2. Madonna and Anthony Ciccone
Madonna’s empire may be worth more than $5 billion, but in this particular case, the singer has learned that money can drive families apart. The 56-year-old’s brother, Anthony Ciccone has reportedly battled an alcohol addiction for decades. Ciccone had previously ran the family’s vineyard business, which later started to collapse as Madonna’s older brother would show up drunk for work, havingstruggled to stay sober for more than a day. It is believed that the pop icon has tried to help her sibling on numerous occasions, hoping that even giving him cash to move away from Michigan would help him start a new beginning. Unfortunately, this was not the case — Anthony would continue to spend the money on alcohol. Madonna has not spoken to her brother in years.
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