Brad Pitt has been facing rumors of new relationships for months but according to a new report, he doubts his estranged wife, Angelina Jolie, will ever find her perfect match.

On the heels of a report which suggests that Jolie, 42, is actually preparing to get married for the fourth time, a source close to the 53-year-old actor is revealing that he isn't convinced that the "right guy" exists for the mother of his six children.

“Brad is doubtful Angelina can have a successful marriage since theirs has failed," a source told Hollywood Life on Nov. 3. "Brad knows first hand how incredibly unique and challenging it is being in Angelina’s family. Brad gave it everything he had and is disappointed they could not stay together."

Pitt and Jolie struck up a relationship while working on the set of Mr. & Mrs. Smith in 2004. Then, in 2005, after facing months of allegations in regard to a possible affair on set, Pitt's then-wife, Friends actress Jennifer Aniston, filed for divorce.

In the months that followed, Pitt and Jolie conceived their first child, daughter Shiloh, now 11, who arrived in 2006. Two years later, their now-nine-year-old twins, Vivienne and Knox, were born. In addition to Pitt and Jolie's three biological children, the ex-couple also shares three adopted children, 16-year-old Maddox from Cambodia, 13-year-old Pax from Vietnam, and 12-year-old Zahara from Ethiopia.

“It is difficult dealing with the media, the fame, career, traveling and everything else that goes with being one of the most powerful women in Hollywood. Brad knows what a dedicated mother Angelina is and how hard that can be for even the strongest men to deal with in a relationship,” the insider continued.

Since their breakup last year, Pitt has been romantically tied to a number of Hollywood actresses, including Margot Robbie, Kate Hudson, Sienna Miller, and Ella Purnell, while Jolie has faced dating rumors involving Johnny Depp.

As the Hollywood Life insider continued, Pitt is well-aware that the lasting relationships between couples require compromise. So, if Jolie, who has been looking quite thin since their split, has or does find someone to love, there's a big chance that she will have to give up a lot of things about her lifestyle. That said, while he wishes Jolie the best, Pitt doesn't believe that Jolie's life is set up for a successful marriage.