Well yeah I mean if he has to sell cars or insurance or something but can still pay his bills, no big deal. At that point he's simply come down to earth with the rest of us average middle-class guys.
I'm talking about the kind of deal where an ex-player starts hocking his playing memorabilia or gets deep into gambling or even starts engaging in illegal activity. That's where things start getting a lot darker IMO, and where I'd hate to see Hester wind up.