• Home
  • News
  • Fortune 500
  • Tech
  • Finance
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
NewslettersTerm Sheet

The Term Sheet monthly wrap: Biggest deals, funding rounds, and top stories

By
Lucy Brewster
Lucy Brewster
Down Arrow Button Icon
By
Lucy Brewster
Lucy Brewster
Down Arrow Button Icon
June 2, 2023, 3:02 PM ET

Good morning! Lucy Brewster here with a new, monthly look back at everything that happened on Term Sheet’s watch during the past month. 

Recommended Video

The Wrap

Venture’s 2023 slog continued into May, with M&A, venture deals, and private equity deals all continuing to slow. However the startup funding environment is a “tale of two markets,” VC Bob Ackerman of AllegisCyber Capital explained. 

While the majority of startups are squeezed for cash, some, especially those utilizing A.I., have been supercharged by venture windfalls. “The venture slowdown is a response to what’s going on in the broader public markets: inflation, rising rates, and the SVB collapse, yet a lot of the slowdown in venture isn’t necessarily attributed to the underlying quality of startups,” explained PitchBook analyst Vincent Harrison. “There’s still a lot of really quality startups that are out there and there’s also still a lot of capital that’s left to be put to work,” he added. 

A.I. fuels deal value uptick

Noteworthy deals of May

The second biggest generative A.I. deal of 2023

OpenAI rival Anthropic announced on May 23 that it raised $450 million in its Series C round led by Spark Capital. This makes it the second biggest generative A.I. deal of the year since OpenAI’s financing in January, according to PitchBook. The company was founded in 2021 by OpenAI veterans themselves, and other prominent investors include Google, Salesforce Ventures, and Zoom Ventures. “Anthropic’s $450 million deal highlights the enduring competitiveness of the generative AI space. Research startups, including Anthropic and OpenAI, have captured 38% of generative AI VC funding from 2018 to 2022,” explained PitchBook emerging technology analyst Ali Javaheri. 

An eye-popping seed deal in A.I.-powered health care

The health care startup Hippocratic AI announced it raised a $50 million seed round on May 16 led by Andreessen Horowitz and General Catalyst. The company is building a generative A.I. platform to amalgamate health care information. “[W]hen it comes to generative A.I., health care is an industry that we view as holding the most potential and measurable impact,” wrote a16z investors Julie Yoo and Justin Larkin when they announced their investment in Hippocratic AI. 

The biggest biotech deal of the month

ReNAgade Therapeutics, which was founded by investing firm MPM BioImpact, announced it raised a $300 million Series A round on May 23. Amit Munshi is the CEO, and F2 Ventures also led the round. The startup is developing breakthroughs in RNA medicine, which has applications for treatments for genetic diseases. “Sometimes the tougher the climate, the better the vintage, and in these tougher environments, raising substantial capital and building the right team—we think that’s the plan for long-term sustainability,” Munshi told Fortune. 

A.I.-powered robot builder supercharged by substantial Series A financing

Figure, the startup that aims to build humanoid robots with A.I., raised $70 million in a Series A round led by Parkway Venture Capital, the company announced on May 24. The funding will help the firm build autonomous, humanlike robots that the company says could work in retail or handle other tasks. Other investors in the round included Aliya Capital, Bold Capital, and Tamarack Global.

Name to know: Rewind AI CEO Dan Siroker 

Typically, VCs have held the cards when it comes to funding an early-stage startup, especially during a downturn. Yet Rewind AI CEO Dan Siroker chose an unorthodox approach in his most recent Series A funding. He made his pitch deck public and created a form for investors to send offers about how much they were willing to invest. “It wasn’t an obviously good idea before we did it, but after we did it, it actually turned out to work way better than we ever expected,” he told Fortune. Siroker announced NEA would lead the round on May 9 and invest $12 million at a $350 million valuation.

In case you missed it…

These were our top 5 Term Sheets in May:

1. Jessica Mathews tracked down famed investor Bill Gurley in Austin, Texas, to ask him what he thinks the market has in store for us next.

2. Anne Sraders spoke to VCs about why the defense tech sector is heating up this quarter.

3. Lucy Brewster looked into how one VC firm is using A.I. to help source its portfolio companies.

4. Shawn Tully investigated how two lawyers orchestrated a litigation strategy to go after celebrities that endorsed failed crypto schemes.

5. Jessica Mathews spoke to Microsoft’s chief scientific officer about what A.I. can’t replace.

A longer read worth your time:

Headlines have painted a perplexing picture of Sam Bankman-Fried’s notorious Bahamas-based compound that ran allegedly fraudulent FTX into the ground: a polyamorous relationship, Harry Potter superfans, and an on-staff group therapist. Writer Courtney Rubin reached out to 150 of those closest to Caroline Elllison, SBF’s number two, to paint a picture of how Ellison went from a shy “math whiz” to a key player in the infamous alleged crypto scam. 

Until next month,

Lucy Brewster + the Term Sheet team

Submit a deal for the Term Sheet newsletter here.

This is the web version of Term Sheet, a daily newsletter on the biggest deals and dealmakers. Sign up to get it delivered free to your inbox.

About the Author
By Lucy Brewster
See full bioRight Arrow Button Icon

Latest in Newsletters

NewslettersCIO Intelligence
Dave’s Hot Chicken is placing broad bets on AI to give the restaurant chain an edge in the chicken wars
By John KellDecember 3, 2025
10 hours ago
NewslettersMPW Daily
Michele Kang takes on women’s sports’ most neglected need
By Emma HinchliffeDecember 3, 2025
12 hours ago
The Boeing logo is displayed on a sign at their building.
NewslettersCFO Daily
Boeing’s new CFO sees ‘performance culture’ driving a return to positive cash flow next year
By Sheryl EstradaDecember 3, 2025
14 hours ago
NewslettersTerm Sheet
Exclusive: Angle Health raises $134 million Series B to grow its AI-driven healthcare benefits offerings
By Allie GarfinkleDecember 3, 2025
16 hours ago
Anthropic co-founder and CEO Dario Amodei speaking at Fortune Brainstorm Tech 2023 in Park City, Utah. (Photo: Stuart Isett/Fortune)
NewslettersFortune Tech
Anthropic plows toward an IPO
By Andrew NuscaDecember 3, 2025
17 hours ago
Michael Dell, chairman and chief executive officer of Dell Inc., from left, his wife Susan Dell, and US President Donald Trump during an announcement on "Trump Accounts" for children in the Roosevelt Room of the White House in Washington, DC, US, on Tuesday, Dec. 2, 2025.
NewslettersCEO Daily
Michael Dell, who’s donating $6.25 billion to ‘Trump Accounts’ for kids, says a childhood savings account changed his life
By Diane BradyDecember 3, 2025
17 hours ago

Most Popular

placeholder alt text
North America
Jeff Bezos and Lauren Sánchez Bezos commit $102.5 million to organizations combating homelessness across the U.S.: ‘This is just the beginning’
By Sydney LakeDecember 2, 2025
2 days ago
placeholder alt text
Economy
Ford workers told their CEO 'none of the young people want to work here.' So Jim Farley took a page out of the founder's playbook
By Sasha RogelbergNovember 28, 2025
5 days ago
placeholder alt text
North America
Anonymous $50 million donation helps cover the next 50 years of tuition for medical lab science students at University of Washington
By The Associated PressDecember 2, 2025
2 days ago
placeholder alt text
C-Suite
MacKenzie Scott's $19 billion donations have turned philanthropy on its head—why her style of giving actually works
By Sydney LakeDecember 2, 2025
2 days ago
placeholder alt text
Innovation
Google CEO Sundar Pichai says we’re just a decade away from a new normal of extraterrestrial data centers
By Sasha RogelbergDecember 1, 2025
2 days ago
placeholder alt text
Law
Netflix gave him $11 million to make his dream show. Instead, prosecutors say he spent it on Rolls-Royces, a Ferrari, and wildly expensive mattresses
By Dave SmithDecember 2, 2025
1 day ago
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map

© 2025 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.