Derrick Rose Strangely Asked His Brother if It Was Safe to Buy Bentley After Getting $400 Million: ‘How Many Dudes You Know Like That?’

Derrick Rose may be the most humble player in NBA history. Despite being the youngest MVP ever and a three-time All-Star, the Chicago native never brags about himself and is one of the quietest players in the league.

Detroit Pistons legend Richard “Rip” Hamilton got a firsthand look at how unpresuming Rose was during the 2011-12 lockout season when he was on the Chicago Bulls. While having a conversation with Rose’s older brother, Hamilton couldn’t believe what type of person the explosive point guard was.

Derrick Rose got two life-changing contracts in 2011-12

In the summer of 2011, the Bulls signed Rose to a five-year, $94.3 million rookie-scale extension. The “Derrick Rose Rule” was created in the NBA’s CBA after Rose’s MVP season in 2010-11. The rule allows young stars to qualify for a higher maximum salary — 30% of the cap instead of 25% — early in their careers.

Along with his contract extension with the Bulls, Rose received an endorsement from Adidas worth nearly $300 million, which was signed during the 2012 All-Star weekend. It was an emotional moment for the 2008-09 Rookie of the Year since he grew up in poverty in the inner streets of Chicago.

In a matter of months, Rose signed two contracts totaling around $400 million. However, due to his upbringing and introverted personality, he had to make sure it was safe to buy a Bentley.

Derrick Rose asked his brother if it was safe to buy a Bentley

In May 2020, Hamilton was a guest on the All the Smoke podcast with Matt Barnes and Stephen Jackson, and he talked about the time when Rose asked his brother if it was safe to buy a Bentley despite signing two massive contracts. The Pistons champion couldn’t believe it.

“We in the locker room,” Hamilton said. “I looked at him in the locker room and said, ‘Bro, do you know you just signed for $400 million?’ And he like (laughing awkwardly) didn’t even know the impact of that. And then I told his brother Reggie after the game, ‘Yo, congratulations.’ He was like, ‘Rip, my brother don’t even know what just happened. He called me and asked me the other day is it OK if he buys a Bentley.’ How many dudes you know like that? That just made $400 million and call his big bro and ask is it cool for me to buy a Bentley? That just tells you what type of dude he is.”

Rose wound up buying the Bentley. During the 2014-15 season, a picture went viral of the Bulls guard shoveling snow around his fancy car so he could drive safely in Chicago.

Due to injuries, Rose hasn’t signed a max contract since 2011. He was forced to sign two veteran contracts in 2017 and 2018 before getting a two-year, $15 million deal from the Pistons in 2019 after rejuvenating his career with the Minnesota Timberwolves in 2018-19.

Rose split time between the Pistons and New York Knicks in 2020-21. After helping the Knicks make the playoffs for the first time since 2012-13 and putting up stellar numbers in the 2021 postseason, the 2008 No. 1 overall draft pick could get a pay raise this offseason.

The 2010-11 MVP outplayed his contract by close to double

Rose becomes an unrestricted free agent this offseason. According to ProFitX, he outplayed his contract by close to double in 2020-21. Rose averaged 14.7 points and 4.2 assists in the regular season and put up 19.4 points and 5.0 assists per game in the playoffs.

According to Evan Massey of NBA Analysis Network, the Los Angeles Lakers and Knicks are expected to compete for Rose’s services once free agency begins. It will be fascinating to see where the veteran guard ends up after having a productive 2021 postseason series versus the Atlanta Hawks.

Since winning the MVP Award in 2010-11, Rose has undergone four knee procedures. He hit rock bottom in 2018 when the Cleveland Cavaliers traded him to the Utah Jazz, and then the Salt Lake City franchise released him. However, his perseverance and love for the game have been on full display since then, and he’s re-established himself as a high-level point guard.

Stats courtesy of Basketball Reference.

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