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Reese Witherspoon, the woman who made being a legally blonde a career, recently waxed lyrical on the financial blunders she has stumbled through on her yellow-bricked path to wealth.
During an enlightening chat on the “Aspire with Emma Grede” podcast, the Oscar-winning diva, who sold her production company Hello Sunshine for nearly a billion dollars in 2021, reminisced about her money misadventures. “I learned about money from doing things wrong,” she declared, reminding us all that sometimes you have to trip over your own financial shoelaces to learn how to walk without them!
“I don’t know a woman who doesn’t have a disaster financial story in her past,” Witherspoon noted, proving once and for all that if you’re a woman, you’ve probably had a date with debt. She added, “Whether it’s your sister or your grandmother, they all have a story involving a loss of funds – like a bad reality show, just without the cameras.” Apparently, losing money is the universal bonding experience of the sisterhood.
Reese Witherspoon shared her candid money advice after “doing things wrong.” (TheStewartofNY/WireImage)
Delving deeper, Witherspoon recounted tales of financial mishaps: “Debt. So much debt.” This revelation triggered a wave of nodding heads from women everywhere who have mistaken their credit cards for confetti. Witherspoon, who began her illustrious film career at 14—yes, even before most of us knew how to do our own laundry—started raking in the big bucks while navigating the tricky waters of Hollywood youth.
Ah, Reese’s ‘legally blonde’ marriage to fellow actor Ryan Phillippe at the ripe age of 23, just three months before they welcomed their first child. Because what’s more financially catastrophic than mixing love and young parenthood? They subsequently added another little bundle of joy before hitting the divorce courts in 2008 faster than you can say ‘alimony.’

Witherspoon became one of the highest paid actresses in Hollywood after starring in “Legally Blonde.” (Getty Images)
Once she hit the jackpot with “Legally Blonde,” millions rolled in, like waves of confetti at a Hollywood party thrown by someone who forgot to check the budget. Looking back on her financial youth, she sighed, “I was making money, and I was a young mom, and I did not save correctly.” Truly the mantra of many a financially chaotic woman.
Despite her slight miscalculation, Witherspoon reassured us that she was “fine” but deeply aware of her missed investment opportunities. “I did well, but I could have done amazing,” she mused, leaving us all to wonder just what ‘amazing’ might look like for someone already knee-deep in cash. Listen, Reese, we’re all striving for ‘amazing’ too—perhaps we need a financial fairy godmother?
As she dished out her top financial advice, Witherspoon solidified her wisdom: “Don’t get into debt,” she warned, as if credit cards were reminiscent of ex-boyfriends—something we should avoid. “Pay off those credit cards and don’t treat money like it’s your best friend,” she emphasized. “Because it’s not. It’s more like a guy who keeps flaking on dinner plans.”

The actress admitted that she “did not save correctly.” (Getty Images)
In a moment grounded in heartfelt sincerity, she underscored, “Don’t let anyone control you with money,” a lesson that surely resonates well beyond the glitzy confines of Tinseltown. After all, financial freedom is about keeping your own purse strings tight—maybe even tighter than a diva’s grasp on her Oscar. Witherspoon’s family history of financial turmoil fuels her passion for helping women understand money, showing us all that financial literacy isn’t just a buzzword; it’s the key to self-sufficiency and empowerment.
In conclusion, if Reese Witherspoon—a woman who can sell a production company for a solid billion—can learn from her financial missteps, perhaps there’s hope for the rest of us. So take note of her advice, and remember: you don’t need a stiletto or a pink legal pad to get your finances in order—just common sense and a smidgen (or a ton) of wisdom!
