A stitch in crime saves dime: The unlikely rise of the bootleg concert tee

But why do people spend the time and effort to make these bootleg items? Is it actually a profitable side-hustle?

We dove into the mysterious mosh pit of bootleg merch to find the answer.

From hippies to hipsters

Maybe it’s the nature of the bootleg beast, but contraband concert t-shirts have a murky origin story.

Some date their invention to bobby-soxers, the teenage music fans who wrote the names of their favorite singers, like Frank Sinatra, across the back of their jackets.

However, the first unofficial “bootleg t-shirt" as we’d recognize it today popped up in the late 1960s to early 1970s.

The desire of fans, when it came down to it, was to have a piece of wearable art that wasn't just another commercial gimmick and made the wearer feel like part of a bigger, underground community.

The heyday of stadium concerts, and their merchandise, was between the 1970s and 1980s. And while bootleg shirts have always been less expensive than their “official” versions, like most merch items, they too have skyrocketed in street value.

But make no mistake — official merchandise is still definitely more expensive.

For instance, one of Taylor Swift’s official t-shirts from her Eras tour has a non-sale price of $55 USD, while its Etsy “twin” runs for $14.29.

The best things in life are (almost) free

Let's talk logistics on setting up a bootleg concert t-shirt hustle. Would all the risks be worth the pay out?

First you’d need the t-shirts.

Buying 100 large-sized t-shirts in bulk would cost approximately between $300-$500, including shipping.

A four-color, VEVOR printing machine costs $145 USD from Amazon, and a starter pack of four eight-ounce containers (24 ounces total) of Speedball ink will set you back $24.99.

According to a YouTube video by a user named Nate ScreenPrints1, you can make 35 prints with an eight-ounce jar of ink.

So, after the initial investment of the printing press and the blank t-shirts, you can say that on average, the production cost of a bootleg tee hovers around $5.60.

On the upside, another Taylor Swift bootleg concert t-shirt, found on Etsy, costs $30, so if that had been you, you would have made about $25 in profit.

The haters

Certain musicians absolutely hate the contraband merch industry and have gone out of their way to be litigious.

Harry Styles was recently granted a court injunction in his lawsuit against almost 200 bootleggers, which would force bootleg sellers to stop selling merchandise that infringes on his trademark.

The judge hearing the case thinks that Styles’ lawsuit has a good chance of succeeding.

Styles initially filed his lawsuit in January 2023, and is seeking all profits and triple damages for infringement, as well as $2 million in statutory damages for each use of the marks.

The supporters

On the flipside, The Grateful Dead is a legendary example of a band supporting their fans making bootleg merchandise. Even though lead singer Jerry Garcia has been dead for over 25 years, the band’s work lives on thanks to the thriving contraband merch scene that was so large it had its own name, “Shakedown Street,” after one of their songs.

Some “Deadheads” are still making Grateful Dead-themed merch today, updating the standards to appeal to a modern audience.