Watergate, the burglars - why bring crisp cash with them to the break-in?

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TL;DR? They were paid immediately before the break-in so that they wouldn't chicken out.

The sequential hundred-dollar-bills were found back at the burglars' individual hotel rooms at the Watergate as well as on their persons. Kenneth Dahlberg sent money to Maurice Stans, who sent money to G. Gordon Liddy. Apparently feeling the money had been obfuscated enough, Liddy just cut Barker a check. Barker was the one who just went up to a bank and cashed the check for a big stack of hundred dollar bills, with which he paid the other burglars for their previous service earlier (the money back at their hotel rooms), and then paid them for the break-in as they were doing it, so as to prevent cold feet.

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