From Homestar Runner Wiki
Freshley's is a Free Country, USA shoe company. The box for Freshley's shoes is white with the words "Freshley's" written in orange, with a green leaf coming off of the first "e". In the anything DVD commentary, Strong Bad says the name is appropriate, because they are "about the freshest shoes you can imagine". Homestar Runner's shoes are a pair of Freshley's Trackfaster Pro Squadrons.