Upwind raises $400M after walking away from Datadog acquisition offer


Upwind, a San Francisco startup that uses AI to secure cloud infrastructure, has raised a $400 million Series C round at a $3.8 billion valuation led by Bessemer Venture Partners, with participation from existing backers including Greylock Partners and Craft Ventures.

The round comes nine months after Upwind closed its previous $250 million financing at a $1.5 billion valuation.

The fresh funding, which has been in the works for months, nearly fell apart after Datadog attempted to buy the company, according to a person familiar with Upwind. Datadog is a publicly traded company that sells tools for monitoring how software runs, known as observability. It didn’t offer a premium above the $3.8 billion valuation set by venture capital investors, the person said, so Upwind decided to stay independent.

Four-year-old Upwind has grown rapidly amid rising AI-driven cybersecurity threats. The startup has been adding $20 million to $30 million in annualized recurring revenue (ARR) each quarter and is projected to end the year at roughly $90 million, according to a person familiar with Upwind’s financials. That means that VCs and Datadog valued the startup at more than 40 times its forecast ARR, a common yardstick for pricing software companies. The high multiple is also well below the 80x ARR fetched by Cyera, another fast-growing cybersecurity startup, according to TechCrunch reporting from earlier this year.

Cybersecurity is poised to be the third big wave of AI software that companies will pay for after AI coding tools and customer support, Theory Ventures general partner Tomasz Tunguz recently wrote in his widely read blog.

By walking away from an acquisition offer, Upwind clearly believes that the company will ultimately be worth more than the $3.8 billion that Datadog was ready to pay for it. However, given how few cybersecurity companies have gone public in recent years, an eventual sale remains the most likely outcome for the startup.

Upwind continues to draw acquisition interest, according to a person familiar with the company.

The startup was founded by Amiram Shachar, who sold his previous company, the cloud spend management startup Spot.io, to NetApp for $450 million. Upwind calls its approach to thwarting threats “runtime” security, which means it alerts and remedies attacks and vulnerabilities in active services in real time.

TechCrunch has reached out to both Upwind and Datadog for comment.

When you purchase through links in our articles, we may earn a small commission. This doesn’t affect our editorial independence.

AI voice startup Vapi hits $500M valuation after winning Amazon Ring over 40 rivals


Amazon Ring, facing a surge in customer-support calls during last year’s holiday season, evaluated more than 40 AI voice vendors before choosing startup Vapi to handle its inbound phone traffic. Today, Ring routes 100% of its inbound calls through Vapi’s platform.

That deployment helped Vapi raise a $50 million Series B led by Peak XV Partners at a valuation of around $500 million after investment, according to a person familiar with the matter.

Ring turned to Vapi in mid-Q4 last year, when it was weighing whether to expand call-center capacity, rely more heavily on traditional automated phone systems, or deploy AI agents that could respond more naturally to customers, Vapi Chief Executive Jordan Dearsley (pictured above, left) told TechCrunch. Dearsley believes Ring chose Vapi because if offered Ring engineers granular control over how the AI agents behaved in live customer interactions.

Jason Mitura, vice president of software development at Amazon Ring, said Ring’s customer satisfaction scores improved after deploying Vapi’s platform and that the company’s teams were able to tune the AI agent experience without depending on engineering. “A lot of AI tools promise great outcomes — Vapi has delivered on them,” he said.

Founded by Dearsley and his University of Waterloo classmate Nikhil Gupta (pictured above, right), Vapi grew out of an AI therapist Dearsley built in 2023 for conversations during his daily walks. The pair, who had gone through Y Combinator with productivity startup Superpowered, found that while few people wanted the therapy product itself, startups were increasingly interested in the low-latency voice infrastructure underneath it. This led them to pivot to Vapi and launch the platform publicly in 2024.

Vapi provides tools for companies to build, deploy, and manage voice agents across customer support, lead qualification, appointment scheduling, and outbound sales.

Image Credits:Vapi

The startup says it has now handled more than 1 billion calls through its platform, with usage accelerating as enterprises move more customer interactions onto AI systems. Vapi, Dearsley said, currently processes between 1 million and 5 million calls a day, with enterprise customers accounting for the bulk of that volume.

In addition to Amazon Ring, Vapi’s enterprise customers include Kavak, Instawork, New York Life, UnityAI, Cherry, and Intuit. The startup also operates a self-serve developer platform that has been used by more than 1 million developers.

“Because we started from self-serve and had such a wide developer footprint, we were already battle-tested at significant scale before we signed our first major enterprise customer,” Dearsley said.

Other investors participating in the Series B round included Microsoft’s M12, Kleiner Perkins, and Bessemer Venture Partners, bringing Vapi’s total funding to $72 million. The startup is currently at an annual recurring revenue run rate in the “healthy” eight figures, an investor source told TechCrunch.

Vapi is part of a growing wave of AI voice startups that includes Sierra, Decagon, PolyAI, Bland, Retell, and ElevenLabs, as companies race to build systems capable of handling customer conversations with minimal human involvement. Dearsley said Vapi differentiates itself by focusing less on pre-packaged applications and more on the infrastructure and orchestration layer behind voice agents, particularly for enterprises that want greater control over reliability, compliance, and model behavior.

The startup currently has around 100 employees and plans to use the new funding to expand its engineering, infrastructure, and go-to-market teams.

“The golden problem is taking this indeterminate beast that is a model and taming it,” Dearsley said. “If you can do that, then you can provide value to the world.”

When you purchase through links in our articles, we may earn a small commission. This doesn’t affect our editorial independence.