If you're referring to the young guy, that would be Flynn Junior, so no, he wouldn't have been paying the property taxes on his dad's old business establishment. The man who gave him the keys (Bruce Boxleitner, remember him from Babylon 5?) was in Old Tron, one of his dad's closest friends and not-incidentally was the writer/user for the Tron program.
I don't think Flynn Senior meant it as some sort of booby trap. Of course he knows the potential of the LASER, he was the first, and until this time, only victim of it; getting molecularly-decompiled and digitized as it were into the computer environment. That was the story of Old Tron after all.
I believe he didn't believe anybody would be crazy enough to follow him into the virtual world. Looks to me that he went more than a little bit power hungry and got re-digitized to rule the entire computer world from the inside. That power of course would stem from being the head of the now-all-powerful ENCOM company; that's how Old Tron ended, with the young genius supplanting the old pretender, with his two closest friends who helped him-out when nobody else would being in Senior Management by now. I suppose he never imagined his pal being so desperate for his welfare so as to give his estranged son the "keys to the castle", as it were.
All those parts I understand completely. I'm just questioning the execution of this storyline. It's like they're trying to appeal to the watchers who are familiar with the preceding movie, but to me that doesn't make sense because the computing environment was so different back then and it seems foolish to try and re-hash it for today's environment.
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