Wow that's deep, your fam sayin leave him alone bcuz he might become a liability.....(WELL DAYUM) LOL
I would say don't let him borrow anything, let him see how it feels to be without, maybe that'll be a wake up call for him to get his ish together. But 1st off he shouldn't of just quit his job until he knew for sure that his business was stabled. So now he gotta start from the bottom...and with a lil bit of motivation he prolly can get somewhere, he seems like he's good with setting goals, he just gotta make it happen. So maybe if he stop playing the damn video games and put just as much time into getn his ish togetha then he wouldn't have any issues when it came till money.
Till then see where he ends up in a few months or so. If he still ain't tryin then maybe u should cut him short....but also keep in mind Money ain't everything.
Sumn to think about....