I'd say it's fairly likely considering he quit paying the CT mortgage in May and he some how didn't havw $6+K he should have had from not paying it to the point he was going to skip his Wakando mortgage payment in October. He should have like $10+K free'd up to date just from not paying that. Plus whatever amount was free'd from stopping payment on his unsecured credit loans.
I would guess his thinking was more like, 'I has money, I must spend money otherwise some asshole could take it from me.'
I also think that since Kathy started working any money she gave him went straight to sweaty rassler jpegs, and that's why he can't ask her for money for any of these "financial emergencies" that keep "blindsiding him", because she will want to know where the money she just gave him went.