Rangers chief executive Ross Wilson made a number of moves in the January transfer window to bolster Gio van Bronckhorst’s squad at Ibrox.
He brought in the likes of James Sands, Amad Diallo, Aaron Ramsey and Mateusz Zukowski, but none of them have managed to break into the starting XI on a consistent basis, due to selection decisions or injuries.
The lack of impact they have made on the first team may have Wilson thinking about what he could have done differently in the January window. Perhaps there were players he wanted to sign but couldn’t, or possibly some he looked at but decided against and he now regrets his decisions.
There have been many instances when managers and/or sporting directors at Ibrox may have gone through that trail of thought in the past. One such player on whom the club previously missed out was Greek international attacker Georgios Samaras.
In 2008, Walter Smith reportedly agreed a £2.5m deal to sign him from Manchester City to replace Daniel Cousin but was unable to get the move over the line.
If Rangers did not regret their failure to land the Greece striker at the time, their fans must surely be looking back on it now and wondering what could have been.
Samaras was certainly one that got away as he went on to establish himself as a major player for Celtic in the Scottish top flight over the years. In six years at Parkhead, he scored 71 goals and provided 49 assists (120 goal contributions) in 243 outings in all competitions, including 85 goals and assists in 171 Premiership outings.
This shows that the 37-year-old, who also scored nine goals in 81 caps for Greece, consistently delivered in the final third over the course of many years on the other side of Glasgow. He proved that he was a top-quality player in Scotland, and Rangers missed out on his attacking talents as a result of their failure to get the £2.5m deal over the line.
Therefore, the Gers had a disaster with the Greece international in 2008. An outlay of £2.5m for 120 goal contributions in 243 matches – a return of approximately one every other game – would seem like a huge bargain in hindsight, and it was their biggest rivals benefitted from this instead of the Light Blues.