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The writing was on the wall about a year ago when Eagles receiver DeSean Jackson dropped some $25,000 at a Los Angeles nightclub to fund his Jaccpot Records launch party. Yes, DeSean Jackson is the Chief Executive Officer of a rap label. And a rapper he employs, named Kid Cali, tweeted a receipt of a least part of Jackson’s expenditures on that night last June.

Jackson made the aforementioned investment when he was still collecting minimum base salaries. Last November, there were whispers Jackson was broke. He since signed a five-year, $47 million contract with $15 million guaranteed. Which makes you wonder how much he’s ponying up now.

Per Tim McManus of the Philly Post, “some close to Jackson are worried,” to the point where some believe he could be headed down a road of “significant financial distress.”

Jackson bills it as an opportunity to help his old pals from L.A.

“It’s just a different lifestyle and things like that I’m getting into,” Jackson explained. “And just kind of helping out my boys that I grew up with, and just hopefully make it a career as far as rapping and things like that.”

As McManus put it, “it’s a champagne and diamond world he’s funding, and it ain’t cheap.”

Jaccpot Records has scheduled a new album release for late July, right around the beginning of training camp. Jackson is rapping on the album.

For a preview of Jackson’s lyrical prowess, bang it here. Jackson starts rapping at the three-minute mark.