Mourinho, who won the Champions League with both FC Porto and Inter Milan, replaced the sacked Maurico Pochettino last week. Tottenham won his first match in charge – a 3-2 win over London rivals West Ham.
Spurs are currently second in Group B and will wrap up a place in the knockout stages with a win tonight. Follow live coverage below.
Tottenham return to European action with a different man in the dugout to the one who was present in their victory against Red Star Belgrade.
Jose Mourinho has already managed in one game what Spurs struggled to do since January - an away Premier League victory, so can he now get his side pushing Bayern Munich for top spot in Group B?
Dele Alli looked back to his former self against West Ham, including a fantastic assist for Son for the first goal.
Alli has been directly involved in three goals in his last four Spurs appearances, scoring one and assisting two, and he now looks like he belongs in an England squad.
Will he demonstrate his talent on the European stage tonight/
Just under fifteen minutes to go until kick-off, and one man who will be confident of adding to his goal tally tonight will be Harry Kane.
He scored the third goal at West Ham and has 18 goals in 23 Champions League appearances.
What is more, if he manages to get two further strikes in his next two games, he will become the quickest player to 20 Champions League goals in the history of the competition.
This could be another historic night for the England captain.
Spurs are still without Hugo Lloris and Jan Vertonghen, so Davinson Sanchez and Toby Alderweireld will continue their partnership at the back.
Erik Lamela could return and Tanguy Ndombele should be fit to take a place in the squad.
Mourinho must decide whether to bring the likes of Christian Eriksen, Danny Rose or Juan Foyth into the lineup as he continues to assess his new squad.
The Greek outfit are without key midfielder Konstantinos Fortounis.
When is it?
The match is on Tuesday, 26 November.
When does it kick-off?
The match gets underway at 8pm (GMT).
How can I watch the match?
The match will be available to watch and stream on BT Sport 2/HD/Ultimate, with coverage starting at 7pm.
Is there a live stream?
Yes, you can watch on the BT Sport app on all mobile devices.
What are the odds?
Tottenham win: 3/10
Draw: 51/10
Olympiacos to win: 11/1
Prediction:
Mourinho can keep the returned feel-good factor going here, getting a first home win and securing Tottenham’s place in the last 16 at the same time.
Olympiacos’ away form is patchy of late, with one win in six across all competitions, and they haven’t won an away in a group stage fixture since October 2015.
Tottenham 3-0 Olympiacos
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