How I Met Your Mother Soundtrack
S4 E11 - (4 Songs)
S4 E11 - (4 Songs)
Bing Crosby - 20th Century Masters - The Millennium Collection: The Best of Bing Crosby
When Ted gives Heather the briefcase 
Bing Crosby - The Polar Express (Special Edition) [Original Motion Picture Soundtrack]
When Ted gives Heather the briefcase
Crash Test Dummies - God Shuffled His Feet
The song being sung Amazingly
by the Canadian at the karaoke in the Canadian bar.
Otis Redding - Love Actually (Original Motion Picture Soundtrack)
When Ted gives Heather the suitcase. It is not the White Christmas by Bing Crosby.
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