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The curveball interview questions CEOs are asking job seekers amid Gen Z’s hiring nightmare

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It’s no secret that getting a new job is hard, with candidates constantly complaining about the endless hoops that recruiters are making them jump through to prove they’re the perfect match, from endless rounds of interviews to 90-minute tests and presentations. 

But for young people in particular, the challenge is even steeper. About a fifth of Gen Zers worldwide are classified as “NEETs” and are currently locked out of the job market. Last year in the U.K. alone, more than 1.2 million applications were submitted for fewer than 17,000 graduate roles. 

Even Goldman economists have admitted Gen Z’s hiring nightmare is real—and it isn’t going away anytime soon. 

As millions of Gen Zers face unemployment and entry-level office roles becoming scarcer, hiring managers are being forced to get creative to find the very best candidates. So Fortune has rounded up the curveball make-or-break interview questions now shaping hiring decisions.

Do you think we are in an AI bubble?

Do you think we’re in an AI bubble? Even the experts who’ve predicted past crashes can’t seem to agree. But if you’re looking for a job right now, your opinion on all this could decide whether you get the job. Dave McCann, IBM’s managing partner for EMEA, says he now throws the curveball question in interviews as a make-or-break test.

There’s no right or wrong answer, but actually knowing where you stand could give you an edge and pique the exec’s interest. McCann doesn’t care which side you pick—he cares whether you’ve thought it through.

Can you design a car for a deaf person?

Lyft CEO David Risher likes to ask candidates: “Design a car for a deaf person.” The curveball question may sound unusual, but for Risher, it’s a quick way to “suss out” whether a candidate can put themselves in the shoes of a customer—and he got the idea from his time working with Jeff Bezos. 

“I want to see the candidate close their eyes and ears and imagine what that feels like, then be able to describe the experience to me in detail, including what someone in that position might need,” Risher said. “That’s how I know I’ve got someone who can build great customer-obsessed experiences.”

Do you have any questions for me?

The question that turns its head on the interviewee and enables them to put the hiring manager in the hot seat isn’t an unusual one. But for Twilio’s CEO Khozema Shipchandler, it’s what comes next that matters most. 

If your answer is a blank stare or “Nope, I’m fine,” consider yourself on thin ice. 

“The number one red flag for me is when someone doesn’t ask questions towards the end of an interview,” Shipchandler exclusively told Fortune. “That’s a pretty significant mark against them being curious about what they’re interviewing, the company, the way we might work together, chemistry, culture, all of those things.”

And Denny’s CEO Kelli Valade echoed that it doesn’t really matter what you ask employers at the end of the interview—the fact that you do ask something shows you did your homework, are seriously interested and is a big green flag.

Can you start right away?

Picture this: You’ve spent hours applying for the dream job and sitting through multiple interviews. Finally, you think you’ve won over the hiring manager when they ask, “when can you start?” 

You’d be forgiven for thinking the right answer, is “straight away.” After all, you want to seem eager. But Gary Shapiro, the chief executive of U.S. trade association Consumer Technology Association, revealed that he turns candidates down who say they’re available within two weeks. “They don’t get the job, because they’ll treat us the way they treat that former employer.”

Other things to look out for: Coffee cup tests, pricey menu items and wait staff

It’s not just what you say in the interview that could cost you the job. Hiring managers are also watching what you do—as early as when you walk through the revolving doors and great reception. They’re looking at how you treat staff before and after your interview, as well as, what you do with the coffee (or tea) cup you were drinking from. Hint: offering to clean it up will go down will.

Other hiring managers take their prospective new hires out for a lunch interview and watch for whether they season their food before taking a bite. Why? Because putting salt (or anything) on your food before tasting it is the equivalent of judging a book by its cover and apparently, highlights a lack of patience.

That’s not all. They’re also testing you for how quickly you order, whether you wait for others to sit before sitting down to eat, the price of the items you order, and how you treat wait staff.

One consultant even revealed on X that he knows a CEO who goes as far as taking candidates for breakfast and secretly asking the servers to mess up their order “to see how they’d react.”



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Iran threatens U.S. and Israel as protests enter third week

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Tehran warned the US and Israel against any intervention over nationwide protests in Iran while it sought to placate its citizens, as demonstrations entered their third week and fatalities mounted. 

Saturday marked the third night of intensified nationwide demonstrations, following calls by Reza Pahlavi, the exiled son of Iran’s former shah, to seize city centers and stage strikes. Since the unrests first began on Dec. 28, Donald Trump has repeatedly warned the Iranian regime not to fire on demonstrators, with the US president receiving a briefing in recent days on new options for military strikes.

The Oslo-based Iran Human Rights group said on Sunday it had confirmed the deaths of at least 192 protesters, including nine individuals under 18. Separately, the US-based Human Rights Activists News Agency said deaths linked to the recent unrest had reached 116, with most killed by live ammunition or pellet gunfire. 

On Sunday, Iran’s President Masoud Pezeshkian struck a conciliatory tone in a state TV interview, offering condolences to families affected by the “tragic consequences” of the unrest.

“Your protests must be heard, and we must address your concerns. Let’s sit down together, hand in hand, and solve the problems,” he said, without offering details on how that would be done. “I promise the dear people, perhaps ninety percent of whom have concerns, that we will address their worries. We will get through this crisis.”

Still, Pezeshkian accused the US and Israel of bringing in “terrorists from abroad,” whom he claimed had set mosques and markets on fire, “beheaded some, and burned others alive.” Other officials took an even harder line. 

“In the event of a US military attack, both the occupied territories and US military and shipping centers will be legitimate targets for us,” Iran Parliament Speaker Mohammad Bagher Ghalibaf said in remarks broadcast on state television earlier on Sunday. 

He reiterated a warning that Iran could act preemptively against potential threats. “Within the framework of legitimate self-defense, we do not limit ourselves to responding only after an attack,” he said.

Trump has been briefed in recent days on a range of options for military strikes in Iran, including nonmilitary sites, a White House official said, confirming an earlier New York Times report. The US president is seriously considering authorizing an attack, according to the official.

Israel’s Army Radio reported Sunday that the country’s security establishment views it as unlikely that Iran will attack Israel at this stage. “No such immediate willingness is identified in Israel — but rather an Iranian focus on internal matters,” it said, citing unidentified defense officials. 

Footage from Iranian cities suggests that hundreds of thousands, including many elderly, are defying stern warnings from authorities to stay off the streets, despite a nationwide internet blackout and severe telecommunications restrictions that have blocked calls and text messages since Thursday.

The NetBlocks internet‑monitoring group said in a posting on X early Sunday that internet connectivity in Iran “continues to flatline around 1% of ordinary levels.”

Still, multiple social media videos, reportedly from a warehouse in southern Tehran, show people searching through dozens of corpses in body bags, lined up on the ground and on stretchers. Wailing can be heard as individuals bend over the bags, trying to identify their loved ones.

A video published later on Sunday by the state-run IRIB News appeared to show scenes from the same warehouse — one of the first glimpses by official media into the scale of the fatalities. In the video, a reporter described the site as a complex of the state forensic organization in Tehran, with dozens of bodies inside a large indoor facility. Outside, dozens of people are seen huddling around ambulances and the back of what appears to be a refrigerated truck, searching for their relatives.

Protests erupted last month among pockets of traders in Tehran over worsening economic and living conditions but have since grown into the largest anti-regime demonstrations to grip the country since 2022, when the death in custody of Mahsa Amini triggered nationwide anger and mass protests.

Read more: How Sanctions and a Currency Crash Fueled Iran Unrest: QuickTake

Other videos, reportedly from west of Tehran on Saturday night, show thousands of protesters packed into the streets, waving phone flashlights in the dark as city lights remain shut down, amid whistles and chants of “Death to the dictator.” A truck was seen on fire in Mashhad, while footage purportedly from Sunday shows a state tax administration building burned out overnight in eastern Tehran. Bloomberg couldn’t independently verify any of the footage. 

In an X post on Sunday, Pahlavi urged protesters to continue their demonstrations through the weekend. He described Trump as “the leader of the free world” who is observing the unrest and “is ready to help you.”

Late on Saturday, Iran’s Foreign Minister Abbas Araghchi accused the US and Israel of fueling violent unrest and warned against any action directed at Tehran.

“The only ‘delusional’ aspect of the current situation is the belief that arson does not ultimately burn the arsonists,” Araghchi said.

Alongside those killed, another 2,638 people had been detained, the Human Rights Activists organization said. Some of those killed included medical personnel, and seven of the victims were under 18, it added.

Iran’s prosecutor general warned on Saturday of swift trials and death penalty charges against detainees, a day after Supreme Leader Ayatollah Ali Khamenei said the security apparatus won’t tolerate “vandalism” or “people acting as mercenaries for foreign powers.”



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Florida man who grabbed Nancy Pelosi’s podium during Capitol riot runs for county office

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A man who grabbed then-House Speaker Nancy Pelosi’s podium and posed with it for photographs during the U.S. Capitol riot is running for county office in Florida.

Adam Johnson filed to run as a Republican for an at-large seat on the Manatee County Commission on Tuesday. That was the fifth anniversary of the Jan. 6 riot, where he was photographed smiling and waving as he carried Pelosi’s podium after the pro-Trump mob’s attack on Jan. 6, 2021.

Johnson told WWSB-TV that it was “not a coincidence” that he filed for office on Jan. 6, saying “it’s definitely good for getting the buzz out there.” His campaign logo is an outline of the viral photograph of him carrying the podium.

He’s far from the first person implicated in the Jan. 6 riot to run for office. At least three ran unsuccessfully for Congress in 2024 as Republicans. And there are signs that the Republican Party is welcoming back more people who were convicted of Jan. 6 offenses after Trump pardoned them.

Jake Lang, who was charged with assaulting an officer, civil disorder and other crimes before he was pardoned, recently announced he is running for Secretary of State Marco Rubio’s vacant U.S. Senate seat in Florida.

Johnson placed the podium in the center of the Capitol Rotunda, posed for pictures and pretended to make a speech, prosecutors said. He pleaded guilty in 2021 of entering and remaining in a restricted building or ground, a misdemeanor that he equated to “jaywalking” in the interview.

“I think I exercised my First Amendment right to speak and protest,” Johnson said.

After driving home, Johnson bragged that he “broke the internet” and was “finally famous,” prosecutors said.

Johnson served 75 days in prison followed by one year of supervised release. The judge also ordered Johnson to pay a $5,000 fine and perform 200 hours of community service.

Johnson told U.S. District Judge Reggie Walton at sentencing that posing with Pelosi’s podium was a “very stupid idea” but now says he only regrets his action because of the prison sentence.

“I walked into a building, I took a picture with a piece of furniture, and I left,” he now says.

Four other Republicans have filed to run so far in the Aug. 18 primary in what’s a deeply Republican county. The incumbent isn’t seeking reelection.

In March 2025, Johnson filed a lawsuit against Manatee County and six of its commissioners, objecting to the county’s decision not to seek attorney’s fees from someone who sued the county and dropped the lawsuit. The county has called Johnson’s claims “completely meritless and unsupported by law.”

Johnson said he objects to high property taxes and overdevelopment in the county south of Tampa, claiming current county leaders are wasteful.

“I will be more heavily scrutinized than any other candidate who is running in this race,” Johnson said. “This is a positive and a good takeaway for every single citizen, because for once in our life, we will know our local politicians who are doing things.”



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‘We don’t want to be Americans, we don’t want to be Danes, we want to be Greenlanders’: Local politicians reject Trump

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Greenland’s party leaders have rejected President Donald Trump’s repeated calls for the U.S. to take control of the island, saying that Greenland’s future must be decided by its people.

“We don’t want to be Americans, we don’t want to be Danes, we want to be Greenlanders,” Greenland Prime Minister Jens-Frederik Nielsen and four party leaders said in a statement Friday night.

Trump said again on Friday that he would like to make a deal to acquire Greenland, a semiautonomous region that’s part of NATO ally Denmark, “the easy way.” He said that if the U.S. doesn’t own it, then Russia or China will take it over, and the U.S. does not want them as neighbors.

“If we don’t do it the easy way, we’re going to do it the hard way,” Trump said, without explaining what that entailed. The White House said it is considering a range of options, including using military force, to acquire the island.

Greenland’s party leaders reiterated that “Greenland’s future must be decided by the Greenlandic people.”

“As Greenlandic party leaders, we would like to emphasize once again our wish that the United States’ contempt for our country ends,” the statement said.

Officials from Denmark, Greenland and the United States met Thursday in Washington and will meet again next week to discuss the renewed push by the White House for the control of the island.

Danish Prime Minister Mette Frederiksen has warned that an American takeover of Greenland would mark the end of NATO.

The party leaders’ statement said that “the work on Greenland’s future takes place in dialogue with the Greenlandic people and is prepared on the basis of international laws.”

“No other country can interfere in this,” they said. “We must decide the future of our country ourselves, without pressure for quick decision, delay or interference from other countries.”

The statement was signed by Nielsen, Pele Broberg, Múte B. Egede, Aleqa Hammond and Aqqalu C. Jerimiassen.

While Greenland is the largest island in the world, it has a population of around 57,000 and doesn’t have its own military. Defense is provided by Denmark, whose military is dwarfed by that of the U.S.

It’s unclear how the remaining NATO members would respond if the U.S. decided to forcibly take control of the island or if they would come to Denmark’s aid.

This story was originally featured on Fortune.com



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