Skigirl
Verified expert in neuroscience & psychology
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Actually it's getting someone else's hands on the cash without AS/SS signing for it and having it hand delivered as well it as there's a huge difference between taking someone hostage and needing them to physically go into the bank versus nobody that wasn't involved having to see the hostages/perps in order to get the cash home delivered. Any number of business owners may have lots of cash in the bank, but you'd have to know that they have a non-family member available who is an authorized signer to the account that can go in you absence and one way or another have that cash brought to your house.
That, or Wint naively thought that a wealthy person generally has piles of cash sitting around tied up in bundles or in cartoon sacks that say, "$" on the side. I'm inclined to think he did not act alone/knew someone who knew them/had an inside accomplice, but until we know more about the evidence, there is the possibility that Wint thought the money would be there and just got lucky that there was someone SS could call.