9 to 5ish with theSkimm

Leah Busque Solivan is an engineer and entrepreneur. In 2008, she became a rising star of the gig economy when she quit her job at IBM to found TaskRabbit, the mobile and online marketplace that hooks you up with people to help with everything from picking up your laundry to building your furniture. She sold her baby to IKEA in 2017 and now she’s using her expertise to help other startups as a gen...

When Phoebe Gates started her company, Phia, her parents – yes, those Mr. and Mrs. Gates – wished her good luck and didn’t invest a penny. And while her last name lends it self to opportunities other people might not get. But instead of letting the nepo-baby convo overshadow her entrepreneurship, Phoebe shares why the pressure to live up to her family name actually is a positive thing. In this epi...

Leah Garcia’s career path has never been a straight line. It’s ben more like a rodeo loop. She grew up as the daughter of ranchers, went to college on a rodeo scholarship and became a pro mountain biker. All that happened, then she had a career as a TV sports reporter, and now, the founder of Nulastin, a cult beauty brand she launched with zero investors, no pitch deck, and plenty of grit. Today,...

Trinny Woodall went from recovering from addiction in her mid-20s to becoming one of the most beloved authorities in style and fashion. She landed a lucky break with a weekly style column in London, then parlayed her expertise into the TV show What Not to Wear. Life threw her some curveballs, from mourning loved ones to going through 16 rounds of IVF. Today, Trinny gets real about the sacrifices s...

Norma Kamali started her career when women were expected to type memos in Mad Men-esque offices, not build their own empires. She came of age in 1960s New York City and since then, Norma's become one of the most influential names in fashion. Norma is responsible for iconic looks like Farrah Fawcett’s red swimsuit, the sleeping bag coat, and some of the earliest activewear, before “athleisure” was...

Author, businesswoman, designer, and chef Joanna Gaines used to let guilt and anxiety consume her. As a mom of five children, and as one half of one of the most successful lifestyle brands in the country, Joanna is now battling her burnout by letting go of those feelings. This week, we spoke to Joanna about that shift to free herself from the pressure of expectations and what it’s unlocked for her...

Nili Lotan’s career didn’t begin on the runway. It started in corporate fashion, where she spent over two decades working at major brands like Ralph Lauren and Liz Claiborne. Then, in her late 40s — newly divorced, with a 9-year-old at home and two kids heading to college — she launched her namesake brand from the ground up. No outside investors or business plan. Just instinct, confidence, and a c...

Thasunda Brown Duckett, the President and CEO of TIAA, had a “meteoric rise” in the world of finance. As the former head of Chase Consumer Banking, and now as one two Black women who currently leads a Fortune 500 company, she realized early on that “work life balance” was a myth. Instead, Thasunda lives her life like it’s a diversified portfolio, allocating time and shifting her investment in diff...

Sali Christeson actively suppressed her idea for Argent for years. She was killing it at her job at Cisco – she didn’t have time to start her own company. But after spending over a decade in male-dominated companies, where business casual was a non-negotiable, Sali realized that most women’s workwear just…wasn’t working. Sali tells the story of how she went from wearing pocketless pants to buildin...

After every election she’s covered, Abby Phillip has the same thought: I can’t do this anymore. It’s her mind waving a red flag – and a sign of burnout after months of chaos. Over the years, Abby’s had to navigate a fast-moving digital media world at the same time as some of the most divisive political chapters in our lives. Now, she’s sharing how she’s learned to push through –  and the secret th...

When Cathy Engelbert found out she was pregnant, she resigned from a decades-long climb to becoming a partner at Deloitte. In her mind, being a good mom and a good exec couldn’t coexist. But one male colleague saw her potential — and told her so. That changed everything. Cathy stayed, asked for the flexibility she needed, and learned to advocate for herself. She went on to become Deloitte’s first...

Dawn Staley helped Team USA’s women’s basketball team win gold at the ‘96 Olympics. It was the highlight of her career. Yet she fell into a depression that was so bad, she didn’t even want to look at a basketball. Nothing prepared her to process reaching such a milestone. She was left asking herself: now what? With a resumé is full of career-highs (hi, 3x national champ), Dawn says the real reward...

Melanie Masarin once pitched Glossier’s founder to do a pop-up at a former fried chicken shop. Her response? “I don’t get it, but I trust you.” It was a career-defining moment for her. Because getting approval from the founder meant she couldn’t afford to mess it up. Listen as Melanie shares why being given major responsibilities in her mid-twenties shaped her career. Plus, how it prepared her to...

Alice Waters never cared about making money. After more than 50 years in business, she still doesn’t. She opened her restaurant, Chez Panisse, with money that friends and family lent her. They had no expectations of ever seeing it again. It’s no surprise, given she’s sparked a slow food revolution where consuming food slowly and resisting the industrial food system is the name of the game. Some ca...

Karissa Bodnar once got advice from a peer – she needed real friends, not just “deal” friends. It wasn’t a dig. Entrepreneurship is lonely. And if Karissa was going to make it as a founder, she’d need friends who cared about her and not the number of zeros in her bank account. Karissa sits down with us to share how she found those kinds of friends, the time she got ghosted out of a big investment,...

Kristen Kish didn’t grow up dreaming of becoming the first woman of color to win Top Chef—or of one day hosting the show. She grew up in the Midwest as a Korean adoptee and those wins hadn’t crossed her radar. But with a little luck—and a lot of support—she got there. Listen as Kristen shares how one mentor changed everything by challenging her to think beyond day-to-day dinner service and chase a...

Geri Halliwell-Horner, aka Ginger Spice, practically invented girl power and forever holds a special place in our millennial hearts. In her twenties, she answered a magazine ad and ended up making pop history with the Spice Girls. In her thirties, she felt the pressures of “time lines” and adult-life creeping in. Welcome to the club. Listen as Geri shares how girl power carried her through her pos...

Tinx never set out to be known as “TikTok’s older sister.” But five years of real talk on taboo topics – dating in your 30s, botox, and having zero clue what to do in life – makes a name like that stick. Social media and influencing has gotten crowded since Tinx started posting on TikTok during COVID, and she admits she’s been rethinking her relationship to the internet and her business. Tinx shar...

Audrey McLoghlin’s peer once compared her to a cockroach that could withstand nuclear warfare. Weird compliment? Maybe. But Audrey says she was touched. She grew up with an alcoholic father and learned early to rely on herself, not a partner, to make ends meet. As a serial entrepreneur in fashion, she’s built her businesses through some of the toughest economic times—think: the Great Recession and...

Before Emily Oster became a go-to parenting expert, she was an econ professor waiting on a tenure decision at the University of Chicago. While waiting, she published Expecting Better, a book that moms-to-be consider to be a parenting Bible. She got rejected for tenure, then spent over a decade believing the book was a “professional mistake”. Parents everywhere beg to differ. Listen as Emily shares...

Erin Burnett flirted with the idea of becoming a CIA agent one day, drawn to the undercover thrills. Instead, she crunched numbers at Goldman Sachs as a financial analyst, then pivoted to be a broadcast journalist. While she never became a secret spy or ran a Wall Street empire, she didn’t let her interests or skills collect dust. Listen as Erin shares how she fused her business knowledge with her...

For millennial women, Julia Stiles needs no introduction. She portrayed some of our favorite characters growing up – like Kat in 10 Things I Hate About You and Sara in Save the Last Dance – and challenged one-dimensional portrayals of female characters. After two decades as an actor, Julia has taken her talents behind the camera to direct her first film, Wish You Were Here. Listen as she shares ho...

Unlike MBA grads focused on scaling and selling companies, Pam Weekes and Connie McDonald built Levain Bakery with no intention of selling. Baking was the life plan, the thing they’d do til their hands couldn’t anymore. They embraced slow, sustainable growth for years with no regrets. Then came a compelling offer and a gut feeling that led them to finally take on an investor. Listen as Pam and Con...

In 2015, Laura Coates traded courtroom drama for newsroom deadlines, leaving her job as a Justice Department prosecutor to dive into a journalism career. She was a new mom with no media experience or contacts, but knew she’d regret it if she never tried. Fast forward to today. Laura is CNN’s Chief Legal Analyst, a Sirius XM host, and a trusted voice on today’s most pressing legal stories. Despite...

Laura Modi’s organic baby formula company, Bobbie, thrived during a formula shortage that saw nearly 50% of the nation’s formula supply vanish. As desperate moms searched for alternatives, many turned to Bobbie, leading to massive growth—until the demand threatened the supply. Laura faced a critical decision: continue accepting new customers or pause growth so OG Bobbie babies were taken care of....