Reese Witherspoon: the dork who became a media mogul
A decade ago, Oscar-winning actress Reese Witherspoon was in the “romcom doldrums”. Now she’s a one-woman conglomerate with a production company and a book club at its core.

Growing up in Nashville in the 1980s, Reece Witherspoon considered herself “a big dork who read loads of books”. That love of stories – and a willingness to bet on herself when the roles dried up – is paying off richly, says Forbes. Last week, Witherspoon scooped a personal $400m after selling a majority stake in her production company, Hello Sunshine, to a Blackstone-backed media entity run by two former Disney executives.
The buyout valued the business at $900m. After a 30-year-long career as an actress and producer, the deal seals her reputation as “one of Hollywood’s most bankable stars” and one of the most powerful players in the entertainment industry.
It marks “an astonishing turnaround” for the performer who, a decade ago, “was trapped in the romcom doldrums” and facing middle-aged career decline, says The Sunday Times. Witherspoon enjoyed a brilliant start. The daughter of medical professionals, who nicknamed her “Little Type A”, she cut her teeth as a child actor.
Subscribe to MoneyWeek
Subscribe to MoneyWeek today and get your first six magazine issues absolutely FREE

Sign up to Money Morning
Don't miss the latest investment and personal finances news, market analysis, plus money-saving tips with our free twice-daily newsletter
Don't miss the latest investment and personal finances news, market analysis, plus money-saving tips with our free twice-daily newsletter
She eventually dropped out of an English literature degree at Stanford to pursue the profession full-time. She shot to fame in 2001 as the star of Legally Blonde and went on to win an Oscar in 2006 for her role in the Johnny Cash biopic Walk the Line. But even after those triumphs, her career faded.
Her first company
The turning point for Witherspoon, now 45, came in 2012 when she turned down an “awful, terrible script” and was told several other actresses were chasing it. “I thought: ‘Oh that’s where we’re at? You’re fighting to be the girlfriend in a dumb comedy? For what?’” That year she founded her first production company, Pacific Standard, with the mission of focusing on “women-led” content. Two big movie hits – Gone Girl and Wild – followed, and the first season of the television series Big Little Lies. In a quest to scale up the venture, she got backing from AT&T and investment firm The Chernin Group, launching Hello Sunshine in 2016. She added a clothing brand and a book club.
Two big developments have sped Witherspoon’s recent fortunes in Hollywood: the #MeToo movement and the arrival of the streaming economy. She has a nose for picking out great stories, “with hot-button social themes”, and turning them into series hits for streaming companies competing for subscribers.
Reece Witherspoon: the new Oprah
Books are “the foundation of Witherspoon’s business”, says Time. Her book club, now running to 2.1 million members, is far from just “a vanity shingle”. Of her 54 selections to date – typically titles “that hit a sweet spot between commercial and literary” – 30 have gone on to make The New York Times best-seller list, “making a tap from Witherspoon one of the most coveted accolades in publishing”. Move over, Oprah.
Some have questioned whether the business, which doesn’t yet have a deep catalogue, is really worth $900m. But what sets Hello Sunshine apart is “the power created by combining” the book club with the production business – and the breadth of the company’s ambition to become a full-scale media empire, says Time.
“I started this company to change the way all women are seen in the media,” says Witherspoon, who will retain an 18% stake in Hello Sunshine. Yet-to-be-realised ventures include podcasting, e-commerce and children’s broadcasting.
Witherspoon is tapping in to the huge “hunger for marquee entertainment brands that can stand out in an increasingly cluttered streaming landscape”, says Forbes. But her goal is much broader. She likens tackling Hollywood to steering a giant cruise ship, by painstaking degree, in a better direction. As she told Time: “I want to make a lot of women a lot of money”.
Sign up for MoneyWeek's newsletters
Get the latest financial news, insights and expert analysis from our award-winning MoneyWeek team, to help you understand what really matters when it comes to your finances.
Jane writes profiles for MoneyWeek and is city editor of The Week. A former British Society of Magazine Editors editor of the year, she cut her teeth in journalism editing The Daily Telegraph’s Letters page and writing gossip for the London Evening Standard – while contributing to a kaleidoscopic range of business magazines including Personnel Today, Edge, Microscope, Computing, PC Business World, and Business & Finance.
She has edited corporate publications for accountants BDO, business psychologists YSC Consulting, and the law firm Stephenson Harwood – also enjoying a stint as a researcher for the due diligence department of a global risk advisory firm.
Her sole book to date, Stay or Go? (2016), rehearsed the arguments on both sides of the EU referendum.
She lives in north London, has a degree in modern history from Trinity College, Oxford, and is currently learning to play the drums.
-
‘I installed a heat pump in my home – here are five things I’ve learnt’
From the size and noise of a heat pump to how much it costs to run one, Ruth Emery reveals what she’s learnt after installing one in her home six months ago
-
3 ways to work out if a stock is good value
The only thing you can really control in investing is the price you pay for an asset – but how can you tell if you’re getting a good deal when it comes to the price of a stock?
-
Lorne Michaels: the ringmaster at Saturday Night Live
Lorne Michaels created Saturday Night Live, a cultural phenomenon that launched the careers of countless stars in America.
-
'Rachel Reeves' plan to force pension funds into UK assets won't work'
Opinion Hustling pension fund cash into British assets sounds like a good idea. It would be better to make Britain an attractive place to invest, says Matthew Lynn
-
Elliot Grainge: the music mogul of the TikTok age who will now helm Atlantic Records
Elliot Grainge, the entrepreneur behind the upstart music producer 10K Projects, has taken over the top job at Atlantic Records, the label synonymous with musical greats. Can he transform its prospects?
-
Supersonic travel: How China could 'leapfrog' US and Europe's commercial aviation industry
Opinion Innovation in commercial aviation has been stuck for 60 years. A commercial supersonic jet might be back on the market soon, but will China get there first?
-
How British businesses can tackle Trump's tariffs
The majority of British businesses are likely to take a hit from the chaos caused by Trump’s tariffs to reorder global trade. Companies in the firing line face some difficult decisions, says David Prosser
-
Ben Cohen: The Ben & Jerry’s co-founder who wants to break away from Unilever
Ben Cohen of Ben & Jerry’s ice cream is seeking to break away from Unilever, the conglomerate he sold out to in 2000. It’s a battle for the soul of the brand synonymous with corporate do-gooding.
-
Trump wants to colonise Mars – will it happen?
Donald Trump wants to plant the US flag on Mars. Could humans really live there?
-
Anne Wojcicki: the 'daring' 23andMe CEO who reached too far
Profile Anne Wojcicki dreamed of a revolution in personal genomics and medicine and set up 23andMe in 2006. Its collapse into bankruptcy provides a cautionary tale