Chauncey Billups' Daughters' Lavish Lifestyle, Sports Careers Amid Father's Arrest In Gambling Probe

Portland Trail Blazers head coach, Chauncey Billups, was arrested by the FBI and charged with wire fraud and conspiracy to commit money laundering on October 23, 2025. It was part of a major federal investigation into illegal gambling. The charges were connected to a sophisticated, Mafia-backed scheme that rigged high-stakes poker games to defraud players of millions of dollars. Amid the buzz around Chauncey, here's a look at his daughters' sports career and lavish lifestyle.

Chauncey Billups' daughters made a career in sports

Chauncey Billups married his now-wife, Piper Billups, in 2013. The couple is proud parents of three daughters, Cydney, Ciara, and Cenaiya. Chauncey and Piper's eldest daughter, Cydney, is deeply connected to the American pro basketball sphere, just like him. The 27-year-old is the Manager of Team and Player Services for the Minnesota Timberwolves, leveraging her expertise in sports management. She was previously hired as a coordinator of Team Operations/Family Services for the Milwaukee Bucks.

Cydney is a University of Texas alumna; she earned both a bachelor's and a master's degree in Sports Management while pursuing her passion for soccer. She was a two-sport athlete in soccer and track & field, and had the same jersey number, #4, as her father did in high school. Chauncey's second-born, Ciara, 24, also followed in her elder sister's footsteps. She also built a career in sports, working as a coordinator for Rich Paul's agency, Klutch Sports Group.

Ciara attended the USC Glorya Kaufman School of Dance and studied Sports Business and Management as her minor before starting work on Rich's agency. The youngest daughter, Cenaiya, is a track athlete who attended Howard University as a Business Management major. She has kept a lower public profile than her sisters. The elder siblings are said to have been earning well from their sports businesses, as evidenced by their luxurious lifestyle. Chauncey Billups' daughters lead affluent lifestyles, often seen wearing designer clothes and attending high-profile events.

Detailed public information about the specific personal finances of Chauncey Billups' daughters is not widely reported; however, their lavish lifestyles are evident in their occasional vacations. Their social media profiles have been made private in the wake of their father's recent arrest in a sports gambling investigation. Chauncey's children are known to share a good bond with him, as they are often seen attending games and other events with him.

Why was Chauncey Billups arrested?

Chauncey Billups was indicted in the Eastern District of New York along with more than 30 other people for his role in rigging illegal poker games across the country. Prosecutors claimed that Billups was a 'face card' of the unlawful business. The reason for this is his status as a famous former athlete, which he leveraged to attract wealthy victims to the secret games. Chauncey allegedly received a portion of the criminal proceeds. The indictment stated that participants used advanced cheating technology to defraud players of millions of dollars.

The operation allegedly involved members of New York's Bonanno, Gambino, and Genovese crime families, who used intimidation and extortion to collect debts.
Chauncey was arraigned in a federal courthouse in Portland, Oregon, and released on conditions, including travel restrictions and a ban on gambling.

What are your thoughts on Chauncey Billups' daughters' lavish lifestyles stemming from their sports-related careers? Let us know.

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