Sturgill Simpson Was A Bitcoin Skeptic Back In 2018… Wonder How He Feels About It Now?

Man, I bet Sturgill Simpson would grimace watching this video back. Some people don’t like watching old videos of themselves because they don’t like the sound of their own voice, or because they don’t want to be reminded that Father Time is undefeated. Sturgill probably wouldn’t like watching this clip of himself from 2018 because he’d get upset thinking about all of the money he could have made. Simpson was on The Joe Rogan Experience seven years ago, and while […] The post Sturgill Simpson Was A Bitcoin Skeptic Back In 2018… Wonder How He Feels About It Now? first appeared on Whiskey Riff.

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Sturgill Simpson Was A Bitcoin Skeptic Back In 2018… Wonder How He Feels About It Now?

Man, I bet Sturgill Simpson would grimace watching this video back.

Some people don’t like watching old videos of themselves because they don’t like the sound of their own voice, or because they don’t want to be reminded that Father Time is undefeated. Sturgill probably wouldn’t like watching this clip of himself from 2018 because he’d get upset thinking about all of the money he could have made.

Simpson was on The Joe Rogan Experience seven years ago, and while he was on, he and Rogan started talking about Bitcoin… which was still a relatively new thing at the time:

“I remember Shooter (Jennings) going on and on, years ago, about the Bitcoin sh*t man. He got hung up on the Bitcoin for a minute. I wish I would have listened.”

Rogan went on to call Shooter a “Bitcoin Believer,” then the podcast host pointed out that even he himself was a little skeptical about it all.

Sturgill agreed, and it’s just a little painful to watch this kind of conversation play out now armed with hindsight in 2025:

“I don’t understand it, and I probably never will. So I’m going to stay over here (away from it). It feels a little pyramid scheme-ey. I don’t know. At this point in my life, I just assume everything is a pyramid scheme.”

Joe Rogan talking Bitcoin with Sturgill Simpson in 2018. Of the two, I’d rather have Sturgill on team Orange pic.twitter.com/Ptq8wIxsl4
— Bill O'Connor (@bill__oconnor) June 7, 2025

At the time of that podcast recording (March of 2018), one Bitcoin was worth around $11,000. By the end of 2018 though, the value had dropped down below $4,000. So Sturgill Simpson probably wasn’t too upset not investing that year, since Bitcoin’s numbers weren’t all that flashy.

But now in 2025, one Bitcoin is worth $104,000.

Let’s just say Sturgill did hop aboard the Bitcoin train in 2018 shortly after that Joe Rogan interview. Hell, let’s use a handy dandy Bitcoin calculator and say he walked out of the studio and decided – on a whim – to buy $10,000 worth of Bitcoin. That investment would have garnered some unreal profit.

$10,000 purchased in March of 2018 would have seen a return of 811.89%. In other words, that Bitcoin investment would now be worth $91,189, thus giving Sturgill a profit of $81,189. If Shooter Jennings was trying to turn Simpson onto Bitcoin years before 2018, there’s no telling how well Waylon’s son has done with his crypto investing. Just imagine Stu putting a cool 100 grand into Bitcoin (I’m sure he had that laying around at the time), he would have netted out over $1.2 million.

Hopefully this story doesn’t make Sturgill (and everyone else who missed the boat) sad. My apologies if you just so happen to be reading this, Mr. Johnny Blue Skies. The silver lining is that Simpson did manage to correctly predict the another aspect of the future a short time after he made those Bitcoin comments.

The country music threw out a guess for the future of commerce that just so happened to come true:

“(What) if everyone agreed to an implant, with all of your info on it? All your money on it? (People would be like), ‘Cool, walk into your movie man.'”

There are some chips like Simpson is talking about in development, from what I can tell. And there’s already this crazy palm reader technology at Whole Foods (and other modern storefronts) that allow for customers to pay for their items just by having their handprint read:

Yea, microchipping your body because having to pull out a wallet and hand over cash or swipe a debit card was too much of an inconvenience makes total sense. Read More