6. Tiki Barber

Atiim Kiambu Hakeem-Ah more commonly known as “Tiki” Barber made $35 million with the New York Giants. In 2010, Barber stated that he is on the verge of bankruptcy. He cited a divorce settlement with his ex-wife as the primary reason.

PHOTO: Vimeo

After his retirement Barber was working as a contributor on NBC’s The Today Show with a hefty contract. However Barber left his pregnant wife for a 23-year old understudy. Unbeknownst to Barber he had violated an ethical clause in his contract. NBC terminated his contract. With no source of earning and a divorce settlement, Tiki Barber found himself in deep waters.