Although he had broken into the top 100 for the first time, he was again relegated from the main tour. After a three-year break, Simmonds entered several Pontin's International Open Series events in the 2007/2008 season; he reached the last 16 at Event 2, but lost there 2–4 to Andrew Pagett. He entered Q-School in 2011 and 2015 attempting to regain a place on the tour, and as a result of his performances in 2015, where he lost his final match in Event Two 4–3to Paul Davison, he was allowed to participate as a wildcard entry in several ranking tournaments in the 2015/2016 season. However, Simmonds did not win a match; he lost 1–5 to Michael Leslie in the Shanghai Masters, 0–6 to Ali Carter in the International Championship, and 2–5 to Barry Hawkins in the German Masters, and led Robbie Williams 3–0 in the Welsh Open before succumbing 3–4. In qualifying for the 2016 World Championship, Simmonds lost 2–10 to Liam Highfield; since his last involvement with the professional game, he has been active on the English amateur tour.