The Tottenham midfielder has not played as much as he would like under Jose Mourinho since he replaced Pochettino at White Hart Lane and a number of talkSPORT hosts think the reunion makes sense.
Adrian Durham, who believes Spurs manager Jose Mourinho has 'broken Alli's football heart' throughout his tenure, as he has been given just 66 minutes of Premier League football.
A north London exit before the summer transfer deadline was rumoured, with Real Madrid and PSG both claimed to be keen on the England international, but no deal was done and Alli remained with Spurs.
His situation has not improved since then, however, and rumours are once again suggesting a possible move away from Tottenham when the transfer window reopens in January.
And Durham has urged Alli to get out as soon as possible to ensure the 24-year-old doesn't waste his incredible talent.
The Drivetime host even suggested a possible transfer for Alli, touting a move to Old Trafford if it is decided that Pochettino should replace the under-fire Solskjaer.
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"Now has come the time to break the ties with Tottenham Hotspur and move on for a different challenge, wherever that may be," began Durham.
"If there is a vacancy at Man United and Pochettino gets the job, I can see him taking Dele Alli there and revitalising him.
"Dele Alli has had his football heart broken by Jose Mourinho.
"What Jose needs to do to take the steps forward to take Tottenham where he wants to go, then there will be collateral damage along the way - and Dele Alli is part of that.
"So Dele Alli now has to sit down and look at himself and say, 'hang on a minute, I have been, in my time, one of the Premier League's better players. For a couple of seasons I was magnificent, and I want to get back to that. So I need to seek a move'.
"Whether that is abroad or to another Premier League club - whatever it is - clearly Mourinho doesn't want him, so he won't care where he goes.
"And I don't think Mourinho will stand in his way either.
"I think they'd even accept something like £30/£25m for him."
And on the Sports Bar, ahead of Everton vs Man United on talkSPORT, Andy Goldstein and Jason Cundy can see it happening.
"I believe if Poch comes in, Dele Alli will follow," Goldstein told his co-presenter.
"He needs to move," Cundy continued. "Go on loan, I'm not saying he needs to go there permanently," he added, with Goldstein suggesting a move could happen if Paul Pogba leaves.
Dele Alli could follow Mauricio Pochettino to Manchester United if he takes over from Ole Gunnar Solskjaer.