Complex sentence: The two recorded a group of 15 songs in August 1935, and it seemed like Moss was destined to outshine his one-time mentors Weaver and McTell, when personal and legal disaster struck.
Split into simpler sentences: The two recorded a group of 15 songs in August 1935. It seemed as though Moss was destined to outshine his one-time mentors Weaver and McTell, when personal and legal disaster struck.