Among the highlights of Maynard's time on the range were brushes with outlaws and encounters with famous lawmen, such as Bill Tilghman and Bat and Ed Masterson (he was in Dodge City when Ed was shot). On one drive Maynard was set upon and chased by irate German homesteaders; on another he narrowly escaped being killed by a man known as Slusher while driving horses from Kansas to Texas.

But Maynard's most enduring contribution sprang from overhearing a version of an old Irish ballad in 1876 and reworking it as "The Cowboy's Lament," the standard most recognize today as "The Streets of Laredo." His role in adapting the song and his other colorful experiences on the trail have come to light with the recent discovery of his unpublished memoir. Now, alongside the frontier recollections of Charlie Siringo and Charles Colchord, Maynard's personal account offers a rare and revealing glimpse of the true Old West.