The former Manchester City trainee was, last season, very much involved in a stirring campaign for the Bramall Lane outfit where, on the way to the semi-final stage of both domestic cup competitions, United played six games against Premiership opposition.
Leeds were accounted for twice, while Neil Warnock's side also overcame Sunderland and then Saturday's opponents Liverpool - by a 2-1 scoreline in the home tie of the two-legged Worthington Cup semi-final. Liverpool won the Anfield return after extra-time, while United bowed out of the FA Cup after a hugely creditable semi-final performance against Arsenal at Old Trafford.
"We met Liverpool in the semi-final in a two-leg thing," recalled Michael of his last encounter with the Merseymen. "It was a scrappy game early on in the first but we got the two goals in the second half and beat them at home.
"We went away and Michael Owen scored in extra-time. We took them that far and had a great chance to win in 90 minutes but missed a free-kick."
Michael admits that the cup exploits of last season only served to fuel his determination to enjoy a regular diet of Premiership football.
"We were very proud of ourselves and it was what I wanted to do - test myself against the Premiership boys. We had six meetings against Premiership sides last season, it was where I wanted to be and is why I chose to come here."
But did United's extended cup runs affect their own quest to secure a Premiership berth? They suffered a 3-0 defeat to Wolves in the play-off final in Cardiff.
"A lot of people think so, but I think it helped our confidence," he countered. "In games we didn't play well we just knew we were going to win and scored so many late goals.
"I think it helped us winning those games and it kept the momentum going. Arsenal in the FA Cup semis was a great game and we so nearly did it - the save from Seaman was probably his beat ever stop.
"We've got to be proud of what we did and not dwell on the disappointment of not coming out with anything. I think the memories will always be there."
Now, as he looks ahead to hopefully making a big impact for Spurs in the Premiership, he hopes that his former teammates will soon join him and making the big step.
"I was a bit sad to leave, but delighted to come here and hopefully they will finish the job that we started."
New recruit Michael Brown may well be on the verge of a top-flight return following his transfer from Sheffield United - but he is certainly not without recent experience of taking on Premiership sides.