Maldini says the Rossoneri has lost its "magic".
"I was fortunate enough to be with Milan for 25 splendid years. When I arrived, I found a great foundation to build a great club. President Silvio Berlusconi arrived and taught us to think big, also of course with his investments. Arrigo Sacchi came and we had the mentality that we'd become the symbol of a style of football.
"It was something magical. Slowly, the magic was lost and Milan transformed into an absolutely normal club. That's because Milan stopped transmitting that message and those who had written the history of the club stopped teaching their knowledge to the next generation. There is nobody in the current Milan set-up who wrote history, other than those in marginal roles," added the 44-year-old.
"Look at Bayern Munich and Real Madrid, who had directors like Beckenbauer, Hoeness, Rummenigge, Butragueno, Gallego and Valdano. This magic can be carried on and taught by those who experienced and even created it. Milan had the magic for 25 years, but then lost it.
"It is difficult to evaluate the planning of this Milan side, as over the summer they released 12 players of great character and still didn't expect a difficult start to the season. In all honesty, I can't see what their plans are. Choosing certain players, even if they are on free transfers, look a world away from a specific plan."