Former Liverpool chief Christian Purslow says Manchester United may not play Champions League football ever again - if they miss out on a top four finish this season.
Purslow also believes that Liverpool are in with a good chance of making it into European football's elite competition.
Manchester United are still struggling following the retirement of former manager Sir Alex Ferguson.
Under David Moyes they currently sit in 7th place in the Premier League, 11 points adrift of Liverpool who are in 4th place.
That means that Manchester United have 12 games to avoid missing out on the Champions League for the first time since its rebranding in 1992.
Purslow believes that could spell trouble for the Old Trafford based outfit - and cites the injection of cash from BT Sport in 2015 as the reason which could mean that they miss the boat altogether.
He told talkSPORT's Alan Brazil Sports Breakfast show: "The figure [earnings] is about £30million if you get into the Champions League,' he said. 'Next year when that BT sport deal kicks in, that figure will probably double.
'Look at the team who that will most effect, Manchester United, they don't look like they're going to be there this year, but it gives (David) Moyes and (Ed) Woodward a year to get their act together.
'One year, they can live with a £30million disadvantage for one season, in another year if they miss out, they may never get back.'
While Manchester United struggle, Liverpool look like they are emerging from their own slump and are in the fight for Champions League football - something not seen at Anfield since 2009.
However Purslow believes Liverpool should be aiming even higher than a top four finish.
'I really think they can win the Premier League, they blitzed Arsenal and Everton at home,' he explained.
'Liverpool have become really compelling at home, incredibly attacking from the first minute with massive crowd support, as it used to be 10 years ago.
'Tottenham, City, Chelsea will not look forward to those fixtures, the maths is simple, if we win those three games it's impossible to dispute we're in the title race.'
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