To update the classic game to more modern times, I suggest some common financial and political changes: We need a Too Big To Fail card, Inflation pegged to energy prices (everything will cost more if a monopoly on oil is achieved), a Chinese prescence, in the form of sovereign funds buying out the banks.
Higher taxes.
An Insider trading penalty card.
Instead of RailRoads, Airlines and Cargo Ocean lines.

the lower rental properties should be called Compton, Bronx, West Phillie, South Boston...

Maybe an Ipad as a new symbol instead of the Shoe.

I would keep the colors, the dice and most of the higher rental property names.

Massimiliano