He left Notre Dame after an incident in which he stole a classmate's credit card and used it to charge multiple purchases.

In one game at Santa Ana Valley, Ground was ejected, and Gottlieb coached the team to an overtime loss.

His final schools were Marquette, Georgia Tech, Alabama, Oklahoma State, Utah, Oregon, and Tennessee.

He immediately took over as point guard for an Oklahoma State team that had gone 17–15 in consecutive years, and led the Cowboys to the NCAA tournament.

[5] Gottlieb's senior season ended with a third consecutive trip to the NCAA tournament, and the team made it all the way to the Elite Eight.

When Gottlieb became a broadcaster after his playing days ended, this incident was mentioned in a press conference by North Carolina head coach Roy Williams.

The Idaho Stampede of the Continental Basketball Association signed Gottlieb on November 28, 2000, prior to training camp, and then released him on December 13, two days before their opening game.

In February 2001, he joined Ural Great Perm of the Russian Basketball Federation, and helped the team win the league championship.

[12][11] Following Ural's season, Gottlieb traveled to Israel and won a gold medal as the MVP for the United States team at the 2001 Maccabiah Games.

[14] He then played for the Los Angeles Lakers in the NBA Summer League,[11] and then was invited to return to the Oklahoma Storm.

Upon returning stateside he worked out with the Minnesota Timberwolves Summer League team and co-hosted the NBA draft on ESPN Radio.

Gottlieb would also fill in on The Dan Patrick Show, The Herd with Colin Cowherd and began hosting The NBA Today on Sundays.

The fledgling network was a company priority, and based upon his age, his relationship with Mike Hall, the host, and the launch being March 3, the heart of college basketball season, Gottlieb accepted the position and stayed in Charlotte for a month.

[citation needed] His segment "Point of Contention" was just that, a contentious look at previously untouchable college coaches and issues.

Gottlieb was also a frequent guest on other ESPN television shows including College Basketball Gameday Final.

His co-host was Allie LaForce, the former Miss Teen USA, who has become CBS' lead sideline reporter for college football.

Beginning in April 2017, Gottlieb worked as a basketball analyst and radio host for Fox Sports.

[19] In September, Gottlieb acknowledged that he was wrong, based on incorrect information that he gathered from his sources, and apologized to Close.

At a press conference after losing a home game to Milwaukee, he referred to playing perceived weaker teams as "Nobody U".

Gottlieb shared his father's death on Facebook and dozens of basketball teams at the high school and college levels wore orange in Bob's honor.