• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • 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

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
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
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • 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
Fortune Secondary Logo
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Newsletters

NewslettersMPW Daily
These are the female exec moves you need to know this week, from Xbox to Match Group’s board shakeup
By Emma HinchliffeFebruary 27, 2026
2 days ago
Intuit global headquarters in Mountain View, Calif.
NewslettersCFO Daily
Intuit’s CFO isn’t flinching at AI. He says it’s fueling the company’s next growth phase
By Sheryl EstradaFebruary 27, 2026
2 days ago
NewslettersCEO Daily
You’ve lost the CEO succession race. Here’s your multi-million dollar bonus
By Claire ZillmanFebruary 27, 2026
3 days ago
NewslettersTerm Sheet
Exclusive: Flux, backed by 8VC, raises $37 million to vibe code electronics
By Allie GarfinkleFebruary 27, 2026
3 days ago
NewslettersFortune Tech
Salesforce’s Marc Benioff does not fear the ‘SaaS-pocalypse’
By Alexei OreskovicFebruary 27, 2026
3 days ago
AIEye on AI
After months of quiet, Perplexity’s CEO steps into the OpenClaw moment
By Sharon GoldmanFebruary 26, 2026
3 days ago

Most Popular

placeholder alt text
Economy
Your grandparents are the reason the U.S. isn't in a recession right now. That won't last forever
By Eleanor PringleMarch 1, 2026
13 hours ago
placeholder alt text
AI
The week the AI scare turned real and America realized maybe it isn't ready for what's coming
By Nick LichtenbergFebruary 28, 2026
2 days ago
placeholder alt text
Success
Japanese companies are paying older workers to sit by a window and do nothing—while Western CEOs demand super-AI productivity just to keep your job
By Orianna Rosa RoyleFebruary 27, 2026
2 days ago
placeholder alt text
Success
Walmart exec says U.S. workforces needs to take inspiration from China where ‘5 year-olds are learning DeepSeek’
By Preston ForeFebruary 27, 2026
3 days ago
placeholder alt text
Middle East
Iran is now on 'death ground' amid existential threat from U.S. attacks and could 'go big' in retaliation, former NATO commander warns
By Jason MaFebruary 28, 2026
1 day ago
placeholder alt text
Personal Finance
Trump's universal 401(k) architect on why lower-income people distrust retirement accounts: 'they want to know what the catch is'
By Jacqueline MunisFebruary 28, 2026
2 days ago

© 2026 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.