A Good Man Is Hard to Find - S7-E2
Plot hole: Ray visits Mac's widow on Staten Island to drop off a cash donation which would have amounted to Mac's pension since he lost his when he committed suicide. What doesn't jive here is that she's living in an all brick two storey home which costs $1.2-1.5 million with a brand-new Mercedes ML SUV in the driveway, but she's dependent on her husband's pension. And Mac was living poorly paying alimony and child support, but she's living like a millionaire. Doesn't add up.
Plot hole: It's revealed that the gym owned by Ray and Terry is a front for Ray to launder his income. This is why he doesn't want or can't sell it. Any person auditing that gym would know it doesn't bring enough income if the floors are in disrepair and the equipments garbage as Terry tells Pie when he gives him money to fix it up after Mickey pays him. Ray runs a consulting firm, he could launder millions through consulting, he has an office with employees. Get vending machines, anything that's cash. (00:42:00 - 00:44:20)