By 1969 Alex Chilton has most likely sensed the looming demise of his group The Box Tops, and was looking for a way out. He was only 16 years old in 1967 when he scored the biggest hit of his entire career with “The Letter,” thanks in no small part to his growling gravel voiced singing. But after two years of almost non-stop touring and recording sessions, the wheels were definitely starting to come off the bus.
The two songs captured on this single (wrapped inside a sleeve featuring a candid photo of Alex catching a nap on the same studio floor he cut these demos on nine years later) capture the artist in transition between the soulful crooning of The Box Tops and the Anglophile informed sound of the tragically doomed Big Star. The demos presented on here were recorded at Ardent Studios in Memphis with engineer Terry Manning whom Chilton befriended while working on Box Tops recordings there. One of the most striking things about these tunes is that these are probably some of the earliest recordings that capture Alex singing using his natural tenor voice that he would later utilize to great effect in Big Star. “It Isn’t Always That Easy,” is a dark slice of downer folk which reflects the isolation of constantly being on the road and having his musical vision stifled by producers looking for the next big hit. The flip side by contrast is a way more optimistic piano driven number that still has one foot in the some of his soon to be prior group’s sunny pop impulses. While not probably the best place for neophytes to jump in, it’s just simply a pleasure to hear some unheard (at least, to these ears) Alex sides on vinyl for the first time, especially from so early on his career in a period when the possibilities of where the artist would follow his muse were still wide open. By the end of the sixties, Alex would be free again to find a new illusion. Welcome to the future.
Order the 7″ via Be With Records.