The Spaniard has brought a lot of silverware and success to Man City during his five year stint. The one thing he is yet to win though, is a European honour.
This Wednesday night, the 50-year-old will be looking to reignite his European aspirations - starting with a home clash against Germany's money-men, RB Leipzig.
When, where and how to watch
When: Wednesday, September 15, 8PM BST
Where: Etihad Stadium
How to watch: BT Sport
In 2017/18, 18/19 and 19/20 the Cityzens suffered quarter-final heartbreaks. In the 2020/21 campaign, Guardiola's men made significant progress by reaching the final - only to lose against Chelsea in Portugal.
The Spaniard is a proverbial winner and is now into his sixth season with the Manchester club. Another failure on the European front would further add to his frustrations.
Nevertheless, the hunt goes on and his first task is to get the better of RB Leipzig.
The German outfit may have great economic power but they haven't enjoyed a great summer considering they lost the likes of Dayot Upamecano (Bayern Munich), Ibrahima Konate (Liverpool), Marcel Sabitzer (Bayern Munich) and Hanner Wolf (Borussia Monchengladbach).
Jesse Marsch has been able to bring reinforcements but the Red Bulls still seem a long way from their best. Their 4-1 loss to Bayern Munich at the weekend certainly reinforced that view.
Bearing in mind their lack of form - one win from four - Leipzig are the ones to avoid in the betting. Instead, Man City to win by two goals is the bet to back.
Last six Champions League games against German opposition
2020/21 Quarter-Final - Man City 2-1 Borussia Dortmund
2020/21 Quarter-Final - Borussia Dortmund 1-2 Man City
2020/21 Round-of-16 - Borussia Monchengladbach 0-2 Man City
2020/21 Round-of-16 - Man City 2-0 Borussia Monchengladbach
2018/19 Round-of-16 - Schalke 0-3 Man City
2018/19 Round-of-16 - Man City 7-0 Schalke
Manchester City have progressed past the Champions League group stages every year since the 2012/13 campaign.
Considering the amount of money spent at the Etihad, that is to be expected. But then again, it's not always that straight forward.
This year, progression should be assured with wins over Leipzig and Club Brugge. The clash with PSG, meanwhile, should give us an indicator of how strong the Parisians really are.
One impressive aspect about this Manchester City side has been their defence. Guardiola's men conceded just 5 goals in 13 Champions League games last season.
This run has continued in the Premier League with the Cityzens enjoying three consecutive clean sheets against Norwich, Arsenal and Leicester City.
With that in mind, Man City to keep a clean sheet against Leipzig is certainly a bet we can get behind.
Here's a pub quiz question for you. Who was the last German club to win at the Etihad and when did they do it?
The first answer may sound obvious as it's Bayern Munich. The second may take you by surprise as it took place all the way back in 2013.
On that occasion it was goals from Franck Ribery, Thomas Muller and Arjen Robben that helped the Bavarians to a 3-1 win.
Question is, can RB Leipzig follow in their footsteps and end that eight-year unbeaten run? The bookies are certainly not convinced.
Marsch and his men have only won one of their four league games this season. Despite having the likes of Yussuf Poulsen and Andre Silva in attack, the team has also failed to score in both of their matches away from home.
Another worry surrounds their goalkeeper, Peter Gulacsi. The Hungarian international had a bit of a nightmare against England and what's more, he's conceded 10 goals across his last four games.
All things considered, it may be worth backing the hosts to score in both halves at 21/20.
As things stand, Gabriel Jesus leads the way in the anytime goalscorer market. The Brazilian is priced at 11/10 while Ferran Torres is close behind at 6/5.
Our tip though, is to back Ilkay Gundogan. For one reason or another, the German has a knack for scoring in this competition.
What's more, he represents decent odds at 6/4.