The 17-year-old sealed a big-money move to Liverpool in 1991 for a reported £350,000 fee after making just 13 first team appearances for the Cherries.
The move made him one of the most expensive teenagers in English football and meant his Dad lost one of his top prospects at Dean Court.
The news clip shows father and son with just one local press photographer at the ground talking about his departure to Anfield, where he went on to play over 200 games in 11 years.
Speaking in a much higher pitched voice in the clip, a teenage Jamie says: “It’s a great setup. It’s the biggest club in England and it was exciting watching the game.
“The people up there are just football mad.”
His father, meanwhile, discusses how the need to work the transfer market was vital for Bournemouth at that time.
Harry states: “At the end of the day there is nobody capable of putting any money into the club, the only way we’re going to survive is buying and selling players, working the transfer market.
“The initial transfer fee is nowhere near £700k for a 17-year-old lad, that’s ridiculous.”
When asked if a player swap would be involved in the deal, he joked: “Possibly, I would like to take the player from there, but I’m not sure if John Barnes would want to come!”
(Image: Getty Images Europe)
The move worked out well for both parties in the end, even if it might have changed the dynamic of the Redknapp household.
Jamie became a key figure for Liverpool, whilst Harry became West Ham United manager three years later in 1994.