Cassidy has a few expensive purchases in his career he wishes he could take back, but the one he regrets the most was buying a six-figure Bentley in cash.

The “I’m A Hustla” rapper sat down for an interview with BagFuel, where he reflected on a myriad of topics including his spending habits at the height of his career in the 2000s.

Looking back on his $275,000 Bentley purchase years later — with more financial savviness under his belt — Cassidy admitted he could’ve put that money to much better use.

“It’s a lot of big things that I bought I wish I wouldn’t have bought like a Bentley, like cash,” Cassidy admitted. “I just wanted to do that, go to the lot, just buy that shit instantly, not have no note, not pay for nothing. And I wanted it to be years ahead of the year it was, so I went and did it.

“I think after all taxes, the tints, the rims, it came out to like $275,000 or something. Then it was just a waste of money. I could’ve did a lot more stuff with that paper and rolled in the same car like that. The information I got, I could’ve rolled in that same car for even more years than I had that car.”

He continued: “Rolled in the same car, took a lot more money, flipped it and invested it. I could’ve turned that same money into more Bentleys and still drove in the same car. But you know, I just was uninformed, [thinking] I could just go grab [but] not really knowing.”

The Philly native isn’t the only rapper to feel like they wasted money on pricey items in their career. Earlier this year, T-Pain reflected on dropping $400,000 on his famous “Big Ass Chain,” which he revealed was the result of a dare.

“One of my biggest regrets, but I keep it around to remind myself,” Pain said on his Nappy Boy Radio podcast in January. “Actually, now [it’s worth] probably like $200,000 at the most. Just, price just went down — the price of gold and diamonds aren’t what they used to be.

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“Somebody was on the side of the stage at one of my shows and they said, ‘I bet you won’t get a big ass chain that says ‘Big Ass Chain.” And I said, ‘You don’t know how much fucking money I got right now, so don’t fucking try me.’

He continued: “I don’t know the guy, didn’t get his number, never seen him again. And I went and spent money on this chain to prove to this stranger that I would do it.”

T-Pain purchased the chain from the famous Atlanta-based jeweler Icebox in 2009. According to Hatton-Jewellers, the hefty neckpiece weighs over 10 pounds and is made from yellow and white gold while boasting a robust 197 carats of diamonds.