SPURS sensationally marched all the way to last season's Champions League Final after almost crashing out of the competition during the group stage.
The capital club entered the “group of death” 12 months ago alongside Barcelona, Inter Milan and PSV, however this time around the draw was kinder to the Lilywhites who landed in Group B alongside Bayern Munich, Crvena Zvezda and opening night opponents Olympiakos.
Both Spurs and Bayern are expected to battle it out for top spot, yet they must tread carefully against the Greeks and Serbians given their respective pedigree in this tournament.
Olympiakos occupy top spot in the Greek Superleague, winning all three of their league games to date and a hostile atmosphere is sure to await Tottenham inside the cauldron that is the Karaiskaki Stadium.
The Athens outfit entered the Champions League at the second-qualifying round and have since overcome Viktoria Plzen, Istanbul Basaksehir and FC Krasnodar to reach the money-spinning group stage for the first time since the 2017/18 season.
In doing so Pedro Martins' men have been pitted against last seasons runners-up Spurs, which can perhaps be attributed to the hosts being odds against at 7/2 (Bet 365) to hit the ground running in Group B.
Spurs only managed a solitary point in three group stage away days last season and a repeat here pays 13/5 (BetVictor), yet the Londoners are odds on at 10/11 (Betfred) to go Greece and grab all three points.
It's been a mixed start to the season for Mauricio Pochettino's side who have collected eight points from five Premier League outings – two wins, two draws and one defeat.
However, Spurs have responded admirably to their shock setback against Newcastle by taking a point away from the Emirates against fierce rivals Arsenal, before crushing Crystal Palace 4-0 last weekend.
Son Heung-min stole the show as Spurs thumped in four first-half goals on Saturday and the South Korean superstar is an eye-catching 6/1 (Bet 365) to score the first goal of this game and 2/1 (Coral) to strike anytime.
Yet, despite such a superb showing from Pochettino's men, it was unusual not to see Harry Kane get among the goals, but I suspect that could change on Wednesday night.
The Tottenham talisman was as clinical as ever during the recent international break for his country and although the 10/3 (Bet 365) on offer for Kane to open the scoring appeals, I'm more attracted to the 21/20 (Unibet) on offer for Kane in the anytime goalscorer market.
At the other end of the park, consider Spurs defender Danny Rose to pick up a customary caution from card-happy Italian referee Ginalucca Rocchi.
The England left-back was booked against Bulgaria recently and Rose has already racked up three cards in five Premier League appearances this term – and it's very rare that he is as high as 3/1 (Unibet) to have his name taken.
What's more, the Greek giants will enter this battle in high spirits after banging in five goals in their own backyard on Saturday.
With that in mind, as well as the fact that Spurs only managed one clean-sheet away from home in Europe last season, backing both teams to score could be worth a wager at 4/5 (PaddyPower)
Furthermore, given their superior firepower, backing a Spurs win with both teams scoring may also be worth contemplating at 3/1 (Betfred)
Tottenham will be aiming avoid a repeat of the troubles they encountered in the group-stages last season and winning fixtures such as this one would provide them with a smoother passage to the knockout phase.
Although focusing on goals is tempting for this tussle, taking a more simple approach by backing Tottenham to triumph at 10/11 (Betfred) could be the best way to go in Greece.
This UEFA Champions League match between Olympiakos and Tottenham will be played on Sep 18, 2019 and kick off at 17:55. Check below for our tipsters best Olympiakos vs Tottenham prediction. You may also visit our dedicated betting previews section for the most up to date previews.
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