Sophia Amoruso's company Nasty Gal was worth $100M at its peak

Sophia Amoruso coined the term 'girlboss' with her bestselling memoir

Sophia Amoruso turned a small eBay shop into Nasty Gal, a $250M fashion empire. Her success sparked the #Girlboss movement after her bestselling memoir, but behind the rise was a rapid fall. Leadership struggles and financial missteps led to bankruptcy in 2016.

A post-game interview with Sophia Amoruso directly after her 2016 Forbes cover

This article from 2016 is a time capsule of sorts. It includes an interview with the person who coined the term “girlboss,” Nasty Gal founder Sophia Amoruso, that took place just after she appeared on the cover of Forbes magazine. We now know that her company would go on to file for bankruptcy the next year.

The woman who coined the term ‘girlboss’ now has a VC firm called Trust Fund

In 2006, Amoruso founded the clothing company Nasty Gal, then later wrote a memoir called “#Girlboss” about her company’s meteoric rise. Later, she launched other ventures, including her “Business Class” business coaching series and the venture capital fund “Trust Fund.”

In 2006, Macy's was worth $20B—but as of 2024, its market cap was just under $5B

Macy's went from roughly 800 to 500 stores within the same time period. Macy’s has spent the recent years since the pandemic closing swaths of stores.

Red Lobster lost $11M on endless shrimp promotions—but its real estate holdings were what dragged it to bankruptcy

Golden Gate Capital, a PE firm, bought Red Lobster in 2014 for $2.1B. Golden Gate then sold Red Lobster's real estate, more than 500 storefronts, which generated $1.5B in revenue and helped finance the PE firm's acquisition of the company. Analysts say increased debt, high rent costs, and low equity put Red Lobster in an impossible position, leading to its 2024 bankruptcy filing—although the shrimp bill probably didn't help.

Theranos and Pets.com are among some of the biggest startup failures ever

You might have heard of Theranos, Elizabeth Holmes’s one-time blood testing company that landed the founder in prison for more than a decade after she was charged with fraud. The rest of the startups on a list of five of the biggest startup failures ever might not be as famous as Theranos, but they were met with similarly disastrous fates.

Can Shein escape its Chinese roots?

Many Chinese companies are currently facing issues as they spread into global markets today. Shein, a Chinese clothing retail company, now accounts for half of fast-fashion sales in America. But its parent country has created issues, causing concern for people abroad about data security and supply-chain ethics. While Shein has moved its headquarters to Singapore and avoids selling in China, they continue to face scrutiny from Americans.

Rent the Runway recently lost over 90% of its value

The COVID-19 pandemic and increased competition post-2020 are just two factors plaguing the designer clothing rental company.

The 'big bang' of the dot-com era: Netscape's stock price doubled on the day of its initial public offering

The company behind the browser that revolutionized search went public on August 9, 1995. Just before the IPO, the company increased its initial opening price from $14 to $28. On the day the company went public, shares traded as high as $71 before closing at $58.25. The company's market capitalization exceeded $2B. The eye-popping IPO is largely considered the beginning of the dot-com bubble.

Around 60% of female billionaires in the US are considered self-made

There are 154 female billionaires in America, and around 60% of them are considered at least partially self-made—meaning some of their wealth comes from a business venture launched on their own. Alice Walton, the founder of Walmart's daughter, is the richest woman in the US, clocking a net worth of $138B. (Some users may experience a paywall.)

Sears filed for Chapter 11 bankruptcy in 2018

Although the retailer may have failed financially speaking, some argue that longevity in itself is a success—the brand operated for over 130 years before that bankruptcy filing, after all.

Yahoo acquired Paul Graham's former startup Viaweb in 1998

Viaweb was the web app tech startup that Paul Graham, Robert Morris, and Trevor Blackwell cofounded before they started Y Combinator. The company sold for $49M and Viaweb was rebranded as the Yahoo Store.

What happens when a hedge fund grows too big, too fast?

Dmitry Balyasny, who heads what has become one of the top US hedge fund firms, got a crash course in finance as a teenager, when he started trading stocks—and started losing money. Balyasny went on to lose a whole lot more money. But, this time, it wasn’t his to lose. To find out more about his firm’s remarkable comeback, read this article.

23andMe declared bankruptcy in March 2025

The consumer genetic testing company, which offered detailed genetic profiles from users' saliva samples, suffered financially after they suffered a major data breach affecting almost 7 million customers in 2023. Its flagship product was a one-time genetic analysis which also made retention of users challenging.

The Marc Jacobs grunge fashion collection

After Nirvana's breakthrough, the grunge aesthetic became a marketable commodity. Fashion designer Marc Jacobs created a collection for Perry Ellis that featured grunge fashion, incorporating thrift store clothing typically worn by grunge bands onto the runway, accompanied by the music of Nirvana and Sonic Youth. Jacobs sent samples of the collection to Kurt Cobain and Courtney Love, but the couple burned them. "We were punkers," Love said in 2010, "we didn't like that kind of thing."

Sam Altman gave his first-ever startup pitch after dropping out of Stanford

He dropped out of Stanford to start Loopt, which sold in 2012 for $43.4M. You can watch his first-ever startup pitch in a video.

Chanel faced major backlash in 2021 over its $825 Advent calendar

Chanel’s $825 Advent calendar drew millions of views on TikTok after shoppers unboxed items like stickers, string bracelets, and a standard dust bag—products many felt didn’t match the luxury price. The viral controversy made the calendar one of the year's most criticized holiday releases.

A unique art piece became the most expensive NFT when it sold for $92M

Non-fungible tokens sold for millions of dollars during their popularity peak from 2021 to 2022, with the top ten most expensive NFTs all costing upwards of $7M.

Nvidia was founded in a Denny's restaurant

Nvidia is one of a handful of companies valued at more than $1T. In its early days, the semiconductor company sold GPUs, or graphics processing units, that were used for video games. But in recent years, Nvidia’s chips have been used for crypto and AI. Nvidia has faced several setbacks on its journey, including when the US sanctioned chip exports to China.

In 2019, a laptop loaded with six of the worst malware in history and described as 'an exhibit of historical weaponry' sold for $1.3M.

The history of the Met Gala

Learn how the famed Met Gala went from a small fundraising dinner to a star-studded event that brings in millions of dollars in donations every year. The gala has always centered on fashion. It’s a fundraiser for the Costume Institute dreamed up by one of the founders of New York Fashion Week. Over the years, that relationship has grown even closer and more creative.

See the small apartment WeWork founder Adam Neumann lived in before he was a billionaire

WeWork CEO Adam Neumann used to share a relatively small apartment in New York City with his wife before he became a billionaire off of WeWork. At one point, the apartment rented for $3K per month.

Gap and Sephora now accept BNPL, despite paying up to 8% per sale

Despite these merchants paying roughly 2% to 8% of each sale's cost (more than they pay for most credit card processing fees), they're signing on, in part, because BNPL can help them improve their conversion rates at checkout.

Nike’s labor practices became controversial in the 1990s—leading to widespread protests of the brand

In the 1990s, Nike came under fire for its use of factories with unsafe working conditions and child labour to produce its products. While Nike didn’t own the manufacturing sites, many people felt Nike was ultimately responsible for using sweatshops in countries like Vietnam and Thailand.

Inside the Sarah Lawrence College sex cult scandal

In late 2010, a middle-aged man, freshly released from prison, moved into his daughter's college dorm and created a group that had all the hallmarks of a cult. Over the decade that followed, he extorted millions of dollars from vulnerable young adults through violence, psychological torture, and forced sex work. Authorities credited his arrest to a magazine article published in 2019 detailing victims' allegations.

Eric Schmidt, Google's former CEO, didn't believe in its ad model at first

He admits the company made many mistakes during its growth from 100 Google employees to nearly 200,000 in 2022. His biggest mistake as CEO involved social media, which was not executed well with the Google+ platform.

Up to a million Girl Scouts sell about 200 million cookie boxes every spring, generating $800 million, largely because refusing a child is frowned upon

SpaceX's S-1 or 'prospectus' revealed many previously unknown details about the company, including its unprofitability despite doing $18.7B in revenue in 2025, exactly how many voting shares Elon Musk will have in the company (roughly 85%), and more.

The Nasdaq's 'Magnificent 7' companies are responsible for roughly 40% of the Nasdaq 100 index's gains, while the remaining 93 companies account for the other 60%.

Sears sold DIY house kits starting at $600 in its famous catalog from 1908 through the 1940s, resulting in roughly 10,000 'Sears and Roebuck houses' being built.

The most expensive ad of all time was for Chanel No. 5 perfume and cost roughly $33M to produce in 2004—about $57M in today's dollars.

How Amazon operates a 'flywheel' business model, a self-reinforcing cycle that drives continuous growth

A vending machine run with Anthropic's AI went out of business after it was convinced to give away items for free and sell a video game console.

US consumers collectively owe more than $1T to credit card companies—almost as much as they owe in auto loans.

Graffiti dates back to at least ancient Pompeii, where citizens scrawled messages to one another on public walls

One of the most famous portraits ever taken is 'Afghan Girl' (1984) by Steve McCurry, yet the subject Sharbat Gula went much of her life without being identified or benefitting from the image's success.

The 1987 Nintendo video game 'Stadium Events' isn't known for being particularly fun, but its scarcity has made it a highly sought-after item that has sold for up to $35K at auction.

A Yale student wrote a profound essay about the consulting industry's influence on elite college students that was published in a book of her writing after she died in a post-graduation car accident.

For centuries, Niagara Falls has been a magnet for daredevils seeking to conquer one of nature's most powerful wonders, with its 200-foot drop and water rushing at 32 feet per second with 280 tons of force.

Memecoins are a type of cryptocurrency—a form of digital currency with a wide variety of uses—created around popular 'memes,' or viral internet jokes.

Comedy legend Catherine O'Hara, star of 'Schitt's Creek' and 'Home Alone,' quit 'Saturday Night Live' after just one week to return to her old job.

A 2019 Facebook event called on attendees to "Storm Area 51, They Can't Stop All of Us," resulting in countless memes, the creation of a music festival, and eventually the arrests of those who did try to approach the area.

Louisiana's 'Cancer Alley' is infamous for having some of the highest industrial pollution, toxic air emissions, and cancer risks in the US.

Domino's Pizza's 30-minute delivery guarantee was responsible for the chain's 1980s surge, but it was discontinued after the company was found liable for delivery driver accidents.

The hormonal disorder PCOS was renamed PMOS in 2026, a move designed to improve care and research by shifting the focus to the hormonal causes of this condition that affects 1 in 8 women.

In 1939, baseball star Lou Gehrig delivered his inspirational 'Luckiest Man' speech after retiring due to the health condition that now bears his name.

SpongeBob exemplifies Aristotle's philosophy for living well because he understands that happiness doesn't come from external factors like money, recognition, or power.

Watch how deep-sea mining equipment collects and processes polymetallic nodules—metal-rich, potato-shaped rocks—from the ocean floor and creates environmentally damaging plumes of sediments.

The first line of 'immortal' human cells, which can divide indefinitely and are used in scientific research, was nonconsensually taken from a Black woman.

The Beatles' US label rejected the band's first two singles, 'Please Please Me' and 'From Me to You,' with one executive calling the band 'dead in the water.'