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I quit Google after 18 years on the job. It was scary but I did it well

Jenny Wood
Jenny Wood quit her 18-year career at Google, where she was an executive. She reflected on how she made the decision to leave and how she quit well.

This as-told-to essay is based on a conversation with Jenny Wood, a 45-year-old former Google executive who lives in Boulder, Colorado. She left Google in August 2024 and is now a keynote speaker, coach, and author. The following has been edited for length and clarity.

It seemed preposterous for me to ever think about leaving Google.

I started there in November 2006, when there were only around 10,000 employees, and became an executive — the director of American media relations — in 2022.

Google’s amazing; I bleed Google colors. I loved the impact I was having, the future of opportunities I saw for myself, and the feedback I was getting as a leader. I’m also the breadwinner for my family.

I’d always thought I’d be at Google for another 15 years and would retire there.

I realized I couldn’t sustain my life anymore

The moment that started the agony was when I was driving my son, who was 7 at the time, home from choir rehearsal in the dark, a 45-minute drive on winding roads.

Because of everything on my plate at the time — my role at Google, leading the Own Your Career program, navigating my book opportunities, and being a wife and mom — I was suffering from so much anxiety that it kept me up at night, feeling like I was letting everybody down and not doing anything well.

Mostly, I was incredibly sleep-deprived.

As I was driving, I was like, Oh my gosh. Did my eyes just flutter closed? I didn’t actually fall asleep at the wheel, but it was a terrifying moment.

During my next session with my executive coach, I told her I couldn’t sustain this anymore. I had taken on so many things in the name of success. She said, “Jenny, circumstances change.”

Her words stopped me in my tracks and opened me up to the possibility of leaving — leaving well and quitting thoughtfully.

Thus ensued 18 months of back-and-forth about whether I should stay or go.

I used a spreadsheet to help me weigh the risks

I’m a left-brain thinker and approach the world in a very analytical way, so it was hard to feel in my gut that it was time to leave.

One thing that really helped was a spreadsheet I made, weighing actual risk against perceived risk. I broke it down into four components: physical risk, cognitive risk, emotional risk, and financial risk.

Physical risk included things like not sleeping at night, pain, and weight loss (which I gave a 1). Cognitive risk was mental stress, distraction, and mental drain (a 2). Emotional risk included potential for rejection, loss of connection with loved ones, negative self-talk, and fear (a 2). And the financial risk was things like paying my future mortgage statement and future earnings potential (a 2).

Breaking things down helped me get out of a catastrophizing mindset of thinking, This is a ridiculous idea, and made me think much more practically about how this might be possible.

I had to change my mindset to escape the golden handcuffs

The golden handcuffs are very real.

It wasn’t just my salary, bonus, and equity; it was all of that future income as well. I would log in to my Google stock portfolio system — which tells you what you’ve earned and what you’ll earn when your stock vests — and my palms would sweat. It was really hard to walk away from that number.

But ultimately, if you’re in an executive role at any Fortune 500 company, you’re probably making more than you need to live on. I guess it depends on your lifestyle; I live pretty frugally. Even so, I still couldn’t imagine my income and net assets not continuing to go up and to the right every single year until I retired.

That was a mindset I had to move past.

It took my husband and me having seven conversations with our financial advisor — which ended up being more like therapy — for me to feel comfortable and confident that I could do this.

My advice on quitting well

I ended up leaving Google in August 2024. I cried after I turned in my badge and computer and as I drove away — happy, sad, and bittersweet tears. It was 18 years of my life!

When I came home, my husband and kids had written all these phrases that I’d said before through my leadership and coaching work, and arranged them in a heart shape on the window in the kitchen.

A photo of a heart made of notes that say
Jenny Wood’s husband and children made a heart out of her leadership and coaching phrases, to welcome her home after her last day at Google.

The heart is still up, 14 months later.

Quitting Google has been a massive change. I don’t want to make it sound like it was easy; it was the scariest and hardest thing I’ve ever gone through in my professional life.

But I’d say I quit extraordinarily well. Here’s my advice for others.

1. Mind your truths and tales

A truth is a verifiable fact, while a tale is a story you create to make sense around the facts. We often tell ourselves negative tales, and they don’t serve us well because we believe what we think.

To get past my fears, I had to separate the truths from the tales, and then rewrite those tales to be more empowering.

For example:

Tale: I will lose my entire identity if I leave Google.

Truth: I’ll no longer be employed by Google.

A more empowering tale: Part of the reason I’m leaving is because I want to have a huge book launch and possibly be a bestselling author. That’s an incredible new identity to adopt!

Or, tale: We will run out of money and have to move to a smaller house, away from the gorgeous hiking trails that are behind our current house.

Truth: I will not get a paycheck with the Google logo on it every two weeks.

A more empowering tale: I’ve worked really hard to put myself in the best financial position possible to make this a reality.

One tale I told myself was that my kids would never forgive me for leaving Google because they love the secret game room, the climbing wall, and the free snacks and candy — Google’s a really cool place for a parent to work. But I know they’re really proud of what I’m doing.

What matters more to them is that now I’m done with work every day at 2:40 p.m., I drop them off and pick them up from school almost every day, and they’re probably going to start traveling to places like Disney World and Vegas with me for keynotes now.

There’s no question this was the right decision for my family.

2. Prioritize your dynamic dozen

Before I quit, I made a spreadsheet on my personal computer of people I wanted to stay in touch with and their email addresses. I was also posting on LinkedIn frequently and building an audience.

I set up what I call the “dynamic dozen” — 12 people you want to meet with in the next 12 weeks. This is great if you’re trying to switch roles within your company, if you’re looking for a new job, and also if you want to quit. It could be 12 people in 12 weeks, or 30 people in 30 days.

Mine was probably closer to around 60 people in 60 days, because I wanted to leverage all of the relationships I had: people who might want to bring me as a keynote speaker in the future, or people who might want to buy a hundred bulk copies of my book two years from then.

When you leave a company, your network always remains, so double down on that before you peace out. Have honest, intentional conversations, put time on someone’s calendar, and reach out to people, even if it’s been years since you had a working relationship.

I had to push past the fear that no one at Google would want to work with me once I was on the outside, that I’d be irrelevant. My work is a lot about how to thrive in a corporate environment, so I wondered, If I’m no longer in one, will any of my content still be valid?

Now, my number one client is Google. The vast majority of my coaching clients are Google employees, and a huge chunk of my speaking revenue is from Google speaking engagements or consulting.

3. Move, then map

Once, I was hiking in Montana with two friends, and the trail diverged into two paths. I’m always trying to optimize, so I started peppering the park ranger with all of these questions: “What is the perfect path? Which one will be more cardio? Which one is a lake view and which is a mountain view? Which trail is muddy?”

And from 50 feet ahead, my friend yelled, “Jenny, it’s all beautiful! Just start walking!”

I’m always trying to map out everything perfectly — how much income I’d make, how quickly I could build a business, what I’d be if not a Googler.

You can’t do that. Fear adds friction, which slows you down without actually minimizing risk.

Trying to map every little possible component also takes the joy out of the process. Action makes progress; thinking provides clarity. When you move and then map —or at least move and map in tandem — you’re going to be set up for so much more success.

If you quit your job for an unconventional path and want to share your story, please reach out to this reporter at janezhang@businessinsider.com.

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Questions for UK embassy in Tel Aviv over employee who owns home in illegal settlement

Embassy’s employment of Gila Ben-Yakov Phillips is potentially violation of UK sanctions law, say experts

The British embassy in Tel Aviv may have broken both UK sanctions law and UK government security policies by employing an Israeli citizen who owns a home in an illegal settlement in occupied Palestine, legal experts have said.

The embassy’s deputy head of corporate services and HR, Gila Ben-Yakov Phillips, moved to Kerem Reim in 2022. She listed a house she bought there as her home address on financial documents at the time.

Continue reading…

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Kazakhstan’s Golovkin Becomes World Boxing President

Gennadiy Golovkin, the two-time middleweight world champion and 2004 Olympic silver medalist for Kazkhstan, was named president of World Boxing at the federation’s inaugural congress in Rome on Sunday.

Golovkin, who has been president of Kazakhstan’s National Olympic Committee since last year, will lead the amateur boxing federation into the 2028 Olympic Games in Los Angeles. He succeeds Boris van der Vorst, a Dutch national who was the first president of World Boxing.

“I feel great. I feel more excited. Right now, we have a new team, new view,” Golovkin said after his election to the post. “I have a plan. I have ideas, so many. My goal is bringing boxing’s position back to a high level.”

The World Boxing federation was launched in 2023 to address concerns about transparency and governance in amateur boxing that had placed the future of the sport at the Olympics in doubt. That year, the International Olympic Committee, or IOC, expelled the International Boxing Association, the former governing body of amateur boxing, from the Olympic movement because of those corruption concerns.

World Boxing, the new amateur boxing federation, has been collaborating with the IOC and said that, by January of this year, it had approved membership applications from 60 national boxing federations around the world.

President Kassym-Jomart Tokayev congratulated Golovkin.

“He has become the first representative of Kazakhstan to lead an international federation of an Olympic sport,” Tokayev said. “This landmark achievement is a testament to the global recognition of Gennady Golovkin’s outstanding accomplishments and his great contribution to boxing worldwide.”

 

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Amazon’s AI capacity crunch and performance issues pushed customers to rivals including Google

AWS CEO Matt Garman
AWS CEO Matt Garman

  • Amazon Web Services lost some AI customers to competitors due to capacity issues.
  • Some clients shifted projects after AWS Bedrock didn’t meet capacity demand this summer.
  • AWS Bedrock faces rising competition as cloud and AI rivals offer better performance.

This summer, Amazon’s cloud business struggled to keep pace with surging AI demand and missed out on real revenue for its flagship AI product.

Amazon Web Services’s Bedrock service sits at the center of the company’s AI push. It lets developers tap into powerful models, including Anthropic’s Claude and Meta’s Llama.

But over the summer, Bedrock hit “critical capacity constraints” that drove some customers to rival services, such as Google‘s cloud service, according to an internal July document obtained by Business Insider.

The shortages led to tens of millions of dollars in lost or delayed revenue. Epic Games shifted a $10 million Fortnite project to Google Cloud after AWS failed to provide enough quota for Bedrock, according to the document. (Quota limits control how much intelligence customers can access via AI cloud services).

Oil trader Vitol weighed moving some projects away from AWS, a decision that risked a $3.5 million revenue hit amid “prolonged quota approvals,” the document also warned. Other customers, including Atlassian and GovTech Singapore, were waiting on quota increases this summer, delaying at least $52.6 million in projected sales, the document also disclosed.

Bedrock was “experiencing critical capacity constraints that are threatening customer adoption and potentially causing substantial revenue loss across multiple industries,” the July document stated.

The fallout underscores the financial toll of AWS’s capacity crunch, and it explains why the biggest cloud companies are rushing to build as many AI data centers as possible right now. High demand is a good thing, but if you can’t satisfy this and customers go to rivals, that’s a frustrating problem.

Indeed, Amazon CEO Andy Jassy has repeatedly stressed the need to ramp up cloud infrastructure, particularly AI chips and data center power. It’s unclear whether the company has fully resolved these issues. Three current and former employees said the capacity crunch remained one of AWS’s top concerns through September.

An Amazon spokesperson said Bedrock is “experiencing rapid growth” and AWS is adding capacity to meet that demand. Reviewing customer feedback is a core part of Amazon’s culture, which helps the company improve its products and services, the spokesperson added.

“At Amazon, we’re vocally self-critical because that’s how we drive continuous improvement and deliver better results for customers,” the spokesperson said in a statement. “This internal candor is a feature of our culture, not a flaw. We’re grateful for all customer feedback—including challenges they encounter—because it helps us make Bedrock even better, and that’s exactly how you build a scalable, sustainable business that serves customers well over the long term.”

A Google spokesperson declined to comment. Representatives for Anthropic and Epic Games didn’t respond to requests for comment.

‘Accelerating capacity’

Expanding data center capacity, as with other cloud providers, is one of AWS’s top priorities.

During an October earnings call, Jassy said AWS had been “focused on accelerating capacity the last several months,” adding more than 3.8 gigawatts of power over the past year, more than any other cloud provider. AWS has doubled its power capacity since 2022 and plans to double it again by 2027, he noted.

Jassy added that Amazon will remain “very aggressive” in scaling up capacity to meet booming demand, noting that AWS can monetize new infrastructure almost immediately. Bedrock, he said, is already showing potential to grow as large as EC2, one of AWS’s most successful cloud products and a key profit engine.

Part of Bedrock’s shortages may stem from prioritizing large clients. In October, Jassy said most of Bedrock’s workloads run on AWS’s in-house AI chip, Trainium, but that usage so far has come mainly from “a small number of very large customers.” He added that more mid-sized companies are expected to adopt the next-generation Trainium in the coming months.

Amazon is expected to reveal more details about Bedrock and its broader cloud strategy during its annual re:Invent conference in early December.

Amazon CEO Andy Jassy
Amazon CEO Andy Jassy

‘Urgent need’

The July AWS document said the capacity crunch was hitting customers across industries, including finance, gaming, and tech. Companies such as HelloFresh, Zalando, and Ryanair were among those affected.

At the same time, “slow capacity approval and denial of spiky workload requests” prevented firms like Stripe, Robinhood, and Vanguard from moving AI workloads from Anthropic to Bedrock, the document noted.

“These constraints are forcing customers to explore alternative providers like GCP, OpenAI, and Anthropic, signaling an urgent need for AWS to address its Bedrock service quota and performance challenges to maintain competitive positioning in the rapidly evolving GenAI market,” the document stated.

Quota limits in Bedrock are based on how many AI tokens you can process in a minute, or the number of API calls you can make in a given time period. (Tokens are how AI models break queries down into digestible data chunks. Industry pricing is based on how many tokens are processed. APIs are application programming interfaces, a common way applications share data).

In recent weeks, investors have grown uneasy over the tech industry’s massive AI spending, with fears of a potential bubble weighing on markets.

Amazon’s AI capacity issues are a double-edge sword here. On one hand, these challenges suggest customer demand is still very strong. On the other, it’s another reason for big tech companies to keep spending heavily, potentially fueling the AI bubble even more.

Amazon has said it plans to pour $125 billion into capital expenditures this year, and even more in 2026. AWS revenue climbed to $33 billion last quarter, up 20% year over year, marking its fastest growth since 2022.

Performance issues

It wasn’t just capacity woes driving customer workloads away from Bedrock. Latency and missing features also played a major role.

Customers using Anthropic’s Claude models through Bedrock opted to switch to Anthropic’s own platform or Google Cloud because of “ongoing capacity, latency, and feature parity issues,” according to the July AWS document. Companies such as Figma, Intercom, and Wealthsimple were among those migrating their workloads “due to one or several of these challenges.”

The UK’s Government Digital Service considered a move to Microsoft’s cloud because Anthropic’s Claude 3.7 Sonnet model ran slower on Bedrock, the document added.

Thomson Reuters also chose Google Cloud over Bedrock for its CoCounsel AI product after finding AWS’s service was 15% to 30% slower and lacked key government compliance certifications, the document showed. In May, executives raised these concerns with AWS leadership, including CEO Matt Garman and compute VP Dave Brown, leading both companies to agree to monthly review meetings.

Joel Hron, CTO of Thomson Reuters, told Business Insider that the company recently moved “one component of an AI workload to Google Cloud to prioritize latency.” He added that Thomson Reuters still runs substantial workloads on AWS and Anthropic as part of its multi-model, multi-cloud strategy.

‘Increasing competition’ from Google

The July AWS document also noted that Bedrock was losing ground to Google’s Gemini models, which boast five to six times larger quota limits and, in many cases, better performance.

When comparing accessing Claude via Bedrock against Gemini Pro, the internal report said the Google model outperformed “across multiple benchmarks.” The document also noted that Gemini Flash, a smaller, cheaper Google model, “delivers comparable quality at a fraction of the cost.” (And this was before Google’s Gemini 3 launch, which improved AI performance further for the internet giant).

Some startups jumped ship because of this. Financial startup TainAI shifted 40% of its Claude workloads from Bedrock to Gemini Flash, saving $85,000 a day, while Hotel Planner was planning to move to Google Cloud or OpenAI, the document noted.

The broader concern, according to the document, is that AWS lacked a cohesive product vision for AI inference, the main space in which Bedrock competes. Rivals such as Databricks, FireworksAI, and Nvidia’s Dynamo were quickly pulling ahead, it noted.

Without a clear strategy or compelling long-term vision, AWS risked missing out on one of the most lucrative opportunities in the AI market, it warned.

“We are still missing an inspiring long-term vision and a holistic strategy,” the document said.

Have a tip? Contact this reporter via email at ekim@businessinsider.com or Signal, Telegram, or WhatsApp at 650-942-3061. Use a personal email address, a nonwork WiFi network, and a nonwork device; here’s our guide to sharing information securely.

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This top young VC reunited with his former colleague to deploy an unusually bold strategy for investing in AI startups

Brian Zhan
Brian Zhan has joined Striker Venture Partners

  • Brian Zhan is a young VC who made early bets on Skild AI, Dyna Robotics, Periodic Labs, and Reflection AI.
  • Zhan will be employing an unusually bold strategy of writing $30 million checks to seed-stage companies.
  • Zhan believes VC is undergoing a transformation that requires firms to pounce with big checks very early.

At just 29, Brian Zhan, who practices what he describes as “nerdy investing,” has already made early bets on buzzy AI companies now valued in the billions.

After quietly leaving Silicon Valley VC firm CRV this summer, Zhan recently joined Striker Venture Partners, where he and veteran investor Max Gazor plan to upend traditional VC playbooks with a $165 million fund that aims to make massive seed bets on the next generation of AI startups.

“We’re only investing in 10 companies per fund, and we’re going to show up with checks up to $30 million,” Zhan said. “That takes conviction.”

$30 million is what companies typically raise in a later funding round once they have achieved product-market fit, but Zhan believes VC is undergoing a radical transformation that requires firms to pounce with big checks when an early kernel of an idea presents itself.

“Seed-stage investing is moving earlier and earlier,” he said. “Seed rounds today are often just 22-year-old founders with a great idea.”

Zhan, who studied computer science at Northwestern University and started his career writing code at Facebook, is emblematic of a shift taking place in venture, where investors switch firms more often and technical backgrounds are prized above MBAs because many of the most promising new startups have few business metrics to evaluate.

“It was on the Facebook data team where I saw a pattern that really stuck with me,” he said. “The best technical minds at the company were founding startups and then struggling to raise meaningful capital, despite having résumés that Silicon Valley normally drools over.”

He started angel investing in his spare time, writing small checks into projects led by former Facebook engineers. At CRV, Zhan transitioned to a full-time VC role, making early bets on Skild AI, Dyna Robotics, and Periodic Labs.

“Today, these companies are some of the best-known companies in AI, but back at the seed round, a lot of VCs just didn’t really know who these founders were,” Zhan said.

His biggest win so far is the model startup Reflection AI, which he views as proof that VCs should not be afraid to pay up in seed rounds.

Zhan co-led Reflection AI’s seed round just last year at a $200 million valuation, a very expensive price that many other VCs passed up. Last month, the company raised $2 billion at a valuation of $8 billion.

“Founders want someone who can speak their language,” said Misha Laskin, CEO and cofounder of Reflection AI. “Brian is rare in that he’s actually done the work, is incredibly well connected, and is insightful about what’s happening at the frontier.”

Excited about AI for science

Zhan grew up in Hong Kong, Beijing, and Palo Alto. His older sister is Stephanie Zhan, a general partner at Sequoia Capital, who was also an early backer of Reflection AI and Skild AI.

“I would say we have very similar tastes, and sometimes we land on the same companies,” Brian Zhan said.

Asked if they will be discussing deals around the Thanksgiving table, he said: “No, we keep work separate.”

While many VCs spend their days in coffee shops meeting as many founders as possible, Zhan finds it more useful to devote hours a day to reading the latest AI research curated by his own custom AI assistant.

He says he was drawn to reunite with Gazor, an MIT Ph.D. dropout who has appeared four times on the Forbes Midas list, because of their similar intellectual style.

“We spend all morning reading papers and trying to identify the trends and who has the most exciting ideas,” Zhan said. “We take very few meetings every day. We just spend more time figuring out what the frontier is, and when we reach out to founders, we have already made up our mind to go back to them.”

Gazor, who is probably best known for his early investment in Airtable, helped recruit Zhan to CRV in 2023 and wanted to work with him again.

“I saw him become one of the most trusted advisors to some of the most high-profile AI founders, and I was really in awe of how he related to them,” Gazor said. “He’s got a fantastic trajectory ahead of him.”

Zhan says he is most excited about founders who are harnessing the power of AI for science, such as William Fedus, a former OpenAI researcher who recently cofounded Periodic Labs to automate scientific discovery.

“Imagine if we could use AI to dramatically shorten drug discovery timelines?” Zhan said. “I think that AI for science will become as big a category as AI for robotics is today.”

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The 18 most promising startups in healthcare in 2025, according to investors

Tess Michaels, founder and CEO of Clasp.
Tess Michaels, founder and CEO of Clasp.

  • We asked top investors at firms like A16z and NEA to name healthcare’s most promising startups.
  • Most of their picks are using AI, automating in critical areas like healthcare hiring and payments.
  • Meet the 18 healthcare startups investors have been watching in 2025.

Healthcare investors are chomping at the bit to fund hot startups tackling administrative burdens, workforce shortages, and high medical costs with new technologies.

We asked 10 investors from VC firms, private equity shops, and family offices to identify the most promising healthcare startups of 2025.

Top backers from firms like Kleiner Perkins, Andreessen Horowitz, and Oak HC/FT were asked to make two picks each: one healthcare startup from their portfolio, and one they have no financial interest in.

Nearly every startup nominated is utilizing AI in their products, from automating hospital back-end tasks to assisting patients with questions about their payments. Healthcare AI startups have dominated digital health VC funding so far this year, capturing nearly $4 billion of the $6.4 billion raised across the industry in the first half of 2025, according to Rock Health.

Here’s the full list of the most promising healthcare startups of 2025, according to investors.

Akasa
Malinka Walaliyadde, CEO and cofounder of Akasa
Malinka Walaliyadde, CEO and cofounder of Akasa.

Nominated by: Julie Yoo, Andreessen Horowitz (an investor)

Total funding: $250 million, according to the company

What it does: Akasa, also known as Akasa Health, aims to automate hospital revenue cycle management using AI.

Why it’s promising: Healthcare RCM has been a red-hot market for VC and private equity investment this year. Akasa sells its tech to top hospitals, including Cleveland Clinic, Duke, and Johns Hopkins; Yoo said Akasa has won these customers because the company solves problems other healthcare RCM companies haven’t cracked, including full automation of billing and claims processing.

A16z led Akasa’s seed and Series A rounds. The startup last raised $125 million in Series C funding in 2022, led by Coatue Management.

Cadence
Chris Altchek, founder and CEO of Cadence.
Chris Altchek, founder and CEO of Cadence.

Nominated by: Austin Walters, SpringTide Ventures (not an investor)

Total funding: $141 million, according to the company

What it does: Cadence helps patients manage chronic conditions with remote monitoring tech and telehealth.

Why it’s promising: Cadence now serves over 60,000 patients across 20 health systems, including Hackensack Meridian and Providence. The company told Business Insider that it has seen 100% year-over-year revenue growth in 2025 and is on track to surpass $100 million in annual recurring revenue by 2026.

“They have done a great job of successfully selling into health systems to aid with remote patient care and monitoring of the elderly,” Walters said. “While they raised a lot of money in the ZIRP days, they have managed cash well since then, and are a solid player in the landscape.”

Carefam
Matan Hoffmann, cofounder and CEO of Carefam.
Matan Hoffmann, cofounder and CEO of Carefam.

Nominated by: Allison Baum Gates, SemperVirens (an investor)

Total funding: $14 million, according to the company

What it does: Carefam offers an AI-powered hiring platform that connects nurses and other clinicians with open roles, while assisting them with related tasks such as resume review and interview preparation.

Why it’s promising: Healthcare faces an ever-worsening workforce shortage, Gates noted. Carefam creates a “best of both worlds” scenario for AI’s role in healthcare, she said — using AI to more quickly match people to the right clinical roles that AI can’t replace.

The company said it’s live across hundreds of healthcare facilities, with more than 30,000 clinicians active on the platform.

Chai Discovery
Chai Discovery cofounders Joshua Meier (CEO) and Jack Dent (President).
Chai Discovery cofounders Joshua Meier, CEO, and Jack Dent, President. The startup has two other cofounders not pictured, Matthew McPartlon and Jacques Boitreaud.

Nominated by: Vig Chandramouli, Oak HC/FT (no financial relationship)

Total funding: $100 million, according to the company

What it does: Chai builds AI models that predict molecular structures and design new antibodies to accelerate drug development.

Why it’s promising: Chai has been off to the races since its 2024 founding. The startup raised a $70 million Series A round in August, led by Menlo Ventures. Thrive Capital, OpenAI, and Dimension led its $30 million seed round the year prior.

Chandramouli pointed to Chai’s “exceptional” technical team, comprising a mix of top AI bio researchers and alumni from tech companies such as OpenAI, Meta, and Stripe.

“They’ve shown quickly and effectively how they can solve problems that previously took many years and millions of dollars,” he said.

Clasp
Tess Michaels, founder and CEO of Clasp.
Tess Michaels, founder and CEO of Clasp.

Nominated by: Irem Rami, Norwest Venture Partners (no financial relationship)

Total funding: $50.4 million

What it does: Clasp connects health systems with aspiring clinicians, often while they’re still in training, to provide student loan repayment programs tied to post-graduation employment.

Why it’s promising: Clasp wants to tackle healthcare’s workforce shortage and the student debt crisis at the same time with programs that the company likens to ROTC, but for medicine instead of the military.

Clasp said it’s reached $100 million in student loan commitments across top healthcare systems, including Boston Children’s Hospital and Memorial Sloan Kettering Cancer Center. The company was also named to Business Insider’s 2025 list of startups to bet your career on in February.

“By better connecting students with opportunities, Clasp is helping providers build sustainable workforces in a highly competitive environment,” Rami said.

Courier Health
Danny Sigurdson, founder and CEO of Courier Health
Danny Sigurdson, founder and CEO of Courier Health.

Nominated by: Irem Rami, Norwest Venture Partners (an investor)

Total funding: $24 million, according to the company

What it does: Courier Health sells a customer relationship management platform to biopharma companies to help them coordinate and support patients, especially those on specialty drugs.

Why it’s promising: Courier Health links fragmented patient and provider data to help drugmakers understand patient journeys and improve medication access and adherence. In 2025, the company said it quadrupled its client base and more than doubled its headcount.

“Courier Health is transforming the way pharma engages with patients by providing visibility across the entire patient journey. Their platform ensures the right patients are connected with the right therapies at the right time, ultimately improving access, adherence, and outcomes,” Rami said.

Diana Health
Diana Health CEO and cofounder Kate Condliffe.
Diana Health CEO and cofounder Kate Condliffe.

Nominated by: Blake Wu, NEA (an investor)

Total funding: $101 million, according to the company.

What it does: Diana Health offers women’s healthcare across gynecology, maternity, menopause, and wellness, with virtual and in-person services.

Why it’s promising: Diana partners with hospitals to design and operate women’s care programs, pairing nurse-midwives with specialists like OB-GYNs and mental health clinicians for care in the hospitals or at outpatient clinics. The startup raised $55 million in Series C funding in September, led by HealthQuest Capital, to keep expanding its footprint. Diana Health now works with nine hospitals in Tennessee, Florida, and Texas.

Wu noted that women’s health, especially maternity care, has historically been a challenging area for startups. He said Diana’s model yields better health outcomes for patients while controlling costs.

“We’ve evaluated dozens of startups in the space, and our view is that Diana’s clinical model is unique and highly differentiated,” he said.

Inbox Health
Blake Walker, CEO and cofounder, Inbox Health
Blake Walker, cofounder and CEO of Inbox Health.

Nominated by: Steve Piaker and Kyle Kruse, Ten Coves (an investor)

Total funding: $55 million, according to the company

What it does: Inbox Health automates patient billings for healthcare practices, with AI-powered support tools to help those patients understand their payments.

Why it’s promising:

Inbox’s AI-powered tools aim to simplify and speed up payments for providers. The company said it’s now working with over 3,500 healthcare practices and over 2.8 million patients a year.

Ten Coves led a $20 million growth equity funding round for Inbox Health in October.

“It is our belief that as high-deductible health insurance plans continue to proliferate, Inbox Health’s suite of AI-powered patient engagement and payment solutions are well-positioned to scale and address the need for improved patient collections and greater back-office efficiency, a multi-billion-dollar industry pain point,” Piaker and Kruse said in an email to Business Insider.

Infinitus
Ankit Jain, cofounder and CEO of Infinitus Systems.
Ankit Jain, cofounder and CEO of Infinitus.

Nominated by: Ilya Fushman, Kleiner Perkins (an investor)

Total funding: $102.9 million, according to the company

What it does: Infinitus builds AI agents to handle administrative tasks, especially phone calls, in healthcare across pharma companies, health plans, and provider organizations.

Why it’s promising: Fushman said Infinitus has had a breakout year as it works to automate time-consuming tasks for healthcare organizations, such as benefits verification, prior authorizations, and prescription follow-ups. This month, the startup rolled out new tech for pharma companies selling directly to patients, including providing around-the-clock answers to patient questions about their medications.

Fushman led Infinitus’s seed and Series A rounds. He said Infinitus already supports 44% of the Fortune 50, two of the five national payers, and eight of the 10 biggest life sciences companies, and pointed to its partnership with Salesforce, which offers Infinitus’s voice AI agents to customers of Salesforce’s life sciences cloud platform. “Their enterprise partnership momentum continues to accelerate,” Fushman said.

Knownwell
Brooke Boyarsky Pratt, founder and CEO of Knownwell.
Brooke Boyarsky Pratt, founder and CEO of Knownwell.

Nominated by: Jannick Dam Mortensen, Maj Invest (no financial relationship)

Total funding: $50 million, according to the company

What it does: Knownwell provides integrated obesity care, including primary care and weight management, in person and virtually.

Why it’s promising: As demand for obesity care skyrockets, Knownwell has expanded to 10 brick-and-mortar clinics across the US. The startup announced a fresh $25 million in funding in October, led by CVS Health Ventures and including Andreessen Horowitz, a previous investor, to power its continued growth.

Knownwell also notched a deal in April to offer its weight care services through Eli Lilly’s direct-to-consumer digital health platform, LillyDirect.

Mortensen said the company provides a care experience for patients that’s “highly individualized and comprehensive.”

Nudge

Nominated by: Ilya Fushman, Kleiner Perkins (no financial relationship)

Total funding: $100 million, according to PitchBook

What it does: Nudge aims to create “whole-brain interfaces,” using ultrasound technology to image and stimulate the brain, to enable treatments for neurological conditions such as addiction and essential tremors.

Why it’s promising: Nudge has a tall task ahead of it: creating dynamic maps of the brain by combining complex neuroscience with hardware and software. Fushman highlighted Nudge’s usage of non-invasive technology for both imaging and precise brain stimulation.

The startup raised $100 million in Series A funding in July, co-led by Thrive Capital and Greenoaks, to tackle that challenge.

Nudge’s CEO, Fred Ehrsam, previously cofounded Coinbase and is a general partner at crypto VC firm Paradigm. Nudge’s founding team also includes a former Neuralink product VP.

In the longer term, Nudge has said it wants to build consumer-grade products to help broader populations better understand their brains in everyday life. The startup didn’t respond to requests for comment from Business Insider for this story.

Payzen
PayZen cofounder and CEO Itzik Cohen.
PayZen cofounder and CEO Itzik Cohen.

Nominated by: Blake Wu, NEA (no financial relationship)

Total funding: $87 million, according to the company

What it does: Payzen works with health systems and physician groups to offer no-cost payment plans to patients for out-of-pocket medical bills.

Why it’s promising: Nearly half of Americans find it difficult to afford their healthcare costs, according to a KFF poll published earlier this year. Amid healthcare’s affordability crisis, Payzen’s approach stands out, Wu said.

The startup uses AI underwriting models to create personalized payment plans that patients are more likely to stick to, thereby increasing revenue for providers.

“Across our investment portfolio, we’re looking for opportunities where we can help align incentives and improve outcomes for all healthcare stakeholders, starting with the patient,” Wu said. “In our work in the category, PayZen’s model emerged as the most unique that we have seen.”

RapidClaims

Nominated by: Steve Piaker and Kyle Kruse, Ten Coves (no financial relationship)

Total funding: $11 million, according to PitchBook

What it does: RapidClaims sells AI-powered software to healthcare provider organizations to help them capture more revenue.

Why it’s promising: RapidClaims is another startup riding the wave of VC interest into healthcare revenue cycle management. Founded in 2023, the startup sells AI tools to automate medical coding, claims management, and denials prevention, among other back-end financial tasks. The startup raised $8 million in a Series A funding round in April, led by VC firm Accel.

Piaker and Kruse said RapidClaims’ tech is compelling in its potential not only to speed up cash collection for providers but to eliminate compliance concerns and manual errors in the process.

RapidClaims didn’t respond to requests for comment from Business Insider for this story.

Stedi
Zach Kanter, founder and CEO of Stedi.
Zach Kanter, founder and CEO of Stedi.

Nominated by: Julie Yoo, Andreessen Horowitz (no financial relationship)

Total funding: $92 million, according to the company

What it does: Stedi handles and routes transactions between healthcare providers and insurers.

Why it’s promising: Stedi is a tech-first healthcare clearinghouse, a central entity that enables doctors to check patients’ insurance eligibility, submit claims, track the status of those claims, and receive payment. The startup makes the process more efficient with APIs, which connect disparate software systems, allowing customers to send and receive data via Stedi automatically.

The company said it signed hundreds of new customers in 2025. It also raised a $70 million Series B funding round co-led by fintech company Stripe and VC firm Addition in August.

“We’ve had a number of highly unfortunate outage events in recent years that shed light on the scale, complexity, and fragility of some of the core, but often legacy, infrastructure systems on which the industry relies. Stedi is one of the upstarts that is giving said infrastructure a seriously needed upgrade,” Yoo said.

Stepful
Stepful cofounders Tressia Hobeika, chief product officer, and Carl Madi, CEO.
Stepful cofounders Tressia Hobeika, chief product officer, and Carl Madi, CEO.

Nominated by: Vig Chandramouli, Oak HC/FT (an investor)

Total funding: Over $50 million, according to the company

What it does: Stepful offers online training for entry-level healthcare jobs, as well as career services to help recent graduates find roles after certification.

Why it’s promising: Founded in 2021, Stepful aims to reduce barriers to entry for healthcare jobs by offering short, online, and affordable training programs for positions like medical assistants and pharmacy technicians.

Stepful has introduced AI-powered tools to give students feedback on their work and coach them if they’re falling behind. The startup also partners with healthcare organizations on hiring and upskilling their existing workers.

“This is a team that is obsessed with understanding their target consumer and building a product that enables market-leading graduation rates, with over 30,000 students graduated to date,” Chandramouli said.

Teal Health
Kara Egan, cofounder and CEO of Teal Health.
Kara Egan, cofounder and CEO of Teal Health.

Nominated by: Allison Baum Gates, SemperVirens (no financial relationship)

Total funding: $23 million, according to the company

What it does: Teal Health enables women to screen for cervical cancer at home with at-home kits paired with telehealth support.

Why it’s promising: Teal Health received FDA authorization for its at-home cervical cancer screening wand in May, after raising an additional $10 million in seed funding in January.

The wand, the first do-it-yourself cervical cancer testing tool in the US, could help close the gap in cancer screenings. About one in four women in the US are behind on their Pap smears, according to the National Cancer Institute. That care gap is one of the likely contributors to the recent rise in preventable advanced-stage cervical cancer cases.

“I truly believe they are revolutionizing a critical piece of women’s healthcare and following in an important trend of the consumerization of women’s health and the rising need for women to take control of their own health,” Gates said.

Twin Health
Jahangir Mohammed, founder and CEO of Twin Health.
Jahangir Mohammed, founder and CEO of Twin Health.

Nominated by: Jannick Dam Mortensen, Maj Invest (an investor)

Total funding: $308 million, according to the company

What it does: Twin Health creates AI “digital twins” of patients using data from wearables, lab tests, and other inputs, to care for metabolic conditions like obesity and type 2 diabetes.

Why it’s promising: Mortensen pointed to a Twin Health study published in the New England Journal of Medicine Catalyst in August. Led by Cleveland Clinic clinicians, the study found that Twin Health’s programs helped diabetes patients lower their A1C without blood sugar-lowering medications like GLP-1s.

Alongside the study’s August publication, Twin Health announced it had raised a $53 million Series E round, led by Maj Invest, to sell to more health plans and Fortune 500 clients. Twin Health is also backed by VC heavyweights like Sequoia Capital and ICONIQ Growth, with customers including Dayforce and Blackstone.

Twin Health’s founder and CEO, Jahangir Mohammed, previously founded tech company Jasper, which was sold to Cisco in 2016 for $1.4 billion.

Wellsheet
Craig Limoli, cofounder and CEO of Wellsheet.
Craig Limoli, cofounder and CEO of Wellsheet.

Nominated by: Austin Walters, SpringTide Ventures (an investor)

Total funding: $12 million, according to the company

What it does: Wellsheet uses AI to surface relevant and actionable clinical information from a patient’s electronic health record for doctors and care teams.

Why it’s promising: Wellsheet is gaining traction as hospitals struggle with clinician burnout and data overload. The startup’s tech is live in over 100 US hospitals, including health system Ascension Health. Founded in 2015, the company said it tripled its revenue in the last 12 months, and Walters said Wellsheet has increased its user base fivefold so far this year.

Walters pointed to previous efforts by tech giants like Google to consolidate and analyze health record data.

Google couldn’t solve the real-time enterprise visibility and interoperability challenge at Ascension, but Wellsheet was able to beat out this major tech incumbent because of its unmatched ease of implementation and use — and the fact that the team has developed SaaS that actually works for the way multidisciplinary care teams at hospitals run,” Walters said.

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