Brittany and Gabriel Hugoboom (Evie) on Building the “Conservative Cosmo,” the Raw Milkmaid Dress and the Business of Controversy

Brittany and Gabriel Hugoboom (Evie) on Building the “Conservative Cosmo,” the Raw Milkmaid Dress and the Business of Controversy

This episode kicks off a two-part exploration of the modern women’s media landscape. Today, Sammi sits down with Brittany and Gabriel Hugoboom, the husband-and-wife team behind Evie Magazine — a publication often described as a “conservative Cosmo.” Next week, she’ll speak with Sami Sage, co-founder of Betches, a media company with comparatively left-leaning readership. Brittany and Gabriel Hugoboom created Evie with the goal of building a women’s media brand centered in femininity, beauty, and lifestyle without the progressive filter. In this conversation, Sammi digs into how they positioned Evie from day one, what business opportunity they spotted, and whether fashion and politics can ever be separated in 2026. They also unpack the viral Raw Milkmaid dress that set off backlash from both sides, and what that moment taught them about brand power, consumer perception, and the business of controversy.. The Hugobooms also talk about their second company, 28—a cycle-based wellness app backed by Peter Thiel—and how media becomes top-of-funnel for product ecosystems and cultural influence. From modern feminism to the soft-life debate to the death of the girlboss, this episode offers an unfiltered look at the ideas shaping women’s media today—and why Evie thinks the next female-led empire might not look like the last one. Follow Sammi on Instagram Subscribe to the Social Currency newsletter Check out Evie on Instagram Read the New York Times piece Here’s what Brittany and Gabriel cover with Sammi: 00:00 Brittany and Gabriel Hugoboom’s Social Currency 04:08 Being the “Conservative Cosmo” 13:36 The Viral Raw Milkmaid Dress 24:42 Hot Takes on Femininity in 2026 33:57 Dealing with Backlash 36:04 28 38:12 Women's Health 42:05 Product Expansion and Marketing 48:47 Future Vision for Evie and 28 58:28 Industry Predictions Learn more about your ad choices. Visit megaphone.fm/adchoices

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 Saul Cohen (Sammi’s Husband) on Marriage to a Creator, AI Agents for Wall Street and Raising $12.5 Million

Saul Cohen (Sammi’s Husband) on Marriage to a Creator, AI Agents for Wall Street and Raising $12.5 Million

He’s been the most requested guest in Sammi’s DMs… and he also happens to be her husband. Today, Sammi sits down with Saul Cohen, co-founder and CEO of Clifton AI and the third Cohen to ever appear o...

27 Loka 49min

 Mary Holland Nader (Mary & Pip) on Fintech Fundraising, Reality TV and Shame-Free Money

Mary Holland Nader (Mary & Pip) on Fintech Fundraising, Reality TV and Shame-Free Money

Mary Holland Nader spent five years managing money for ultra-high-net-worth clients at Deutsche Bank. Then she quit to film a reality show with her three sisters… and pitched a fintech company on came...

20 Loka 1h 4min

Alpha School: Two-Hour Learning, the $150K Founders School and the Future of AI Education

Alpha School: Two-Hour Learning, the $150K Founders School and the Future of AI Education

What if kids could finish a full day of academics in just two hours? That’s the promise behind Alpha School, the AI-powered private school claiming its students learn 2.6 times faster than their peers...

13 Loka 20min

Natalie Holloway (Bala) on Bootstrapping, Shark Tank and Dupe Culture

Natalie Holloway (Bala) on Bootstrapping, Shark Tank and Dupe Culture

Bala started with $5,000, a sketch and a yoga class that wasn't hard enough. Today, the brand behind the bangles on every workout influencer's wrists is growing 50% year over year with just 12 full-ti...

6 Loka 58min

 Peloton:  First Profit, the Spotify Deal and Why the Stock Still Fell

Peloton: First Profit, the Spotify Deal and Why the Stock Still Fell

For the first time in its history as a public company, Peloton turned a profit. After years of billion-dollar losses, the fitness brand posted $63 million in net income this fiscal year. Just three ye...

29 Syys 15min

Evan Spiegel (Snap) on AR Glasses, Getting Copied by Big Tech and the Social Media Age-Gating Debate

Evan Spiegel (Snap) on AR Glasses, Getting Copied by Big Tech and the Social Media Age-Gating Debate

Nearly a billion people open Snapchat every month, and almost half a billion use it every single day. Fifteen years after Evan Spiegel and his co-founders launched the app, formerly known as Peekaboo,...

22 Syys 52min

 Jim McKelvey (Square) on Beating Amazon, The Innovation Stack and Fixing FDA Drug Trials

Jim McKelvey (Square) on Beating Amazon, The Innovation Stack and Fixing FDA Drug Trials

How does a scrappy startup beat Amazon when Amazon copies your product, undercuts your price and slaps its own name on it? According to Square co-founder Jim McKelvey, you don't. Except, once in a whi...

15 Syys 1h 7min

 Van Leeuwen vs. Rebel: The $24 Million Ice Cream Copycat Lawsuit

Van Leeuwen vs. Rebel: The $24 Million Ice Cream Copycat Lawsuit

A federal judge just ordered an ice cream company to hand over nearly $24 million because their pint looked a little too much like someone else's. Today, Sammi breaks down the case of Van Leeuwen ver...

9 Syys 14min

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