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September 2026 Newsletter

The September 2026 Outdoor Billboard Investing Newsletter

Billboard Mastery Podcast: Episode 152 - The Big Boss Is Rate of Return

When deciding whether or not to build or buy a billboard – or even what type of billboard – the big decision maker needs to be the rate of return. In this Billboard Mastery podcast we're going to explore how to determine the rate of return, what's normal in a good billboard deal, and why that one item should be your ultimate decision maker.

Listen To Episode 152

Why Head-On Billboard Locations Command a Premium

Every real estate sector has to answer the same question at some point: is this a lasting business model, or simply something that works until consumers move on? After more than five decades of growth, multiple recessions, changing technology, and enormous institutional investment, self-storage has answered that question pretty convincingly.

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Billboard Mastery Podcast: Episode 151 - Beware The Bankruptcy Ad Blitz

It’s a common theme for businesses that are in financial trouble to commit to huge ad campaigns, even though they have little intent to pay for it. Their theory is that with such a “Hail Mary” gamble they might pull themselves back from the brink of bankruptcy. In this Billboard Mastery podcast we’re going to review what this type of situation looks like and how to protect yourself from it.

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Why Illegal Billboards Are a Bad Investment

A billboard can produce attractive income, but only if you actually have the legal right to keep it standing. That sounds obvious, yet there are still people who try to create outdoor advertising revenue with unpermitted structures, temporary installations, trailers, or other arrangements that local authorities may consider illegal. From an investment standpoint, that is a weak foundation for a business.

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Billboard Mastery Podcast: Episode 150 - All About Access

It’s one thing to build a billboard and something entirely different to maintain access to it. In this Billboard Mastery podcast we’re going to review everything you need to know about getting and keeping access to repair lights, install

Listen To Episode 150