Taylor, Toby Kieth and Scott Borchetta around when Big Machine was being launched in late August/early September 2005 when Taylor signed with them. I think it was also the same day she did that Andrew Orth shoot because she's wearing the same clothes from those pictures and they show clips of her doing the shoot in the TV special called The label that was filmed that week. They also showed her starting tenth grade.
Oops!
Oops, you forgot something.