Person 2 would be a Labourite in Britain whereas person 1 is probably a LibDem or even a Tory.
Person 2 is more liberal.
The political climate of Chicago is not identical to our neighbors to the north in Milwaukee, much less Britain. Yuppies on the north side of Chicago tend to be quite liberal.
Obviously Person 1 is going to be more socially liberal while Person 2 is going to be more fiscally liberal, but I am looking combined, who is further left.
I think if you combine them, Person 2 will be more liberal. He will probably be fiscally leftist and very socially liberal while Person 1 will be very fiscally liberal and socially moderate.