The Game admits his biggest financial mistake was blowing $10 million on jewelry, recalls gifting Dr. Dre two watches

In hip hop, success often comes fast, and money can move even faster. For artists who rise quickly, the early years are filled with big wins, big purchases, and sometimes big regrets. That reality is something many rap fans can relate to, especially when legends start speaking honestly about their past.

That’s exactly what happened when The Game sat down for a revealing conversation on Club Shay Shay. Known for his raw storytelling and unfiltered opinions, the Compton rapper didn’t shy away from discussing personal choices that shaped his journey, including how he handled wealth at a young age.

In one of the interview’s most telling moments, The Game revisits his years of excessive jewelry spending in his 20s and shares how those decisions fit into the broader realities of fame and hip hop success.

The Game opens up about costly jewelry habits

During the interview, The Game shared a rare moment of self-reflection when the conversation turned to money management. Looking back, he admitted that his younger self didn’t always make the smartest financial choices, especially when fame and income were at their peak.

“I would have did better money management. I think that’s it. When I was young, spending maybe 10 million dollars on just jewelry from the time I was 24 to probably 30. And don’t have any of it. Gave away or threw in a crowd or did a lot of stuff. And it’s like, remember you’re saying the rich give to be rich? I gave Dre two watches before.”

That statement alone caught the attention of rap and hip hop fans everywhere. The honesty in The Game’s words shows how quickly wealth can disappear when long-term planning isn’t part of the picture.

Gifting Dr. Dre and the culture of giving in hip-hop

One of the most talked-about parts of the story was The Game revealing that he gifted Dr. Dre two luxury watches. In hip hop, gifting expensive items has long been a symbol of respect, loyalty, and gratitude, especially toward mentors.

For The Game, Dr. Dre played a key role early in his career, helping introduce him to a global audience. Giving away jewelry wasn’t just about showing off wealth; it was also about honoring relationships and embracing the culture he was part of.

Still, looking back, The Game acknowledges that generosity without balance can come at a cost. While the gesture carried meaning, the financial reality later became clearer with time and experience.

Club Shay Shay interview reveals more than just money talk

The jewelry conversation was only one part of a much larger interview. During his time on Club Shay Shay, The Game touched on many chapters of his career, including his relationships with Drake, Dr. Dre, and Eminem, as well as his long-running beef with 50 Cent.

He even referenced Michael Jackson while reflecting on legacy, influence, and how artists are remembered over time. These moments added depth to the discussion and showed that The Game wasn’t just revisiting the past; he was evaluating it.

What makes this moment resonate is how relatable it feels. Many listeners see The Game not just as a rapper, but as someone willing to admit mistakes so others can learn from them. His story highlights how fast success can lead to excess, especially in a genre where image and status matter.

The Game’s reflection also adds to a growing trend in hip hop where veterans speak openly about financial literacy, ownership, and smarter decision-making. It’s no longer just about making money—it’s about keeping it.

For The Game, those lost millions represent more than jewelry. They represent lessons learned, maturity gained, and a clearer vision of what truly lasts in rap and in life.