WaayCool handlines came about as a request for a Christmas gift for a close friend on Kwajalein atoll in Micronesia. A web search revealed no suitable deep sea handline products on the market. So the first WaayCool handline was pretty expensive (retail prices, minimum quantities, and shipping charges for every component) but very much appreciated.
The first WaayCool deep sea handlines were made and sold on Kwajalein island in 2006. Soon after a rudimentary website was established primarily to educate potential buyers. Increasing sales coupled with some basic business research led to the formation of a Delaware limited liability company, "WaayCool, LLC", in March 2007. POP Hawaii (now POP Fishing & Marine) became the first retailer to carry WaayCool's deep sea handlines in October 2007.
Throughout 2007 and 2008, several kayak fishermen approached WaayCool to develop a more compact handline specifically for them. With the help of Rob Lyon, a kayak expedition leader in the Pacific Northwest, WaayCool's Kayak handline product was developed. The Kayak handline was a quick success with sales volume in 2011 matching that of the already well established deep sea handlines. Alder Creek Kayak & Canoe began carrying the WaayCool kayak handlines in 2009 (as did POP Fishing & Marine) with West Maui Sports & Fishing Supply coming on board in 2011.