The former Spurs midfielder hopes the Italians take the win.
Spurs off course have bad memories of taking on La Viola in the competition - as they were outdone by the Florence club in last season's competition.
So they will be hopeful of some revenge this season.
One former Tottenham player who will be keeping a close eye on proceedings is Paolo Tramezzani.
The current Georgia assistant boss has been speaking to the radio in Florence about the game this week. He is quoted by Viola News as stating:
"Tottenham are a very difficult team to face. It will be a game race for both.
"We need the best Fiorentina because they will be a very complicated contest.
"It is a team with a very good budget, that does think to underestimate the European competitions."
He went on however to discuss the player he considers the dangerman for Spurs, 19-year-old Dele Alli - also mentioning Fiorentina's very own top young talent:
"Alli? He has secured future. He was born in '96 and manages already to be decisive. It is a quality that I see even in (Federico) Bernardeschi, working for the good of the team.
"Prediction? The hope is that Fiorentina go forward as possible. They have great value, always playing football."
It may very well prove to be a battle between the two young players at the Stadio Artemio Franchi on Thursday evening.
Tramezzani was a Christian Gross signing at Spurs and played for the club just a handful of times over the course of two seasons - eventually heading back to Italy. So it is perhaps no surprise he does not hold much loyalty to Spurs.
He himself won this competition when it was called the UEFA Cup back in 1994 with Inter Milan so has some knowledge of what it is to win this prestigious competition. Fiorentina and Spurs are both big favourites with the bookies and it will be interesting to see which team makes it into the next round.