Yahoo turns to AI-powered answer engine Scout to lead it back to its roots in online search

SAN FRANCISCO (AP) — Internet trailblazer Yahoo is exploring technology's next frontier with Scout, an answer engine powered by artificial intelligence. Scout seems insightful, based on its response to a question posed by The Associated Press about why one of Silicon Valley's brightest stars faded away a decade ago.

“Yahoo’s journey illustrates how a company with an early advantage can disappear without continuous innovation," Scout explained, while also providing hyperlinks to other websites supporting its thesis.

Scout may have to come up with a different interpretation if Yahoo CEO Jim Lanzone can leverage AI to expand upon a worldwide audience of 700 million users who have stuck with the company's finance, sports, news, fantasy and email services, despite a history of folly that nearly destroyed a brand once synonymous with the internet.

Yahoo has “always been the white whale of turnarounds for me,' said Lanzone, who has a track record for salvaging internet wrecks. “I always thought I could do something with this thing."

Lanzone, 55, finally got his chance after the private equity firm Apollo Global Management paid $5 billion to take over Yahoo in September 2021 — a fraction of its peak $125 billion market value reached during the dot-com boom's giddy days in early 2000. Apollo's acquisition came after Verizon Communications bought Yahoo's online operations in 2017 and then bungled an attempt to blend those services into AOL, another internet pioneer.

Verizon never would have gotten the chance to buy Yahoo's online operations if not for the company's perpetual blundering under seven different CEOs in 16 years.

Although Yahoo's checkered past didn't destroy the company, it left a stigma that makes it unlikely that it will ever come close to what it once was, said Jeremy Ring, who was among Yahoo's first employees when he began selling ads for the service from his New York apartment in 1996.

“Even though Yahoo isn't what it once was, it hasn't turned into a Blockbuster or Radio Shack story either,” said Ring, who delved into the company’s ups and downs in a 2018 book, “We Were Yahoo!” “What is going to enable them to compete against all the bigger companies using AI? I am not convinced all the best engineers in the world are suddenly going to come work at Yahoo."

Lanzone's renovation efforts initially focused on shedding Yahoo's dysfunctional parts. The teardown included jettisoning some of Yahoo's advertising technology, selling publishers such as TechCrunch and Rivals and closing down AOL's internet dial-up service in a move that cut off its final 500 users. As it stands now, Yahoo is “very profitable” and bringing in billions of dollars in revenue, Lanzone said, while declining to be more specific.

Once he got the cleanup work down, Lanzone began overhauling what remained — a process that has resulted in an upgrade of Yahoo's popular fantasy sports division and a major overhaul of its email service that still ranks as the second largest on the web behind Google's Gmail.

With the recent introduction of Scout to its 250 million users in the U.S., Yahoo is leaning into the AI movement with the hope that the s technology will simplify online search and produce more personal results tailored to each user's interests. Lanzone is also hoping Scout turns into a flywheel, continually spinning traffic through its other services.

Yahoo will be competing against a familiar foil in Google, which remains the same formidable force that spelled the company's demise 20 years ago and has been progressively layering more AI into its search engine with its Gemini technology. As if that isn't daunting enough, Yahoo also will be vying against other popular AI chatbots such as OpenAI's ChatGPT and Anthropic's Claude in addition to answer engines such as Perplexity.

In a tacit admission that it's behind the curve, Yahoo is running Scout on AI technology licensed from Anthropic.

Unlike other AI chatbots and answer engines, Scout doesn't simulate human conversations so users can “have a fake personal relationship with it,” Lanzone said. “The product is very unique, even though we didn’t invent AI in the first place."

Yahoo's pursuit of more online search traffic has been largely an exercise in futility since the late 1990s, a descent that started just a few years after Stanford University graduate students Jerry Yang and David Filo founded the company as the internet's first comprehensive directory of websites.

But as the internet began to play a bigger role in entertainment and commerce, Yahoo shifted its focus from sending traffic elsewhere to building an all-purpose website that people wouldn't want to leave. That strategic pivot opened the door for two other Stanford University graduate students, Larry Page and Sergey Brin, to create a search engine called Google.

After turning down a chance to buy Google for just $1 million in 1998, Yahoo poured even more resources into creating a one-stop destination while paying so little attention to search that it turned to another company to provide that technology in 2000. Yahoo not only hired Google as its search engine but also promoted its brand on its website. By 2002, Yahoo was offering to buy Google for $3 billion, but Page and Brin wanted $5 billion. The negotiating impasse launched Google on a trajectory toward an internet empire now valued at $3.7 trillion under corporate parent Alphabet Inc.

Yahoo went through a revolving door of seven CEOs, including former Google executive Marissa Mayer, on a quixotic quest to catch up in search before finally ending its 21-year existence as a publicly traded company with its ill-fated sale to Verizon for $4.5 billion. Along the way, Yahoo rejected a $44.6 billion takeover bid from Microsoft in 2008 before finally agreeing to license the software maker's Bing search engine.

If Yahoo's bet on Scout pays off, Lanzone concedes it could lead to the company returning to the stock market more than 30 years after completing a 1996 initial public offering that intensified the dot-com fever gripping investors back then. Lanzone believes another Yahoo IPO could still get people excited.

“We still have one of the biggest audiences on the internet, and that audience has been pretty loyal through a lot of ups and downs,” he said. “If we just ‘super-serve’ them, good things will happen.”

Yahoo CEO Jim Lanzone poses for a photo on Feb. 24, 2026 in Yahoo’s San Francisco office. (AP Photo/Michael Liedtke)

WASHINGTON (AP) — The Trump administration is proposing a new rule that would strip private schools and colleges of their tax-exempt status if they provide targeted help to students based on their race, a significant escalation in the White House's campaign to eradicate diversity programs directed at Black, Hispanic and other minority students.

The Treasury Department proposed the change Thursday in a new regulation that, if made final, would kick in after May 2027. The rule is broadly aimed at ending any policies or programs that help students because of their race, and it specifically says such benefits in admissions, scholarships and facilities “would be incompatible” with the rule.

It’s the latest attempt by the Trump administration to pressure schools and colleges to weed out diversity, equity and inclusion policies that had become common before President Donald Trump returned to the White House with a promise to end them. Trump officials have used Civil Rights-era laws to unwind the policies, saying they discriminate against white and Asian American students.

Higher education leaders criticized the proposal.

“The administration’s latest rules changes are its most blatant attack to keep working class Americans and people of color from accessing higher education and a better life,” Mike Gavin, Alliance for Higher Education president and CEO, said in a statement. “By claiming that efforts to increase fair opportunity for all students are discriminatory, the administration is trying to gaslight the American people into believing that up is down and black is white.”

Scores of universities have shut down or rebranded their DEI offices and ended scholarships and clubs designed for minority students under pressure from the White House. In a statement announcing the proposal, Treasury Secretary Scott Bessent suggested that even policies that are no longer under the banner of DEI could be targeted.

“Schools rebranding race-based preferences as equitable, inclusive, or diversity-enhancing does not change their discriminatory nature,” Bessent said.

The Treasury Department and IRS estimate that up to 18,000 private schools, colleges and other education institutions could be affected by the proposal.

America’s private universities have been exempt from many taxes for more than a century because they provide a public good. The benefit saves many universities millions of dollars every year.

Trump has seen the tax-exempt status as a lever to pull in his pressure campaign against colleges that he describes as hotbeds of “wokeness.” He threatened to cut the benefit for Harvard University last year during his battle with the nation’s oldest college. In a response, Harvard officials said there was no legal basis for doing so and argued it would force cuts to financial aid and crucial medical research.

It’s incredibly rare for the federal government to go after a college’s tax-exempt status, but there’s one notable precedent. Bob Jones University, a small Christian school in South Carolina, lost the benefit in the 1970s over a ban on interracial dating and marriage on campus. The Supreme Court upheld the IRS’s decision to deny the school its exemption. The school has since ended the ban and regained tax-exempt status in 2017.

Laws forbid the IRS from targeting individuals and organizations for ideological reasons, and federal officials are not allowed to direct IRS investigations.

To maintain nonprofit status, which allows donations to be tax-deductible, organizations must follow IRS rules on lobbying, political campaign activity and annual reporting requirements, as well as other obligations.

The Trump administration describes the new proposal as a move toward restoring merit in the nation’s education systems.

Marjorie Hass, president of the Council of Independent Colleges, said the change would most likely impact donations, which are often earmarked for scholarships.

The uncertainty around the proposal also will create challenges for schools, said Tim Powers, a vice president of the National Association of Independent Colleges and Universities.

“Our institutions are committed to complying with applicable civil rights laws and maintaining safe and supportive campuses free from discrimination,” Powers said. “However, the proposed rule may create new compliance burdens and legal uncertainties for institutions of higher education that are already operating in line with existing nondiscrimination rules.”

The Justice Department has separately opened investigations into several medical schools that it accuses of favoring Black and Hispanic students in admissions. Trump officials say any such favoritism violates Title IV of the Civil Rights Act of 1964, a federal law that forbids discrimination in education and was created to fight segregation and its impact.

A statement from IRS Chief Executive Officer Frank J. Bisignano said private schools that promote discriminatory practices will no longer be exempt from taxes.

“Today’s proposed regulations put institutions on notice and schools that continue to engage in racial discrimination should expect to lose that status,” he said.

Associated Press Education Writers Annie Ma and Heather Hollingsworth contributed to this report.

The Associated Press’ education coverage receives financial support from multiple private foundations. AP is solely responsible for all content. Find AP’s standards for working with philanthropies, a list of supporters and funded coverage areas at AP.org.

FILE - People take photos near a John Harvard statue, left, on the Harvard University campus, Jan. 2, 2024, in Cambridge, Mass. (AP Photo/Steven Senne, File)