James O’Brien toured the eastern US and parts of the UK from approximately 1998 to about the end of 2004, singing his songs — and others’ — as a solo artist and with his band. During that period, based in Boston, James recorded three studio albums — 'Spirit Days' (1998); 'Life Underwater' (2000); and 'Church of the Kitchen Sink' (2003).

This collection of live recordings and demos, 'A Bothersome Injuries Forty', appeared in seven monthly installments starting in September 2017. Most of the songs in the volumes were never issued during James' touring years, some postdate 2004, and the majority were never before publicly available in any recorded format.