They’re Worth What!? The Richest Celebrity Couples

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2) Barbra Streisand and James Brolin – $390 Million

Both Streisand and Brolin made their money through careers in the entertainment business many decades ago, her as one of the biggest singers in the music business, him as one of the biggest actors in Hollywood. Streisand dabbled in film as well and was quite successful, leading to the two being household names. But they didn’t link romantically until the twilight years of their lives, in 1996, forming an older power couple that’s tough to match financially.