Why That Worked #6: Valentine’s Day—The Surprising Economics and Evolution of Love’s Biggest Day

Exciting news, Hero Makers! We’re sharing a new episode of Why That Worked – Presented by StoryBrand.AI, with Donald Miller back in the host seat. This new show uncovers why certain ideas, brands, and strategies succeed—so you can think differently and apply those insights to your business and life.

We’re only sharing these episodes in the former Marketing Made Simple feed for a limited time! Catch them early every Monday by subscribing to the StoryBrand YouTube Channel or following Why That Worked wherever you listen to podcasts.

Now, enjoy this week’s episode of Why That Worked!

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Every February 14th, millions of people rush out to buy heart-shaped chocolates, overpriced roses, and mass-produced cards, turning Valentine’s Day into a global cash grab. But how did a once obscure tradition become a billion-dollar industry? Whether you adore the holiday or roll your eyes at its commercialism, one thing is certain—it works. So, what makes this day so powerful, and why do we keep celebrating it year after year? 

In this week’s episode, hosts Donald Miller and Kyle Reed explore the unexpected history of Valentine’s Day, from its ancient pagan roots to its modern commercial dominance. They unpack the psychology behind our grand romantic gestures and why the greeting card and chocolate industries owe their success to one man’s brilliant idea. Tune in to discover how romance, commerce, and culture combined to create love’s biggest day.

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