After spending over ten years playing drums in a variety of rock and roll bands, singer/songwriter John Howie ultimately exchanged his kit for the six-string classical guitar and a small number of broken-hearted, whisky-drinking country ballads to create Two Money Pistols. Going for a cue from old-time country-folk from sunlight Records era from the 1950s, Merle Haggard, and George Jones, Howie continued to be in his house state of NEW YORK instead of jumping ship towards the carbon-copy, commercialized nation of Nashville. Using the accompaniment of guitarists Greg Hawks and John Prince, drummer Chris Phillips (who is able to also be discovered behind the occur the Squirrel Nut Zippers), bassist Jack port Campbell, fiddler Jon Kemppainen, and metal guitarist Steve Watson, Two Money Pistols’ continuous gigging was ultimately rewarded using a offer on Hep-Cat Information, who released their debut, On Down the Monitor, in 1997. Their follow-up, Stage Right Up, premiered the next calendar year on Yep Roc. An EP of duets with Tift Merritt became a enthusiast preferred, prompting Howie to create lineup adjustments. Guitarist Scott McCall, bassist Neal Spaulding, and drummer Tag Weaver became a member of the music group and hit the street to market the recording. This lineup lasted into 2002, once the group documented and released You Ruined Everything. Hands Up! adopted two years later on.