People talk about the “good old days” of billboards like the business used to be smoother and more profitable. In reality, the fundamentals were always strong, but the mechanics were messy. Today's billboard industry kept the parts that matter (visibility, demand, and simple revenue) while fixing a lot of the friction that used to drain owners.
Read MoreThe January 2026 Outdoor Billboard Investing Newsletter
There are few income streams more passive than owning a billboard. In this Billboard Mastery podcast we’re going to explore how you can make outdoor signs into your own version of “mailbox money” as well as strategies to get started.
Listen To Episode 134The biggest challenge in billboard investing is not construction or cost. It is permission. Most zoning codes are written to limit signs, which means variances are often the only path forward. Winning those variances depends less on rules and more on understanding how city councils actually make decisions.
Read MoreWarren Buffett’s partner Charlie Munger once criticized Berkshire Hathaway’s early focus on what he called “cigar-butt” investing. Yet it’s a philosophy that also holds true for billboard signs. In this Billboard Mastery podcast we’re going to explore what “cigar-butt” signs actually are and their advantages and disadvantages.
Listen To Episode 133
