Mondays at 3 is a story about the transformation of a newly promoted manager, Justin O'Brien, who is neither ready nor prepared to take on the position that was surprisingly given to him. Faced with a disgruntled department, an absentee boss, and essentially no management experience whatsoever, Justin suddenly finds himself very alone as captain of what is quickly becoming a sinking ship.

Then, just as things go from bad to worse, Justin's fate changes as he accidentally discovers a daily advice column in the local newspaper called, Ask Dr. Mac, written by a management guru of the same name.

Partly out of desperation and partly out of curiosity, Justin, using the alias of Desperate Dave, begins submitting many of his newly created management problems to the Dr. Mac in hopes of receiving some kind of guidance.

To Justin's surprise and delight, Dr. Mac takes a personal interest in him and his letters and their correspondence turns into a friendship that reveals to him the secrets of leadership that changes his life around.