I belong to 3 guilds - a very small one (fewer than 30), a very large one (over 300), and one in the middle. The very large guild (in Salem) has a morning meeting and an evening meeting. Most people come to the morning meeting, so it can be very crowded. Each meeting has the same speaker, but there is a different set of officers for each meeting (a morning president, an evening president, etc.) They meet together for board meetings. I never thought about the challenges, but I think they are the same for both groups.