The former CEO of defunct slots developer Sheriff Gaming could be facing four years in a Dutch jail cell if convicted on charges of illegal gambling, money laundering and tax evasion.

On Thursday, Stijn Flapper, Maurice Gregoire and Michel Gregoire appeared in a Den Bosch court, where prosecutors demanded prison sentences of four years for Flapper, while brothers Michel and Maurice are potentially looking at 36 and 30 months, respectively, for their roles in the now defunct Sheriff Gaming and its parent company Bubble Group NV.

The trial, which began in mid-September, stems from a series of raids in 2013, in which Dutch prosecutors, gaming and tax officials seized dozens of bank accounts, residential and business properties across four countries. The assets were said to be part of over €100m in proceeds from an illegal online gambling operation led by the three accused.

Flapper (pictured) has denied the substance of the allegations against himself and the Gregoire brothers, and filed a €75m lawsuit against the Netherlands government last year, arguing that he’d “done nothing illegal.”