Lewis HowesYour Personal 24/7 Greatness Coach

Why Rihanna wrote this song

5 Oct 2026 · 1 min

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1:09

In this YouTube commentary, the speaker reflects on Rihanna's early career trajectory, highlighting how she was signed to Jay‑Z’s label as a teenager and thrust into relentless touring while being managed by financial advisors she trusted without oversight. Despite earning millions, she faced cash shortages and tax overcharges due to a lack of personal financial vigilance. The turning point came when she fired those advisors and channeled her frustration into the track “Bitch Better Have My Money,” directly calling out the mismanagement. The narrative then fast‑forwards to her present status as a billionaire who now signs her own checks, underscoring the broader lesson that artists must keep a close eye on their bottom line, regardless of technological advances or external support.

Chapters

I, you know, think a lot about Rihanna. When she started her career, she was, you know, 15 or 16 from Barbados, got signed to Jay-Z's label. And I think they were like, she's a star, let's get her in the studio, let's throw her on tour. And they set her up with these financial advisors who she never second-guessed because she was not somebody who was like used to managing money. She goes on this whole world tour working every night, touring all over the world. You would think, you know, making millions of dollars. and comes home to buy a house, there's not enough money for a house. And not only that, she realized that her taxes had been all messed up. They were overcharging her, you know, all of these things because she did not have an eye on her bottom line. And this is a great example of if you don't have an eye on your bottom line, no one else will. Right. So what did Rihanna do? Fired them, got a new team, wrote Bitch Better Have My Money about those accountants. Wow. Yes. And now, of course, happy ending. She's a billionaire. But I guarantee you, Lewis, that Rihanna is signing her own checks because it doesn't matter where technology goes, you still have to have an eye on your bottom line or someone else will.