Donnie Penelton (13-166)
This light heavyweight from Mississippi, USA, started his boxing career back in 1990. Penelton actually won his first four fights but after that, he won only four times during the 90’s despite a ridiculous amount of fights.
Out of 166 losses, Penelton got stopped 33 times. After 19 years of boxing, his career ended in 2009 via TKO.