Assuming there were some parameters that made this possible this is likely the most likely time that I would ever be willing to do it. There are so few players on this team that I would want to keep and most of them are at an age that we should be thinking about life without them anyways.
Players I would want to keep based on sentimentality and quality:
Kane, Son, Lloris
Players I would keep because they are young and good:
Romero, Skipp, Sarr
Players that don't suck but aren't irreplaceable:
Reguilon, Sessegnon, Tanganga, Gil
Players who are talented but don't show it so have little use:
Tanguy, GLC
Players who suck and can get the fuck out:
Everyone else
Players I would want to keep based on sentimentality and quality:
Kane, Son, Lloris
Players I would keep because they are young and good:
Romero, Skipp, Sarr
Players that don't suck but aren't irreplaceable:
Reguilon, Sessegnon, Tanganga, Gil
Players who are talented but don't show it so have little use:
Tanguy, GLC
Players who suck and can get the fuck out:
Everyone else