Both Klopp and Guardiola have clashed repeatedly over the past five years as Liverpool and City have locked horns in a number of different competitions.
And, with both Klopp and Guardiola with teams also competing for the FA Cup, League Cup and Champions League, both managers will have to continue rotating their squads heavily in order to get the best out of their sides.
That requires huge depth in quality, which both have achieved through purchasing players available in the transfer market.
It's no secret that Guardiola has splashed the cash, and even he admits it's the route of his success in Manchester. "We have a lot of money to buy a lot of incredible players", he said in February 2021.
"There are many more things – first of all, an incredibly strong organisation, good, incredible, lovely people, the backroom staff, the staff and players especially but when you achieve what this club has achieved in four years, winning a lot of games, you need to have the top players.
"You can win one title with average players, but to win a lot of titles you need top, top, top players. And top players cost a lot of money."
Klopp has also admitted that huge money is needed to compete at the top level but also stressed he felt they needed to sell to buy.
"It's a wealthy club with no problems but the policy here is clear. We spend what we earn, if we earn more, we can spend more. If we earn less, we can spend less," he said earlier this year.
"I think it's not a secret but the situation in this club here is that our transfers have to hit the ground
But how much money have both spent? We went through and looked at Transfermarkt to work out the net spend of both Klopp and Guardiola order to bring you the numbers, along with their five biggest purchases and sales.
Jurgen Klopp at Liverpool:
Five Biggest Purchases:
1. Virgil van Dijk – £76.2milion
2. Darwin Nunez – £67.5million
2. Alisson – £56.3million
3. Naby Keita – £54million
4. Fabinho – £40.5million
Five Biggest Sales:
1. Phillipe Coutinho – £121.5million
2. Sadio Mane – £28.8million
3. Christian Benteke – £28.1million
4. Mamadou Sakho – £25.4million
5. Danny Ings – £22.6million
Total Spent: £643.06million
Total Sold: £435.74million
Total Net Spend: £207.32million
Pep Guardiola at Man City:
Five Biggest Purchases:
1. Jack Grealish – £105.8million
2. Ruben Dias – £61.2million
3. Riyad Mahrez – £61million
4. Joao Cancelo – £58.5million
5. Aymeric Laporte – £58.5million
Five Biggest Sales:
1. Leroy Sane – £54million
2. Raheem Sterling – £50.9million
3. Ferran Torres – £49.5million
4. Gabriel Jesus – £47million
5. Danilo – £33.3million
Total Spent: £1.1billion
Total Sold: £518.2million
Total Net Spend: £581.8million