His piano-based folk/roots musical style has drawn comparisons to Kris Kristofferson, Elton John, Neil Young, and Rufus Wainwright[1][2] [3] Jeffery Straker was raised on a grain farm near Punnichy, Saskatchewan and grew up in a musical household.

[4] He started piano lessons with local music teacher Mrs Vicky Young[5] and was subsequently taught by Dawn MacTavish.

[6] Further piano studies were pursued with Frank Crumly at the Conservatory of Music, University of Regina in his senior years of high school earning his Licentiate diploma from Trinity College London when he was 19.

In 2011, Straker released the album under the soles of my shoes, produced by Dave Thomson in Nashville.

It was recorded by CBC Radio in the Mae Wilson Theatre in Moose Jaw, Saskatchewan.

[11] In May 2017, Straker released "Dirt Road Confessional", a 12 song recording with roots-folk influenced arrangements and instrumentation.

[12] The album was produced in 5 different studios by several producers: Daniel Ledwell (Lake Echo, Nova Scotia); Royal Wood and Lawrence Katz (Los Angeles, California); Dean Drouillard (Toronto, Ontario); Brad Prosko and Murray Pulver (Regina, Saskatchewan); Robyn Dell'Unto (Toronto, Ontario).