Ruddock spent two brief spells with Spurs in his early professional years before moving to Anfield in 1993 as a 25-year-old, and it was on Merseyside that he would enjoy the best period of his career.
The defender spent five years at Liverpool, making 115 Premier League appearances, and was a teammate of the likes of Ian Rush, John Barnes, and Robbie Fowler during his time at the club.
He claims that the pressure to succeed is much bigger at Liverpool than it is at Spurs because of their comparatively illustrious history, and believes the Reds remain a bigger club than the North Londoners despite Tottenham's title challenge last season.
Ruddock told the Express: "The pressure to succeed at Liverpool is massive. I was at Tottenham and I thought that was a massive club but you go to Liverpool and it’s just huge.
"Everywhere you go as a team, it’s like a cup final because everyone wants to beat you, and now everywhere I go in the world now the first thing people say to me is ‘you used to play for Liverpool’. It’s not Spurs, West Ham or Southampton - it’s always Liverpool.
"The pressure is always on but the home fans are fair with you, if they see you’re trying. They know their football up there and it means there’s a lot of pressure to win trophies."
Liverpool have endured a lengthy spell out of the limelight in recent times, having only finished in the Premier League's top five once in the last seven years.
Meanwhile, Spurs appear to be building a team capable of continuing to challenge for the title after finishing third last term.