Why did he spend this money repeatedly; out of his own pocket?
His ex-wife was living with her parents. Her father is a convicted child molester; yes, that's right...convicted of molesting a little girl. That evidence was presented in court on all occasions..and ignored. Seems the "ex" always suddenly came up with an apartment and a daycare provider prior to the court date.
She lived there for several years before the local media was alerted and the judge suddenly changed his mind.