The January 2026 Outdoor Billboard Investing Newsletter

Billboards Got Better (And Most Investors Haven’t Noticed Yet)

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 More

Billboard Mastery Podcast: Episode 134 - Why Signs Are As Close To "Mailbox Money" As You'll Ever Find

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 134

How to Get Billboard Variances Approved by City Councils

The 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 More

Billboard Mastery Podcast: Episode 133 - The Good And Bad Of "Cigar-Butt" Signs

Warren 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