2000s
McCullough continued to record and perform and released solo material, including Belfast To Boston (2001) and Unfinished Business (2003). The latter contained his 1998 single, "Failed Christian". McCullough performed at concerts in Northern Ireland and Scotland, playing with a backing band (featuring Stephen Quinn on drums and Sean McCarron on saxophone).
McCullough contributed guitar on and organized the band for the Alaskan musician, The Rev Neil Down's, 2003 release, When A Wrong Turns Right.
The Henry McCullough Band - FBI Live was released in 2007 on Mundell music, from a recording at The Famous Bein Inn in 2006.
In 2007, Over the Rhine covered "Failed Christian" on their album, Live from Nowhere, Vol. II.
In late 2007, McCullough teamed up with Dave Sharp (ex Alarm) and together they enlisted Zoot Money on keyboards; Gary Fletcher on bass guitar; and Colin Allen on drums. In January 2008 The Hard Travelers performed their debut gig at The Cellars, Portsmouth.
In 2008 McCullough recorded Poor Man's Moon at Amberville Studios and it was released in Ireland only on 5 September 2008. It featured new McCullough compositions, and a number of songs co-written with poet Eamon Carr (of Horslips) including the single, "Too Late to Worry". Among the musicians featured on the album were James Delaney on keyboards; Roe Butcher on electric bass guitar; Nicky Scott on double bass and electric bass guitar; Enda Walsh on keyboards; Adie McIlduff on drums; Percy Robinson on dobro and pedal steel guitar and Peter McKinney on drums/sequencing.
McCullough attended Paul McCartney's concert at the O2 in Dublin on 20 December 2009. McCartney publicly acknowledged McCullough's contribution to Wings.
On 13 March 2010, McCullough played the Fifestock Festival at the Inn at Lathones, Scotland. This festival was the last one undertaken at that venue, and McCullough's band headlined the event.
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