Complex sentence: At the beginning of the 2007--08 season, Brill appeared to be a player that new manager Kevin Blackwell was unsure of, reinforced when Blackwell signed two goalkeepers on loan, pushing Brill into the reserves.
Split into simpler sentences: At the beginning of the 2007--08 season, Brill appeared to be a player that new manager Kevin Blackwell was unsure of. This was reinforced when Blackwell considered signing two goalkeepers on loan, pushing Brill into the reserves.