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

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.

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

In 2006, Sophia Amoruso started an eBay shop that would later transform into the clothing company Nasty Gal. However, Amoruso’s rags-to-riches success with Nasty Gal didn’t last. After multiple rounds of layoffs and employee complaints, the company filed for bankruptcy in 2016.

Sophia Amoruso reflected on the girlboss movement 10 years later

It has been more than a decade since 2014, the year Sophia Amoruso published her book "#Girlboss," which became a New York Times bestseller. Since then, Amoruso has more or less journeyed through the seven circles of the corporate underworld, and the "girlboss" has been declared dead. This podcast episode lets listeners hear her thoughts on the legacy of the girlboss phenomenon 10 years after she started it.

Many of the 2010s girlboss-era founders experienced a public fall from grace in 2020

In the 2010s, dozens of female founders were celebrated on the covers of business magazines like Inc. for their recent startup success, from Emily Weiss’s Glossier makeup brand to Steph Korey’s Away luggage company. But many of these companies were also the subject of large takedown articles around the year 2020.

Girlboss founder Sophia Amoruso doesn’t use the word 'girlboss' anymore

An article dives into not only the origin of the term “girlboss,” but also the quotes from the woman who coined the term about her thoughts on the word and the movement around it. In the piece, she explains that she doesn’t identify with or claim the word "girlboss."

The Girlboss TV show is generally regarded as a failure

Sophia Amoruso’s memoir, “#Girlboss,” spawned more than just a cultural movement—it also inspired an ill-fated television show that is remembered as one of Netflix’s first major failures.

Sheryl Sandberg's 'Lean In' book championed similar philosophies as the '#Girlboss' book

Sheryl Sandberg left her top executive position at Facebook around the same time that other girlboss-era founders stepped down from their companies or faced backlash about how they treated their employees. An article explores the part Sandberg played in the girlboss movement, and why her Facebook exit was significant.

Many female-founded companies were branded with the color 'millennial pink.'

The values espoused in 'Lean In,' a book by a female Facebook exec, was part of the girlboss movement's doctrine

Sheryl Sandberg, a top executive at Facebook, published "Lean In," her career-advice book for women, in 2013. The book would go on to spend more than a year on The New York Times Best Sellers list and contribute to a cultural movement.

The word ‘girlboss’ went from a compliment to an insult in a matter of years

What’s the difference between a girlboss and a career woman? The simplest answer, perhaps, is time. Once it was the term "career woman" that translated female ambition as selfish, immoral, and slightly ridiculous; now, "girlboss" does the job.

The Black Lives Matter movement coincided with the fall of the girlboss

It’s no coincidence that the white women who were seen as the faces of the girlboss movement (founders such as Audrey Gelman of The Wing and Christene Barberich of Refinery29, for instance) stepped away from their companies around the same time that America stepped into its era of racial reckoning with Black Lives Matter.

Meta's former chief operating officer, Sheryl Sandberg, is a highly influential female business leader

Sandberg joined Facebook as the chief operating officer in 2008, after previously serving as former Treasury Secretary Larry Summers' chief of staff under the Clinton Administration and the vice president of global sales and operations at Google. She built a personal brand for herself as a feminist business leader through becoming Facebook's first female board leader in 2012 and her 2013 book "Lean In: Women, Work, and the Will to Lead."

Nonprofit VC funds invest in startups, but have donors instead of LPs

Examples include Andreessen Horowitz’s TxO (Talent x Opportunity) Initiative and Fifth Star Funds, which allows donors to write “Friends & Family” checks for Black tech founders.

Famous scammer Anna Delvey lied about having a $67M trust fund

Delvey conned New York City’s elite with her lies, saying that she was a German heiress and defrauding the city’s banks, restaurants, and more out of more than $275K in just 10 months. Her story was even turned into a Netflix series while she was in prison.

The Recount explains why girlbosses get accused of being 'white feminists'

In a video, a podcaster interviews an expert on the girlboss movement and a separate expert on “white feminism” in an attempt to understand how these two ideas intersect and overlap. It also includes a definition of white feminism and an explanation of how it differs from other types of feminist thought.

Around 60% of female billionaires in the US are considered self-made—meaning at least some of their wealth comes from a business venture launched on their own.

The term 'startup'—which is typically used to describe private companies in their early stages of operation that focus on innovating new products or services to meet a market gap—can be traced back to a 1976 Forbes article.

Andreessen Horowitz is among the most well-known venture capital firms

Also known as a16z, the firm has invested in companies such as Airbnb, Facebook, and Lyft since its founding in 2009. A podcast episode offers a deep dive into how the firm got started and became the industry disruptor it is today.

How venture capital firms came to be

The venture capital firm that kickstarted an industry.

Venture capitalists were once bullish on DTC brands

While a physical store can only hold so many objects, online retailers without the limits of four walls that could sell their products direct-to-consumer could theoretically be great investments. But they didn’t always provide investors with expected returns.

Bumble's origin story includes a Russian billionaire, a Tinder cofounder, and a private jet.

Many startup founders pull out-of-the-box stunts to get their businesses off the ground.

Stanford’s ‘How to Start a Startup’ series

Stanford’s archive of lectures about creating a startup includes advice from Y Combinator notables such as former YC president and OpenAI CEO Sam Altman and YC Cofounder Paul Graham.

Y Combinator changed the way startups around the world are built

Many of the philosophies that the leaders of Y Combinator have infused into the program’s portfolio companies have become the playbook for building the next big thing, such as its focus on founder personality and more.

Caroline Calloway: The influencer who botched two six-figure book deals

The daughter of a real estate mogul, Caroline Calloway was an Instagram influencer who leveraged her "Cambridge captions"—young adult novel-esque descriptions of college parties—into a six-figure book deal in 2014. After having failed to produce...

Why women are underrepresented in VC

Only about 11% of investing partners at venture capital firms are women, according to Harvard Kennedy School research. What’s more, only about 13% of VC dollars go to startups with a woman on the founding team. To learn more about why women are so often sidelined on both sides of the venture capital equation, click here.

Venture capital is a type of financing that firms and funds use to invest in startups they believe have the potential for long-term growth

Household name companies such as Airbnb and Uber might not exist without venture capital, which is commonly referred to as "VC" for short.

Dating app Bumble Founder Whitney Wolfe Herd is considered the youngest self-made female billionaire.

In the 1870s, a woman from Boston ran a Ponzi scheme disguised as a bank by women, for women that promised 8% interest.

Despite many influencers having loyal followings, creator-led brands often fail when the hype from first-time buyers dies down and doesn't translate into repeat purchases.

Read a primer on Elizabeth Holmes, the disgraced founder of biotech startup Theranos who was sentenced to prison for defrauding investors.

How Martha Stewart became the first self-made billionaire woman

Through her cooking shows, cookware, and media empire, Martha Stewart ascended to billionaire status in 1999, becoming America's first woman to achieve that number on her own. Despite a conviction in 2004 and time spent in prison, Stewart rebounded and continues to develop product lines and media, with an estimated net worth of $200M. Read more about her story here.

Cyan Banister, once homeless, was an angel investor in Uber, SpaceX, and DeepMind.

Y Combinator was founded in 2005 to bridge gaps between founders and investors

In one of Paul Graham’s essays on his website, he took the time to explain how and why he and his cofounders (including his girlfriend at the time, and now wife, Jessica Livingston), came up with the idea of and eventually created Y Combinator.

Explore Bessemer's anti-portfolio of missed opportunities

From Pinterest to Yelp, Bessemer Venture Partners—one of the most well-known VC firms—has invested in many successful companies over the years. But the firm has also kicked itself for passing on a few great opportunities, like Apple and Google. Check out the other companies in Bessemer's "anti-portfolio" here.

'The Fund' exposed culture problems and scandals at Bridgewater Associates

In 2023, Rob Copeland—who covered Bridgewater Associates for The Wall Street Journal for 10 years before moving to The New York Times—wrote a book that drew from interviews, company documents, and meeting recordings. "The Fund" highlighted sexual harassment scandals, a company contract to hire strippers, and a toxic company culture. Dalio has criticized the author for being sensational and a gossip.

Former LuLaRoe vendors have accused the clothing multilevel marketing company of operating a pyramid scheme, resulting in more than 50 lawsuits and a $4.75M settlement.

Cathie Wood is one of the most famous modern figures in ETF investing

Cathie Wood is the fund manager and stock picker behind Ark Invest and its flagship Ark Innovation ETF. Her strategy centers around disruptive technology, and she’s made bold bets on cryptocurrency and companies like Tesla, Robinhood, and Nvidia. Wood has a loyal following of retail investors who watch her daily trades religiously.

A longtime member of the American Association of University Women, Nancy Roman bequeathed over $8M to the AAUW upon her death in 2018 to increase the number of women in STEM careers.

One Facebook investor turned $500K into $1B

Peter Thiel was Facebook's first big investor. In 2004, he invested $500K into the social network, long before the company owned Instagram or renamed itself "Meta." In 2012, when he sold off most of his stake, he turned that initial $500K investment into more than $1B in cash.

The '90s riotgrrrl movement brought female-fronted bands to the front

The movement—which pushed back on punk’s misogyny and argued for a countercultural form of third-wave feminism—began in self-published magazines before taking root in bands like Bikini Kill and Bratmobile. The scene’s music and ethos can still be found in contemporary acts like Olivia Rodrigo.

In 2023, venture capital firms invested $170B in over 15,000 US companies

That's a significant drop from 2022’s $242B, reflecting market uncertainty but continuing VC’s role in scaling transformative ideas. Rooted in early risk-sharing models, venture capital took off with firms like ARDC in 1946, later evolving into today’s influential players like Sequoia Capital and Andreessen Horowitz.

Blackstone acquired a majority stake in Bumble's former parent company in 2019 ahead of the dating app's IPO

The New York City-based investment management company paid about $3B for its stake in female-focused dating app Bumble. The app's 2021 IPO that made Bumble Founder and CEO Whitney Wolfe Herd a billionaire at age 31 proved lucrative for Blackstone as well.

Uber's first investors included StumbleUpon founder Garrett Camp

In 2010 when Uber went out to raise money, prominent investors including Mark Cuban and Gary Vaynerchuk passed. Vaynerchuk actually said no twice.

7 angel investors funded Google in its early days

Entrepreneur Shaan Puri shares how seven strangers acted as Google’s earliest angel investors. The first gave Google $100K without even putting his equity agreement in writing. The investors on “Shark Tank” use their personal funds to support startups, but they’re often more predatory about terms than typical angels.

The venture capital mindset is shaping the US into a 'portfolio state'

For decades, the US has operated as a low-regulation, private-sector-driven, globalized economy (also known as neoliberalism). In recent years, the Trump administration has taken direct stakes (rather than providing subsidies) in private companies with strategic products like semiconductors and rare earths. This paper argues the approach allows the US to capture the upside of growth.

Visualize where the first batch of founders from the famous startup accelerator Y Combinator are now.

Bumble went public with an IPO in 2021

That year, Bumble Founder Whitney Wolfe Herd became the youngest female CEO to ever take a company public. The company pivoted during the 2020 COVID-19 pandemic lockdowns, focusing its marketing strategy on promoting social-distanced dating and its video chat features.

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.