When planning a preaching calendar, don’t forget a key resource – your target audience. I heard of one pastor who would ask his congregation for passages or doctrines they found hard to understand, then would schedule a series responding to those subjects the following summer. The advantages included that people felt their needs were taken seriously, they attended purposefully in the summer (rather than slacking in attendance), and it forced the preacher to go where he might naturally steer clear.
It’s an intriguing idea. Have you ever done something similar? How did it go?