Groundswell Raises $15 Million Seed Round to Bring Charitable Giving to the Masses

Samson Amore

Samson Amore is a reporter for dot.LA. He holds a degree in journalism from Emerson College and previously covered technology and entertainment for TheWrap and reported on the SoCal startup scene for the Los Angeles Business Journal. Send tips or pitches to samsonamore@dot.la and find him on Twitter @Samsonamore.

Groundswell Raises $15 Million Seed Round to Bring Charitable Giving to the Masses

A decorated Marine who led troops through combat in Iraq and Afghanistan for four years and went on to build a successful nonprofit that deployed military veterans to disaster relief, CEO Jake Wood wants corporate America to give back.

Wood said he was inspired to become an entrepreneur because his time in the armed forces taught him to “embrace the suck.” After witnessing humanitarian disasters on a global scale firsthand, he became determined to lead companies that could lead social change.


His answer was El Segundo-based startup Groundswell, a Google-backed app that gives employees a way to offer charitable giving as part of their benefits package.

“All the data suggests that millennial and Gen Z talent, they want to work for companies that have alignment with their values,” Wood said. “What better way for a company to demonstrate that by saying, our values are your values meaning, what what you value we're willing to invest in -- versus saying, we're going to choose the issues that are important for us to address and solve, which is how corporate philanthropy traditionally has been done.”

Wood served in the Marine Corps as a decorated sniper before founding Team Rubicon, a nonprofit that deploys military veterans to help with disaster relief, in 2010. The company raised over $300 million in the 12 years Wood led it, and grew to over 150,000 volunteers worldwide.

Wood stepped down from his job as CEO of Team Rubicon in this year to launch Groundswell, a company he felt could do as much good as Rubicon.

“I didn’t want to be an entrepreneur again if it meant, like, shipping cat food faster,” he recently told the New York Times.

His new venture couldn’t be farther from that. Backed by GV (previously known as Google Ventures), Human Ventures, Marina del Rey-based Moonshots Capital, Felicis Ventures and Core Innovation Capital, the company raised a $15 million seed round. Groundswell will use its sizable seed round to hire new engineers and product staff as it get its app ready to debut in the first quarter of 2022.

Wood wouldn’t disclose what companies are signed up to already use the platform, but he said there is a range, from Fortune 500 firms down to hedge funds and venture- backed companies that are “red-hot” and about to go public.

He argued that beyond just doing good, companies also stand to gain from offering philanthropic benefits because they could help keep employees happy.

“Companies are scrambling to win in the talent war and that means that they're constantly trying to reinvent their benefits packages,” Wood said, noting that COVID-19 “exacerbated” the trend.

“Most people would be surprised to learn that more American households contribute to charity every year than they contribute to a 401K,” Wood said. “We think that charitable giving can just as easily become a non-negotiable element (of the compensation package) alongside it.”

Groundswell sells to employers, who use it to allocate tax-deductible funds for their employees to donate to a registered 501(c)(3) charity of their choice. Wood told dot.LA that one selling point for potential workers to use the program is they can donate pre-taxed income.

“By rolling out a platform like Groundswell, a company can first just give that money into the account for the employee to give away, which means that it's never counted as income for that employee, yet they still get the benefit of directing where that contribution goes,” Wood said. “The company takes a full tax write off for that contribution to the employee.”

Wood said the pandemic prompted an acceleration in companies rethinking their (as he called it) corporate social responsibility departments, and re-evaluating how they give back. Usually companies that offer charitable giving reserve the right to restrict employee donations to a specific set of nonprofits, but Groundswell would let workers send money wherever they choose.

Editor's Note: This story was updated to reflect GV's name.

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How the 'Thrift Haul' Boosted Secondhand Ecommerce Platforms

Lon Harris
Lon Harris is a contributor to dot.LA. His work has also appeared on ScreenJunkies, RottenTomatoes and Inside Streaming.
How the 'Thrift Haul' Boosted Secondhand Ecommerce Platforms
Evan Xie

If you can believe it, it’s been more than a decade since rapper Macklemore extolled the virtues of thrift shopping in a viral music video. But while scouring the ranks of vintage clothing stores looking for the ultimate come-up may have waned in popularity since 2012, the online version of this activity is apparently thriving.

According to a new trend story from CNBC, interest in “reselling” platforms like Etsy-owned Depop and Poshmark has exploded in the years since the start of the COVID-19 pandemic and lockdown. In an article that spends a frankly surprising amount of time focused on sellers receiving death threats before concluding that they’re “not the norm,” the network cites the usual belt-tightening ecommerce suspects – housebound individuals doing more of their shopping online coupled with inflation woes and recession fears – as the causes behind the uptick.

As for data, there’s a survey from Depop themselves, finding that 53% of respondents in the UK are more inclined to shop secondhand as living costs continue to rise. Additional research from Advance Market Analytics confirms the trend, citing not just increased demand for cheap clothes but the pressing need for a sustainable alternative to recycling clothing materials at its core.

The major popularity of “thrift haul” videos across social media platforms like YouTube and TikTok has also boosted the visibility of vintage clothes shopping and hunting for buried treasures. Teenage TikToker Jacklyn Wells scores millions of views on her thrift haul videos, only to get routinely mass-accused of greed for ratching up the Depop resell prices for her coolest finds and discoveries. Nonetheless, viral clips like Wells’ have helped to embed secondhand shopping apps more generally within online fashion culture. Fashion and beauty magazine Hunger now features a regular list of the hottest items on the re-sale market, with a focus on how to use them to recreate hot runway looks.

As with a lot of consumer and technology trends, the sudden surge of interest in second-hand clothing retailers was only partly organic. According to The Drum, ecommerce apps Vinted, eBay, and Depop have collectively spent around $120 million on advertising throughout the last few years, promoting the recent vintage shopping boom and helping to normalize second-hand shopping. This includes conventional advertising, of course, but also deals with online influencers to post content like “thrift haul” videos, along with shoutouts for where to track down the best finds.

Reselling platforms have naturally responded to the increase in visibility with new features (as well as a predictable hike in transaction fees). Poshmark recently introduced livestreamed “Posh Shows” during which sellers can host auctions or provide deeper insight into their inventory. Depop, meanwhile, has introduced a “Make Offer” option to fully integrate the bartering and negotiation process into the app, rather than forcing buyers and sellers to text or Direct Message one another elsewhere. (The platform formerly had a comments section on product pages, but shut this option down after finding that it led to arguments, and wasn’t particularly helpful in making purchase decisions.)

Now that it’s clear there’s money to be made in online thrift stores, larger and more established brands and retailers are also pushing their way into the space. H&M and Target have both partnered with online thrift store ThredUp on featured collections of previously-worn clothing. A new “curated” resale collection from Tommy Hilfiger – featuring minorly damaged items that were returned to its retail stores – was developed and promoted through a partnership with Depop, which has also teamed with Kellogg’s on a line of Pop-Tarts-inspired wear. J.Crew is even bringing back its classic ‘80s Rollneck Sweater in a nod to the renewed interest in all things vintage.

Still, with any surge of popularity and visibility, there must also come an accompanying backlash. In a sharp editorial this week for Arizona University’s Daily Wildcat, thrift shopping enthusiast Luke Lawson makes the case that sites like Depop are “gentrifying fashion,” stripping communities of local thrift stores that provide a valuable public service, particularly for members of low-income communities. As well, UK tabloids are routinely filled with secondhand shopping horror stories these days, another evidence point as to their increased visibility among British consumers specifically, not to mention the general dangers of buying personal items from strangers you met over the internet.

How to Startup: Mission Acquisition

Spencer Rascoff

Spencer Rascoff serves as executive chairman of dot.LA. He is an entrepreneur and company leader who co-founded Zillow, Hotwire, dot.LA, Pacaso and Supernova, and who served as Zillow's CEO for a decade. During Spencer's time as CEO, Zillow won dozens of "best places to work" awards as it grew to over 4,500 employees, $3 billion in revenue, and $10 billion in market capitalization. Prior to Zillow, Spencer co-founded and was VP Corporate Development of Hotwire, which was sold to Expedia for $685 million in 2003. Through his startup studio and venture capital firm, 75 & Sunny, Spencer is an active angel investor in over 100 companies and is incubating several more.

How to Startup: Mission Acquisition

Numbers don’t lie, but often they don’t tell the whole story. If you look at the facts and figures alone, launching a startup seems like a daunting enterprise. It seems like a miracle anyone makes it out the other side.

  • 90% of startups around the world fail.
  • On average, it takes startups 2-3 years to turn a profit. (Venture funded startups take far longer.)
  • Post-seed round, fewer than 10% of startups go on to successfully raise a Series A investment.
  • Less than 1% of startups go public.
  • A startup only has a .00006% chance of becoming a unicorn.

Ouch.

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From The Vault: VC Legend Bill Gurley On Startups, Venture Capital and Scaling

Spencer Rascoff

Spencer Rascoff serves as executive chairman of dot.LA. He is an entrepreneur and company leader who co-founded Zillow, Hotwire, dot.LA, Pacaso and Supernova, and who served as Zillow's CEO for a decade. During Spencer's time as CEO, Zillow won dozens of "best places to work" awards as it grew to over 4,500 employees, $3 billion in revenue, and $10 billion in market capitalization. Prior to Zillow, Spencer co-founded and was VP Corporate Development of Hotwire, which was sold to Expedia for $685 million in 2003. Through his startup studio and venture capital firm, 75 & Sunny, Spencer is an active angel investor in over 100 companies and is incubating several more.

Bill Gurley in a blue suit
Bill Gurley

This interview was originally published on December of 2020, and was recorded at the inaugural dot.LA Summit held October 27th & 28th.

One of my longtime favorite episodes of Office Hours was a few years ago when famed venture capitalist Bill Gurley and I talked about marketplace-based companies, how work-from-home will continue to accelerate business opportunities and his thoughts on big tech and antitrust.

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