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in the early 90s, and he got probation. following in his father-in-law s footsteps, cohen got involved in the taxi industry. he was affiliated with a fleet of 200 cabs in new york city and also owned some medallions in chicago. in about 2012, he was reporting about $ 90,000 a month in income from his taxi business. two of his business associates and taxing medalli s medallions, simon and pete, were convicted of multiple crimes. this is one of the vulnerabilities he created for himself by being in business with someone who got on the wrong side of the law. gene freeman and simon has a checkered an unusual history. this year he pled guilty to tax fraud. all the charges are unrelated to michael cohen, but the company he keeps is noticeable.