I disagree with everything. Timekeeping is irrelevant. What Dead Rising did was extremely frustrating. And you will always end up with money that you won't be able to spend in a free roaming game.
The money issue: The best thing you can do is add as much stuff as you can and lock some of them until you reach a specific part of the game. And make it extremely hard to earn money. At least in the beginning. Like in Scarface: The World is Yours. At first you can only do small drug deals and buy cheap stuff. But as you progress you start making more money and you unlock more expensive things to buy. And it also made perfect sense within the story. And the fact that you could put all your money in the bank made your HUD look cleaner and you never felt like you had an insane amount of money that doesn't do anything.
The money issue: The best thing you can do is add as much stuff as you can and lock some of them until you reach a specific part of the game. And make it extremely hard to earn money. At least in the beginning. Like in Scarface: The World is Yours. At first you can only do small drug deals and buy cheap stuff. But as you progress you start making more money and you unlock more expensive things to buy. And it also made perfect sense within the story. And the fact that you could put all your money in the bank made your HUD look cleaner and you never felt like you had an insane amount of money that doesn't do anything.