Wilkins - who was at the London club as both a player and manager - believes that casting these names aside with little thought is a mistake that could cost Antonio Conte in 2017-18.
So much for building from a position of strength.
With a truce brokered, Chelsea owner Roman Abramovich sanctioned the club-record £58 million signing of forward Alvaro Morata from Real Madrid and a £34 million deal for Monaco midfielder Tiemoue Bakayoko.
Cahill was asked if he expected any new signings to be brought in ahead of transfer deadline day on 31st August, replying, "Possibly".
It seems rather weird for a manager to lambast his club's spending when they've bought three players, totalling almost £150million, but such is the craziness of the transfer market, pressure to succeed and obvious holes in Chelsea's squad.
"Matic was a big player for Chelsea last season and, even though they have signed players to replace him, he is going to be missed".
"Two coaches have been sacked from Chelsea and Leicester after winning the league and I want to avoid this". These are the most important things for us.
The Italian led the Blues from 10th the previous campaign to the Premier League trophy last season. Whether he replicate his end of season form for the entirety of a season is a big question, Jesus can quash some of those doubts with a fine showing against Brighton. But such was the maturity he showed during his first-team opportunities - notably in a 1-1 draw at Manchester United in January - that regular starter Nathaniel Clyne could soon be under pressure for his place. He will take time to settle. Conte will be relying on the Spaniard and Michy Batshuayi, two unproven and relatively untested forwards.
The season starts with uncertainty surrounding the future of a number of high-profile players.
Van Dijk continues to be frozen out at St Mary's and Southampton are maintaining he is not for sale. "These young players should be have been given an opportunity for Chelsea".
Chelsea knew the extent of Bakayoko's injury when they signed him. Premier League Predictor from triomis - is available for iPad, iPhone or iPod Touch and any device running iOS 6 or later.