Leah

Fifteenish

Business EN ↓ 69 episodes

Fifteenish is a podcast about the real, messy, beautiful stories behind what it takes to build a business as a woman. I'm Leah, and I'm kind of obsessed with founder stories. Not the highlight reel; the actual story. The moment she almost quit. The pivot no one saw coming. The decision that made zero sense but ended up changing everything. I zoom in on one moment in a founder's story and tell you that. Think of it like the cliff notes version of the part that actually matters. Because the best lessons don't come from a blueprint. They come from hearing someone else's story and thinking, "Oh sh...

Author

Leah

Category

Business

Podcast website

heymabella.com

Latest episode

Jul 9, 2026

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Episodes

She Built 23andMe, Watched It Go Bankrupt, Then Bought It Back — The Anne Wojcicki Story 09.07.2026

Anne Wojcicki co-founded 23andMe in 2006 with a radical idea: let ordinary people access their own genetic information without going through a doctor or hospital. She got named Time magazine's Invention of the Year in 2008, fought back the FDA when they ordered her to shut down her health reports, became a self-made billionaire when the company went public at nearly six billion dollars in 2021, an...

She Made $6.7 Million with the Yap On Camera Challenge — The Jessi Jean Home Story 02.07.2026

Jessi Jean spent 7 years building a $2.7 million coaching business helping women heal their relationship with food — then walked away when becoming a mother completely shifted her identity. After two and a half years of career confusion, she started brand new Instagram and TikTok accounts in November 2025 with almost no followers, made herself one promise (one post every single day for a year), an...

SmartSweets Founder Tara Bosch on Building Snackish 25.06.2026

Tara Bosch sold her first company for $360 million before she turned 30. Before that? A failed wall decal business in college, $105,000 in debt to fund a candy recipe she taught herself out of food science journals, and a basement kitchen where the steam got so bad her landlord thought she was cooking something illegal. In this episode I talk about a line from Tara that got me while I was research...

Vera Wang: Building a Fashion Empire After Starting at 40 18.06.2026

Vera Wang didn't start the thing she's most famous for until she was 41. Before that? A failed shot at the 1968 Olympics, 17 years building a career at Vogue only to get passed over for editor-in-chief, and a quiet belief that maybe her window had already closed. In this episode I talk about a post that's been on my mind, about how the timelines we think we're supposed to be on are completely made...

The Business Behind The Pioneer Woman with Ree Drummond 11.06.2026

Ree Drummond grew up a surgeon’s daughter in Oklahoma with big plans — USC, then Chicago for law school. And then she went home for a visit, walked into a bar, and met a cowboy. She gave up Chicago, moved to a cattle ranch eight miles outside of a town of 3,600 people, and at one point was hauling water because the ranch lost running water for months. Her city friends called her The Pioneer Woman...

Kitsch Founder Cassandra Morales Thurswell on Building a Global Brand 04.06.2026

Kitsch is one of those brands that's everywhere right now and most people have no idea who built it or how. In this episode I talk about Cassandra Morales Thurswell, the founder and CEO who started Kitsch in 2010 in her LA apartment with $30,000 of her own savings, making hair ties by hand. What I didn't know when I started researching her is that Kitsch was her seventh business. The first six did...

Building FIGS: Heather Hasson's Story 28.05.2026

Today's episode starts with a cup of coffee. Just two friends catching up after a long shift; one of them a nurse practitioner at Cedars-Sinai, still in her scrubs. And Heather Hasson looked at her friend and thought: you are a highly educated professional who just spent sixteen hours keeping people alive. Why are you wearing that? Heather Hasson is the co-founder of FIGS — the medical apparel bra...

Jamie Kern Lima and the $1.2 Billion IT Cosmetics Exit 21.05.2026

Before I get into Jamie's story, I share something persona... a season in my life I don't talk about much. A relationship that slowly took everything from me, and the moment someone laughed in my face when I said I wanted to get into real estate. I left. Got my license. Became rookie of the year. And I think about that laugh every time I come across a founder who had their own version of it. Jamie...

Building Blogilates & POPFLEX with Cassey Ho 14.05.2026

What do you do when the person who loves you most tells you that your dream is a path to failure? Today's episode is about exactly that moment — and what gets built on the other side of it. Cassey Ho is the founder of POPFLEX and Blogilates — two eight-figure activewear brands with over twenty million followers and a presence in every Target in America. Her parents immigrated from Vietnam, rebuilt...

Dot's Pretzels: From Family Recipe to $1.2 Billion Brand 07.05.2026

There's a pressure that's always there — a little voice that says move faster, do more, scale quicker. I feel it too. And I think a lot of us do. So this episode is for anyone who's in a season of trying to find their rhythm and wondering if the pace they're moving at is enough. Dorothy Henke is the founder of Dot's Homestyle Pretzels — those buttery, garlicky, impossible-to-stop-eating seasoned p...

The Jen Rubio Story | Away 30.04.2026

Jen Rubio was born in the Philippines and moved to New Jersey at seven years old. She arrived in a classroom where she didn't look like anyone around her, got placed in ESL classes, and spent years hiding her accent, her food, her whole self — just trying to belong. In this episode of Fifteenish, I'm not talking about the suitcase or the billion dollar valuation. I'm talking about that classroom....

The Jen Atkin Story | OUAI 23.04.2026

Jen Atkin grew up in a conservative Mormon community in Utah, adopted at birth, with one tiny salon in her town and a dream that had nowhere to go. At nineteen she moved to Los Angeles with $300, spent a year calling salons with no callbacks, and took a receptionist job on Beverly Boulevard just to get in the door. In this episode of Fifteenish, I talk about how she worked her way from answering p...

The Emily Tout Story | Mighty Slice 16.04.2026

I found today's founder the way I hope more founders find each other... completely by accident. Alice Bugeja, the founder of mileoff, was out on a run when she spotted a woman wearing her gear, ran up to introduce herself, and discovered she was talking to a founder. That founder was Emily Tout, co-founder and CEO of Mighty Slice. Alice even posted a reel about it. And I went down a rabbit hole im...

The Allison Ellsworth Story | Poppi 09.04.2026

Allison Ellsworth is the co-founder of Poppi, the prebiotic soda brand acquired by PepsiCo in May 2025 for $1.95 billion. In this episode of Fifteenish, I talk about how she spent ten years on the road in the oil and gas industry, developed serious health problems nobody could diagnose, fixed it herself with apple cider vinegar, and then spent three months in her kitchen trying to make it taste go...

The Alice Bugeja Story | mileoff 02.04.2026

There's a voice most of us have. The one that says not yet, not you, not this. And today's founder built an entire brand around proving it wrong. Alice Bugeja is the solo-female founder of mileoff — a women's running brand she built completely from scratch, self-funded, while working full time at Dyson, in a city where she barely knew anyone. She spent two years building in secret before anyone kn...

The Story Behind Orangetheory with Ellen Latham 26.03.2026

Three weeks into marathon training (not a runner, by the way) I hurt my foot. And the frustration of being forced to slow down right when I'd finally found my momentum sent me straight to Ellen Latham's story. Ellen was a single mom in her forties when she got fired from her dream job without warning. No plan. No backup. Just a Pilates certification and a spare room in her house. What she built fr...

The Tiffany Masterson Story | Drunk Elephant 19.03.2026

Tiffany Masterson wasn't a beauty insider. She wasn't a chemist. She wasn't even looking to build a company. She was a stay at home mom in Houston who got a one-star review on a product she was selling, and instead of quitting, she decided to go make something better herself. In this episode, we talk about the moment that started everything, the midnight research sessions that turned her into an e...

The Koreen Odiney Story | We're Not Really Strangers 12.03.2026

We're Not Really Strangers has become one of the most recognizable brands of the last decade, those red and white cards, those questions that make you go quiet for a second. But most people have no idea where it actually came from. In this episode, we talk about Koreen Odiney, founder, photographer, and the woman who turned a broken heart into a global movement. At 16, after her first heartbreak,...

The Payal Kadakia Story | ClassPass 05.03.2026

I just signed up for a marathon. 26.2 miles. And I am not a runner. I've started and stopped workout plans so many times over the last ten years. But when World Vision came to speak at our church, I felt like she was speaking directly to me. She said, "If you're sitting there thinking I'm not an athlete, or I'm not a runner, you can do this." And I realized I literally had no excuses. So I signed...

Canva: From Startup to Multi Billions 26.02.2026

The last few weeks, we've talked about Hilary Duff stepping back, Katrina Lake refusing to step back, and Emma Grede building in the background. This week, we're talking about rejection. A lot of rejection. Melanie Perkins got rejected by over 100 investors while trying to raise funding for Canva. Over three years, she heard no again and again. One investor literally fell asleep during her pitch....

The Emma Grede Story | Good American 19.02.2026

The last couple weeks, we talked about Hilary Duff stepping back and Katrina Lake refusing to step back. This week, we're talking about Emma Grede, a woman who built a hundred million dollar brand without anyone even noticing. Emma co-founded Good American with Khloe Kardashian, but everyone assumed Khloe was the brains. Emma was the one in the factories, negotiating with manufacturers, building t...

The Katrina Lake Story | Stitch Fix 12.02.2026

Last week, we talked about Hilary Duff stepping back from Hollywood to be a mom. This week, we're talking about a woman who refused to step back; Katrina Lake, founder of Stitch Fix. When Katrina was seven months pregnant and pitching investors, everyone kept asking the same question: "How are you going to do this?" They doubted whether she could be both a founder and a mom. They suggested she slo...

Hilary Duff's Reinvention from Disney Star to Singer-Songwriter 05.02.2026

After Hilary left Disney, she made a choice a lot of people didn't really get. She stepped back from Hollywood. Not because her career failed or anything like that. But because she chose to build a real life over chasing fame. In this episode, we're walking through the years when people kind of forgot about her. How she came back with shows like Younger. And why her return to music now isn't about...

Holding Two Things at Once 29.01.2026

This week's episode is different. I'm processing in real time what it means to hold grief and life at the same time; losing my grandma, watching what's happening in my community here in Minnesota, and trying to show up for my kids, my business, and my own life while carrying all of it. If you've ever felt the weight of the world pressing down on you while still trying to function, this episode is...

Thirty Minutes Too Late; When Someday Becomes Never 22.01.2026

My Grandma died, and I didn't make it in time to say goodbye. I was thirty minutes too late. Five and a half years ago, my family had a falling out and I let fear keep me from reaching out to her. I convinced myself I had time, that someday I'd be brave enough to have the hard conversation. But someday never came. This episode exists because I wasn't brave enough when it mattered. I'm recording th...

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