Gerard Mulligan as Regis Philbin-Letterman

From the April 11, 2007, Letterman show.

[@enyjuan]

TIMELESS

[@yosemitesaddam]

thank you for uploading these

[@ruthecker399]

love dave always funny

[@torbulax731]

Dave doesn't seem to love these segments except in an "oh my god this is so stupid" way.

[@imashmenge7981]

Oh sorry, I thought that was meant for you.

[@harrodsongs]

That's kind of Letterman's whole thing, or used to be.