One week before our “2022 Preview” show, Chris Hill takes a step back from stocks to share two conversations.

Carl Quintanilla may have been distracted as a college student, but he knew that media was in his future. From a small newspaper to The Wall Street Journal, from print journalism to TV, from reporting to anchoring, he’s demonstrated a willingness to try new things and take on challenges like reporting in the aftermath of Hurricane Katrina.

Chris Diamantopoulos gets recognized on the street for playing over-the-top billionaire Russ Hanneman in HBO’s comedy series “Silicon Valley”. He...