
Rise to Fame
RORY Holloway and Mike Tyson's paths first crossed in 1982 when the aspiring boxer was living in a juvenile detention home in upstate New York. Introduced by a mutual friend, the duo soon became firm friends and began living together.
The Rocky Snub
According to Holloway, Tyson refused to star in a Rocky film if he lost Sylvester Stallone's famous character. Despite turning down an opportunity at film stardom, Tyson had to wrestle with being a cultural icon.
Managing the Chaos
For Holloway, managing Tyson was described as "totally chaotic." He revealed how he had to react quickly to Tyson's impulsive demands to please the boxing champ.
Legendary Moments
In 1986, Mike created history at the Las Vegas Hilton when he knocked out Trevor Berbick in the second round of the WBC heavyweight title contest. Holloway was there for the moment that would change both their lives.

Parting Ways
After a legal battle that saw Tyson receive a $14 million settlement, Holloway and Tyson went their separate ways in 1997. Holloway expressed that the separation still hurts him today.
Tyson's Post-Boxing Life
After Tyson's release from prison in 1995, a huge fortune awaited him. Holloway revealed Tyson's fascination with tigers, spending up to £50,000 on a single piece, and even considering buying a giraffe and a hippo.
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