Wisdom of the Ages, a segment about analyzing common cultural wisdom, makes its return in this pain-themed episode. Bennett has Daniel analyze common sayings that have something to do with pain, and in the process, they ask many thought-provoking questions. What are the differences between physical and mental pain? What is the value of loyalty, and when is it okay to break confidentiality? Is it possible to "pause time" and never allow pain to heal? All of this from common, trite sayings. But that's the point of the segment: to reexamine wisdom that might be taken for granted.

How do people who wear glasses manage it? That is what Bennett asks after getting his first pair in over 25 years. Warping, shrinking, and chromatic aberration... why not just get contacts?! Bennett and Daniel discuss, and then a long dormant segments returns, just in the nick of time: Bennett Fixes Sports. Bennett, a known fan, and some might say expert, analyzes the pros and cons of football and then suggests a number of improvements to make this fading sport truly stand the test of time.

Turnabout is fair play, and in this episode, Bennett avenges himself on Daniel for past gotchas. Daniel has in the past sprung a segment called "Father Bennett" on Bennett, where he puts Bennett in the hypothetical role of a father and asks uncomfortable parenting questions. Bennett turns the tables and asks Daniel, now and actual father of two year old Cosmo, how he would handle situations such as potentially embarrassing high school choices, aesthetic decisions, and technological methods of disobedience.