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Exclusive: Inside Pillar VC’s $175 million fourth venture fund focused on the Boston tech ecosystem

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The Boston tech ecosystem has always played second fiddle to Silicon Valley, but Pillar VC prefers it that way. Founded in 2016 by Jamie Goldstein, a long-time venture investor who got his start in tech at an artificial intelligence speech recognition startup in the 1990s, Pillar finds about three-quarters of its deals in the Boston area, which Goldstein says is still ignored by Bay Area VCs. “They think everything great happens in California,” he told me. “We’re happy to have them stay there, and they can leave [Boston] to us.”

As recently as the 1980s, Boston still challenged Silicon Valley for the country’s tech hub crown, thanks to its cluster of computer companies along Route 128 and the twin giants of MIT and Harvard. Boston was left behind during the PC revolution, but its rich tech culture remained, especially in sectors like biotech and robotics. (I still see Boston Dynamic’s “dogs” in my nightmares.) Boston is home to a variety of multibillion-dollar public companies from deep tech to consumer, like Akamai, HubSpot, and Wayfair

While Silicon Valley investors might find market-ready startups coming from Google alumni or Y Combinator, Pillar takes a unique approach by mining Boston’s rich fabric of university research, as well as other campuses like the University of Pittsburgh. Goldstein said that about three-quarters of Pillar’s investments come out of academia. Other firms might find it too risky a process to turn PhD students and professors into entrepreneurs, but that’s Pillar’s sweet spot. “We just love rolling up our sleeves and helping them find a market,” said Goldstein. 

Tony Kulesa, an investing partner at Pillar, said that other VCs underestimate the rate of innovation happening in tech right now. He pointed to the speed of ChatGPT’s launch, just 5 years after a landmark academic paper introduced the architecture breakthrough that facilitated its development. “What VCs have overlooked is how fast research products can go at scale,” he said. 

Pillar helps serve as a bridge between academia and industry, partly supported by its network of “pillars,” or executives, mostly from the area, who have ownership stakes in the firm and help serve as advisors. The first fund started with 16 founding CEOs, including from Wayfair and DraftKings, and the number has doubled to 32. Four new ones are joining the fourth fund, including Mike Salguero, the founder and CEO of the food subscription startup ButcherBox, and Dr. Shiv Rao, the founder and CEO of the health tech startup Abridge, a Pillar portfolio company. 

With the latest fund—its largest yet—Pillar has $500 million of assets under management. Goldstein says the firm has generated returns for its investors through two recent exits, including February’s acquisition of Zilla Security by CyberArk for $175 million. They’ve also been actively selling their “first capital in” stakes to other investors on secondary markets, which has been an increasingly common way for firms to generate distributions. “When I got in the business a long time ago, if you sold a single share, you were considered a traitor,” Goldstein told me. “That has completely changed, and everyone acknowledges that having money recycling in this ecosystem is very helpful.” 

Pillar is preparing to start investing from its new fund after making the final investment from its third fund last week. 

Leo Schwartz
X:
@leomschwartz
Email: leo.schwartz@fortune.com

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This story was originally featured on Fortune.com

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Cathie Wood says most memecoins will end up ‘worthless’

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Most of the so-called memecoins that are flooding the $2.6 trillion cryptocurrency space will probably end up “worthless,” according to Cathie Wood. 

The combination of blockchain technology and artificial intelligence is creating “millions” of meme cryptocurrencies that “are not going to be worth very much,” the ARK Investment Managment LLC founder and CEO told Bloomberg Television on Tuesday, adding that her private funds are not putting money into these coins. 

Memecoins are a type of digital asset often inspired by jokes, current events or trends in popular culture. In February, the US Securities and Exchange Commission said memecoins are not considered securities so they will remain unregulated.

“If I have one message for those listening who are buying memecoins: buyer beware,” said Wood. “There’s nothing like losing money for people to learn, and they’ll learn that the SEC and regulators are not taking responsibility for these memecoins.”

This story was originally featured on Fortune.com

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The Pentagon is slashing up to 60,000 civilian jobs amid Elon Musk’s DOGE cost-cutting push, prompting national security fears

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Roughly 50,000 to 60,000 civilian jobs will be cut in the Defense Department, but fewer than 21,000 workers who took a voluntary resignation plan are leaving in the coming months, a senior defense official told reporters Tuesday.

To reach the goal of a 5% to 8% cut in a civilian workforce of more than 900,000, the official said, the department aims to slash about 6,000 positions a month by simply not replacing workers who routinely leave.

A key concern is that service members may then be tapped to fill those civilian jobs. But the official, who spoke on the condition of anonymity to provide personnel details, said Defense Secretary Pete Hegseth wants to ensure the cuts don’t hurt military readiness.

The cuts are part of the broader effort by the Department of Government Efficiency Service, including billionaire Trump adviser Elon Musk, to slash the federal workforce and dismantle U.S. agencies.

Acknowledging that “some” military veterans will be among the civilians let go, the official would not estimate how many but agreed it could be thousands.

The department is using three ways to accomplish the workforce cuts: voluntary resignations, firing probationary workers and cutting jobs as employees routinely leave. The official said the military services and Pentagon officials are going over the personnel on a case-by-case basis to ensure cuts don’t affect critical national security jobs.

Plans to cut probationary workers — which the Pentagon said targeted about 5,400 of the roughly 54,000 in the department — are already on hold due to court challenges.

The official added that Hegseth is confident the staffing cuts can be done without negatively affecting military readiness.

This story was originally featured on Fortune.com

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Proposed Trump policy could force thousands of citizens applying for social security benefits to verify their identities in person

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Trump’s Social Security Administration proposed a major change that could force thousands of people every week to show up at a shrinking list of field offices before they can receive benefits.

In an effort to combat fraud, the SSA has suggested that citizens applying for social security or disability benefits over the phone would also need to, for the first time, verify their identities using an online program called “internet ID proofing,” according to an internal memo viewed by the Washington Post.

If they can’t verify their identity online, they will have to file paperwork at their nearest field office, according to the memo sent last week by Acting Deputy Commissioner for Operations Doris Diaz to Acting Social Security Commissioner Leland Dudek.

The memo acknowledged the potential change could force an estimated 75,000 to 85,000 people per week to seek out field offices to confirm their identities and could lead to “increased challenges for vulnerable populations,” “longer wait times and processing time,” and “increased demand for office appointments,” the memo read, according to the Post

The change would disproportionately affect older populations who may not be internet savvy, and those with disabilities. Claimants seeking a field office will also have fewer to choose from, as more than 40 of 1,200 are estimated to close, the New York Times reported, citing advocacy group Social Security Works. The list of offices slated to close is based on an unreliable list released by DOGE, according to Social Security Works. Elon Musk’s DOGE has also said it will cut 7,000 of the SSA’s 57,000 employees. 

The White House and the Social Security Administration did not immediately respond to Fortune‘s request for comment.

The SSA previously considered scrapping telephone service for claims, the Post reported, but backtracked after a report by the outlet. Regardless, the SSA said claimants looking to change their bank account information will now need to do so either online or in-person and could no longer do so over the phone.

Almost every transaction at a field office requires an appointment that already takes months to realize, according to the Post. 

The White House has repeatedly said it will not cut Social Security, Medicare, or Medicare benefits, and has said any changes are to cut back on fraud. A July 2024 report from the Social Security Administration’s inspector general estimated that between fiscal 2015 and fiscal 2022, the SSA sent out $8.6 trillion in disbursements. Fewer than 1% of the disbursements, or $71.8 billion worth were improper payments, according to the report.

Acting Social Security Commissioner Dudek said for phone calls, the agency is “exploring ways to implement AI — in a safe, governed manner in accordance with” guidance from the Office of Management and Budget “to streamline and improve call resolution,” according to a Tuesday memo obtained by NBC News.

Dudek mentioned in the memo that the agency has been frequently mentioned in the media, which has been stressing out employees.

“Over the past month, this agency has seen an unprecedented level of media coverage, some of it true and deserved, while some has not been factual and painted the agency in a very negative light,” he wrote. “I know this has been stressful for you and has caused disruption in your life. Personally, I have made some mistakes, which makes me human like you. I promise you this, I will continue to make mistakes, but I will learn from them. My decisions will always be with the best intentions for this agency, the people we serve, and you.”

This story was originally featured on Fortune.com

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