Most older cities got ruined by the new expressways.
The routes seem ill planned and often destroyed once beautiful neighborhoods. Walling off neighborhoods into ghettos which became slums and are now war zones
Downtown to exurb expressways are usually pushed by a politically powerful alliance of downtown property owners and business interests trying to revive or preserve a downtown by boosting its road access no matter the cost or merit of the project. The result is a lot of bad and expensive expressways.