They were credited as being decisive in helping build a Rossoneri squad capable of winning the Serie A title last month, but their contracts are due to expire on June 30.
Every day that goes by raises more and more questions over the future of the club hierarchy, especially as the hesitation has also seen them miss out on at least two transfers that had seemed to be locked down, Sven Botman and Renato Sanches from LOSC.
La Gazzetta dello Sport point out that Maldini and Massara have left the club headquarters for the evening, so they are going down to the final day.
The change today is that CEO Ivan Gazidis has returned from New York and was at the office today for the first time since the Scudetto celebrations.
Gazidis is one of the main sticking points in Maldini’s contract, because there is something of a power struggle between them, especially going into a new era with RedBird taking over as majority shareholder from Elliott Management.
Maldini wants more decision-making power and has not been shy about pointing that out in interviews.
Former Rossoneri defender Alessandro ‘Billy’ Costacurta said today that he spoke to Maldini via WhatsApp messages and considers him to be ‘relaxed.’
Maldini-Massara, la firma slitta ancora. E domani scadono i contratti https://t.co/GTKDYU16B7
— La Gazzetta dello Sport (@Gazzetta_it) June 29, 2022