He must have possibility to earn $100k in process to do that. Well unless you really pissed him off.
If you earn $25k a year and he spends $50k in one year to take your cake. Well unless he really is your competitor that can make use of your defeat he still needs 2 years to get even. Then it probably is not easy money because there is always a risk he will not win. Maybe he can find better ways to earn more money than squashing some $25k guys.