The Early Bird Spy gets the first Knife.

http://backpack.tf/item/4362282924

Sale 1) Sold for a Frostbite Combustible Kabuto (98) + ~3 Keys in Items = 101 Keys, which I'm rounding to 100 Keys for neatness.

http://backpack.tf/profiles/76561198238894924?time=1454572800

http://backpack.tf/profiles/76561198238894924?time=1454659200

Kabuto Mini

http://backpack.tf/vote/id/56b99b0edea9e905190022b7 - Open suggestion at 98 Keys

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Sale 2) Sold for a Ghosts Head Warmer (55) + Vivid Dapper's (30) = 85 Keys

http://backpack.tf/profiles/76561198075491803?time=1454659200

http://backpack.tf/profiles/76561198075491803?time=1454745600

Head Warmer Mini

Sold for a Spec KS Aussie Scattergun (40) + 15 Keys

http://backpack.tf/profiles/76561198075491803?time=1455091200

http://backpack.tf/profiles/76561198075491803?time=1455177600

Dapper's Mini

http://www.tf2outpost.com/trade/27770385 - 2 Weeks Unsold at 30

http://www.tf2outpost.com/trade/24769100 - 1 Year Unsold at 36

Taking 30 Keys as there are no sales I can use.