Bret Taylor, co-CEO of Salesforce, speaks at the Viva Technology Conference in Paris on June 15, 2022.
Nathan Laine | Bloomberg | Getty Images
Artificial intelligence startup Sierra, co-founded by ex-Salesforce co-CEO Bret Taylor, is more than quadrupling its valuation to $4.5 billion in a fresh funding round.
The San Francisco-based company, which was valued at $1 billion in January, raised $175 million in a funding round led by Greenoaks Capital. The Information reported earlier this month that Sierra was in the midst of raising capital.
Taylor is chairman of OpenAI’s board and previously ran Salesforce, alongside Marc Benioff. He was also chairman of Twitter when Elon Musk was negotiating to buy the social media company. Taylor is a longtime entrepreneur, widely credited with helping to create Google Maps. At Google, he met his Sierra co-founder Clay Bavor, who spent nearly two decades at the tech giant, leading virtual reality efforts and Google Labs.
Sierra is focused on helping enterprises like home security company ADT, Sonos, Weight Watchers and Casper personalize and implement AI agents for customer service. Taylor and Bavor unveiled the startup earlier this year.
“We think every company in the world, whether it’s a technology company or a 150-year-old company like ADT, can benefit from AI, and the technology is ready right now,” Taylor told CNBC in an interview. “We want to enable Sierra to address that market, and that means expanding internationally and to other industries.”
ICONIQ and Josh Kushner’s Thrive Capital contributed to the new funding round.
Taylor describes Sierra as “conversational AI,” and bristles at the word “chatbot,” even banning the phrase in the company’s downtown San Francisco office. Sierra is looking to create a more conversational style of interaction, Taylor said. He pointed to the ease of OpenAI’s ChatGPT and compared it to the frustrating experience of talking on the phone with an airline bot.
“When you think of chatbots, you think of those annoying, robotic things — you can feel the difference,” Taylor said, adding that Sierra is making their agents more “empathetic and conversational.”
Sierra’s team lets each client customize the agent’s personality to its corporate brand. Clothing company Chubbies, for example, took a more sarcastic route with a younger sounding agent named Duncan Smothers. Taylor said some luxury brands are opting for a British accent with a more serious tone.
“We really think that your conversational AI agent should be not only transactional, but a brand ambassador,” Taylor said. “It’s actually something that is a statement of your values. So do you want to be sarcastic? Do you want to use emoji? Do you want it to sound like text messaging, or do you want it to sound like a lawyer?”
Sierra uses what Bavor and Taylor describe as a “constellation” of models, with a “supervisor.” The technology uses one model to do the heavy lifting, with the expectation that it won’t be 100% reliable, but use a second model as a backup, to “check” the others and help with accuracy. The company currently relies on large language models from OpenAI, Anthropic and Meta, among others.
There’s competition in the space. Taylor’s former company, Salesforce, as well as Microsoft, in partnership with OpenAI, are exploring the AI agent space. Taylor compared Sierra to the companies that built cloud software on top of Amazon Web Services and other cloud infrastructure.
“In the cloud era, you had Shopify, Salesforce, ServiceNow and Adobe — I think the same thing will play out in AI with Sierra,” Taylor said. “We’re helping their branded customer facing agent.”
He mentioned startups like Cursor, which makes coding agents, and Harvey, which makes legal agents.
Sierra’s funding follows a flurry of major AI announcements in Silicon Valley. OpenAI raised billions of dollars at a $157 billion valuation. Perplexity is in the midst of raising a round that values the company at $9 billion, a source confirmed to CNBC. One in three venture dollars this year has gone to an AI startup, according to CB Insights.
“When a technology wave like this happens, I think a lot of people are trying to place their bets,” Taylor said. “I don’t know which company will win, but it’s a smart investment, categorically. Clearly customer experience and customer service is a huge opportunity, and I think we are the leader in this space, and seeing a lot of demands because of that.”
Dario Amodei, Anthropic CEO, speaking on CNBC’s Squawk Box outside the World Economic Forum in Davos, Switzerland on Jan. 21st, 2025.
Gerry Miller | CNBC
Anthropic is in talks to raise a $3.5 billion funding round, significantly more than the amount previously expected, CNBC has confirmed.
The round would roughly triple the artificial intelligence startup’s valuation to $61.5 billion, according to two sources familiar with the deal, who asked not to be named because the details aren’t public. Lightspeed Ventures is leading the funding, with participation from General Catalyst and others, the sources said.
The financing, which was first reported by the Wall Street Journal, signals continued investor demand for top-tier AI companies, even in the face of potential disruption from China’s DeepSeek. Anthropic is backed by Amazon and Google, and had initially set out to raise $2 billion, according to a source.
Anthropic declined to comment.
The company’s last private market valuation was $18 billion. Amazon has poured $8 billion into the startup.
Anthropic was founded by early OpenAI employees and is the creator of the popular chatbot Claude. Earlier Monday, Anthropic released what it says is it’s “most intelligent AI model yet. Its so-called hybrid model combines an ability to reason — or stopping to think about complex answers — with a traditional model that spits out answers in real time.
JPMorgan Chase CEO Jamie Dimon on Monday said the U.S. government is inefficient and in need of work as the Trump administration terminates thousands of federal employees and works to dismantle agencies including the Consumer Financial Protection Bureau.
Dimon was asked by CNBC’s Leslie Picker whether he supported efforts by Elon Musk’s Department of Government Efficiency. He declined to give what he called a “binary” response, but made comments that supported the overall effort.
“The government is inefficient, not very competent, and needs a lot of work,” Dimon told Picker. “It’s not just waste and fraud, its outcomes.”
The Trump administration’s effort to rein in spending and scrutinize federal agencies “needs to be done,” Dimon added.
“Why are we spending the money on these things? Are we getting what we deserve? What should we change?” Dimon said. “It’s not just about the deficit, its about building the right policies and procedures and the government we deserve.”
Dimon said if DOGE overreaches with its cost-cutting efforts or engages in activity that’s not legal, “the courts will stop it.”
“I’m hoping it’s quite successful,” he said.
In the wide-ranging interview, Dimon also addressed his company’s push to have most workers in office five days a week, as well as his views on the Ukraine conflict, tariffs and the U.S. consumer.
Check out the companies making headlines in midday trading: Berkshire Hathaway — Class A shares of Warren Buffett’s conglomerate jumped nearly 4% following a strong earnings report . The conglomerate said its operating profit skyrocketed 71% to $14.5 billion in the fourth quarter, led by a 302% jump in insurance underwriting. Auto insurer Geico had the most positive effect on Berkshire’s insurance results. Meta Platforms — The Facebook parent company slipped more than 1% and was on pace for a fifth straight down day. Meta has dipped roughly 10% over the past five sessions, which marks its longest losing streak since August. Palantir — Shares tumbled 8.7% on Monday, on track for its fourth straight down day. The retail investor favorite has recently shown signs of fizzling , with shares down more than 24% compared with where they traded five sessions ago. Domino’s Pizza — The pizza chain pulled back 2% after fourth-quarter results missed analysts’ expectations. Domino’s reported earnings of $4.89 per share on revenue of $1.44 billion, while analysts polled by FactSet were looking for $4.90 per share on revenue of $1.48 billion. Same-store sales, a key metric for restaurants, also grew less than anticipated. Alibaba — The Chinese e-commerce giant plummeted 9%, reversing some of the 15.3% gain it saw last week following a better-than-expected earnings report . The move lower comes despite Morgan Stanley upgrading the stock to overweight from equal weight this week, with the firm citing accelerating cloud revenue growth as a catalyst. Robinhood — The brokerage stock fell more than 2% on Monday, putting it on track for its fifth straight losing session. Last week, Robinhood was downgraded by Wolfe Research to peer perform from outperform, and two corporate insiders disclosed recent stock sales. Nike — The clothing and footwear stock gained more than 4% after Jefferies upgraded Nike to buy from hold, and said the company is turning “back on its innovation engine.” Freshpet — The pet food stock advanced more than 8% after an upgrade to buy from hold from Jefferies, with the firm asserting that shares are “worth 50% above” where they are trading currently. The firm added that it expects Freshpet can grow sales 23% by 2027. Rivian — Shares tumbled nearly 8% after Bank of America downgraded the electric vehicle maker to underperform from neutral. Analyst John Murphy pointed to mounting competitive pressures, a softer-than-expected 2025 outlook and slowing EV demand alongside a potential pullback in U.S. EV incentives as reasons for the downgrade. Energy stocks — Power company stocks were lower on the heels of the a TD Cowen report last week concerning data centers and Microsoft. Analyst Michael Elias said Microsoft had “cancelled leases in the U.S. totaling ‘a couple of hundred MWs’ with at least two private data center operators.” Talen Energy and GE Vernova pulled back 2% each, while Vistra dropped nearly 4%. Constellation Energy shed about 7%. — CNBC’s Yun Li, Alex Harring, Lisa Kailai Han, Jesse Pound and Sean Conlon contributed reporting.