Sylvester Stallone is going through a hard time

Sylvester Stallone is giving his late pal James Caan a proper send-off. The Golden Globe winner, 76, joined the tributes to his “good friend” Caan on Friday, sharing a statement in his memory and some fond throwback photos on Instagram after the Godfather star died at age 82 on Wednesday. “I will miss my good friend and great actor, James Caan! Tough, Smart, a man’s man. One of a kind!” Stallone captioned the post.

He and Caan first worked onscreen together in season 2 of NBC’s Las Vegas in 2005, in which Caan starred as Ed Deline. Most recently, they both appeared in the documentary Chuck Zito: An American Story. Caan’s death was announced Thursday with a statement on his verified Twitter account. His cause of death was not immediately made available.

“It is with great sadness that we inform you of the passing of Jimmy on the evening of July 6,” the statement read. “The family appreciates the outpouring of love and heartfelt condolences and asks that you continue to respect their privacy during this difficult time. End of tweet.” With an onscreen career spanning six decades, some of Caan’s most notable roles included The Godfather (1972), Misery (1990) and Elf (2003). He’s also starred in such films as Brian’s Song (1971), Cinderella Liberty (1973), The Gambler (1974), Rollerball (1975), Dick Tracy (1990), Bottle Rocket (1996) and Eraser (1996).