Pompey are mourning the death of Ian St John, who has passed away at the age of 82 following an illness.
The Liverpool legend was manager of the Blues between 1974 and 1977, during a time when the club suffered severe financial problems.
He had an extremely successful playing career that began at Motherwell, where his prolific scoring earned him a move to Anfield.
The Scotland international featured under Bill Shankly and netted the winning goal in extra-time to secure a first FA Cup for the Merseyside giants in 1965.
There were top-flight title triumphs either side of that Wembley success and he struck a total of 118 times in 425 appearances for the Reds.
St John later featured for South African outfit Hellenic before ending his playing career with stints at Coventry and Tranmere.
He won 21 caps for Scotland and scored nine goals, later returning to Motherwell to begin his managerial career.
Pompey came calling in September 1974, but the club were in dire financial straits by this point and heavily reliant on youth players, so he was unable to keep them in Division Two.
It proved to be St John’s final role in the dug-out and he went on to launch a hugely successful broadcasting career, notably striking up a TV partnership with Jimmy Greaves.
A statement from his family reads: “It is with a heavy heart that we have to inform you that after a long illness, we have lost a husband, father and grandfather. He passed away peacefully with his family at his bedside.
“We would like to thank all the staff at Arrowe Park Hospital for their hard work and dedication during these very difficult times."
The thoughts of everyone at Portsmouth Football Club are with Ian’s family and friends at this sad time.