Trick: A Nose Manual across the briefing table
Offensiveness to the American Spirit: 5 Weeping Bald Eagles
This is the room where the President and his senior advisers are kept up to speed on events rapidly unfolding around the world, like military actions or NASCAR races. It's in the basement, which means vertical space is limited. Although nothing within the room is terribly historical or symbolic, security is very tight, so pulling off any trick in here could be deeply embarrassing and cause the U.S. to lose face in front of the Russians.
Trick: Wallride to Bluntside (on banister) to Ollie to Tailgrab to SMASH THE CHANDELIER!!!!
Offensiveness to the American Spirit: 0 Weeping Bald Eagles
Although this staircase is used regularly for formal White House gatherings and ceremonies, chandeliers are a decidedly French invention, so their destruction is considered a positive benefit for the American Spirit.
Trick: Nose Manual to MANUAL THE PRESIDENTIAL SEAL!!!! to Ollie to Overcrook (on Resolute desk) to Ollie to Varial Heelflip to STOMP THE PRESIDENTIAL SEAL!!!!
Offensiveness to the American Spirit: 9 Weeping Bald Eagles
Not a lot to work with in the Oval Office, given its odd shape and lack of grindable edges. Disrespecting the Presidential Seal twice in one combo is probably the savviest play here, but advanced skaters/anarchists might want to work in a wallride across the portrait of Washington on the back wall somehow. Historians agree Washington was an old man, and would have hated skateboarders.
Trick: Starting in the Jacqueline Kennedy Ceremonial Garden, face towards the East Wing and get a huge amount of speed. Ollie to Wallride to Ollie to Wallride to Ollie to Nosegrind across the roof edge of the East Colonnade. From there, Ollie to Manual on the roof, hit the secret Dan Quayle quarter pipe to the roof of the Executive Residence. Grind along the roof of the Executive Residence, knocking down Secret Service Snipers. On the far side, Ollie down to the West Colonnade, landing in a Manual. Ollie to a grind on the edge of the roof of the West Wing until you reach the roof above the Oval Office. Jump onto the oddly textured spot in the middle of the roof to crash down into the Oval Office, stomping the Presidential Seal, again. Shake hands with the President to complete the trick.
Offensiveness to American Spirit: 100 Weeping Bald Eagles
Completing this trick will require much practice and a bit of luck, but if correctly pulled off, will prod Congress into renaming Flag Day into Tony Hawk Day.