insurance

Insurance Industry Scrambles for Tech & AI Talent

Whether driven by retirements or re-configuration, the insurance industry is scrambling for tech talent.

This article appears in the July/August issue of Global Finance Magazine.

Caught between a wave of retirements and a weak talent pipeline short on tech-savvy candidates, the insurance industry faces a talent shortage that could affect its ability to address cyber and other emerging risks.

“Demand is rising sharply for fluency in analytics, AI, as well as in cyber risk. These are all capabilities that are either new or that the traditional sources of talent haven’t produced at scale,” says Peter Miller, president and CEO of The Institutes, a risk management and insurance education provider. 

In 2014, to help expand the talent pool, a group of risk management and insurance companies, nonprofits, and educational institutions, led by The Institutes, created MyPath, a one-stop resource for job seekers that outlines the benefits of, and pathways to, insurance careers.

The initiative remains timely because, in a November 2024 Institutes report, 66% of insurance professionals in the property and casualty sector surveyed identified the loss of institutional knowledge as the retirement wave’s greatest impact: “The result is both a talent shortage and a knowledge-transfer risk.” That means organizations must find ways to “preserve institutional expertise that took decades to build” while developing new skills.

Other Industry Observers Agree

“There is a dual-sided talent crisis,” says Margaret Milkint, global insurance practice leader at DSG Global, an executive search firm. “Organizations are losing experienced professionals faster than they can be replaced while simultaneously racing to build leadership capacity around capabilities that barely existed a decade ago.”

The talent crunch is rippling beyond primary insurers to encompass reinsurance carriers, brokerages, and risk management firms, she says. “Artificial intelligence is creating an entirely new category of roles spanning enablement, governance, ethics, and cultural integration that require skill sets the traditional insurance pipeline was never built to produce.”

The shortage of talent with tech and AI capabilities has become one of the industry’s most critical gaps as roles across underwriting, claims, and risk management become more data-driven, says Victor Harris, vice president at financial services recruiter Selby Jennings. “The shortage is slowing the pace at which many organizations can fully adopt and scale their AI strategies,” he warns.

Worsening Insurance Talent Squeeze

While they agree that AI is increasing demand for certain roles, experts at Aon observe that AI and automation are reducing demand in some entry-level and operations slots, particularly in finance and reporting. 

“There is a risk of mischaracterizing the issue as a blanket shortage,” says Louisa Blain, head of insurance for human capital at Aon. “The reality is more nuanced, and linked to where the industry wants to grow versus the skills it currently has versus requirements for the future. This is less about replacement and more about reconfiguration of the workforce.”

Louisa Blain, Aon
Louisa Blain, Aon: This talent shortage is less about replacement and more about reconfiguration of the workforce.

Yet, the talent constraints could limit industry growth in specialist and emerging risk areas, argues Jeff Reider, head of Aon’s benchmarking, strategy and technology group. The Institutes’ Miller sees the shortage coming in cyber, complex liability, multinational program structuring, and cross-jurisdictional claims coverage. 

“Knowledge lost to retirement can have meaningful downstream effects on compliance and strategy,” he says. “For any multinational that depends on its risk transfer partners to keep pace with growing exposure complexity, this is a material consideration.”

The infusion of capital and the emergence of new carriers and managing general agents in specialty lines have made the talent squeeze more pronounced over the last five years, says Tony Chimera, chief administrative officer at carrier Westfield Specialty. 

“That has pulled talent out of the pool used by insurance carriers and brokers,” he adds, noting the talent squeeze has been building for two decades. “You do have an aging workforce. Some people are working longer, but you have a 55- to 65-year-old workforce that is probably not going to be there in the next five years.”

In addition, insurers are competing with the banking and technology sectors, which many younger professionals are turning to for more attractive careers with greater compensation. Yet, the actual compensation for some banking sector jobs, when salaries are integrated with a lack of work/life balance, can be much less desirable than insurance roles, Chimera points out: “Insurance is a great industry where you can earn a lot. And you can have a life.”

But Harris notes that many insurers’ locations in midsize cities can dissuade younger professionals intent on living in larger, more alluring metropolises. That leaves the industry with a limited pool of specialized talent.

Technical Fluency Isn’t Everything

How, then, is the industry to attract new talent? 

The technology industry could be one source, Chimera says. But candidates must accompany the tech skills needed for roles in data analytics, AI, and cybersecurity with knowledge of the complex insurance business. 

“Technical fluency alone doesn’t translate directly into effectiveness in risk management and insurance,” says Miller, adding that regulatory knowledge, coverage mechanics, and underwriting judgment take time to develop. “The most successful transitions involve strong technical capabilities combined with a genuine curiosity to develop insurance-specific expertise.”

While agreeing that the talent shortage has been building for years, Milkint notes that there is no clear consensus on when, or whether, it will peak. “Closing this gap,” she says, “will require the entire industry to go on the offensive and actively dismantle outdated stereotypes, confront long-standing biases, and make a compelling, unified case that insurance is not just keeping pace with the future, but helping to shape it.”

To attract more students from outside the traditional insurance and risk management programs, the industry must expand students’ awareness of career opportunities “beginning well before students reach their junior and senior years of college,” says Grace Grant, executive director at Gamma Iota Sigma. The collegiate society represents more than 7,000 students interested in careers in insurance, risk management, and actuarial science across 177 colleges and universities.

“Many students simply are not exposed to the breadth of careers available in the industry,” Grant says, adding that employers should highlight their innovation, technological sophistication, purpose-driven work, career stability, and advancement opportunities. “Students are highly motivated by careers where they can make a meaningful impact, and insurance is fundamentally about helping individuals, businesses, and communities recover from loss and manage uncertainty.”  

Paula L. Green is a contributing writer based in New York City.

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Does travel insurance pay out for a wildfire or extreme weather?

If your destination falls victim to a wildfire or other extreme event, what should you do, and can you get your money back? A consultant for independent financial research company Defaqto has explained what Brits need to look out for

Many Brits will be heading off to Spain for the busy summer season in the coming weeks, and no doubt seeing the headlines about wildfires will cause some alarm if you’ve got a holiday booked.

Wildfires broke out in the Almería province of Spain last week. So far 13 people have been confirmed dead, among them, seven Britons. Almeria is part of the Andalusia region, and is popular with expats and holidaymakers. The Foreign, Commonwealth & Development Office (FCDO) recently updated its advice for anyone travelling to Spain.

It said: “If you are in an area affected by the wildfire follow instructions from local authorities and emergency services at all times, avoid travelling into or through the affected area, and follow updates from the emergency services.”

People who were planning trips to Andalusia and other areas of Southern Europe suffering from wildfires and other extreme weather events may be wondering where this leaves them. Anna-Marie Duthie, an insight consultant at independent financial research company Defaqto, gave her thoughts.

Anna-Marie said: “If your airline cancels your flight due to wildfires, they should offer you the chance to rebook, or provide a full refund. If your holiday was booked as a package, this refund should cover all elements — flights, accommodation and transfers.

“But if you’ve booked everything separately, you’ll need to deal with each provider independently. Your airline may refund your flight, but your accommodation provider may not if the property is unaffected. This is why it’s essential to speak directly with providers in the first instance and check with your insurance provider regarding the cover they include.”

Travellers should regularly check the FCDO website to see tailored advice for their destination and ensure no travel warnings are in place. Anna-Marie said: “If government advice changes, advising against travel to the area after you have booked your trip, then you may be covered for cancellation or curtailment.

“You may also be covered for additional travel and accommodation costs should your trip be disrupted due to a catastrophic event, if your insurer offers this cover or you’ve paid to include it.”

Anna-Marie believes that extreme weather events could affect the travel insurance industry in future, saying: “Whilst it’s difficult to know exactly how travel insurance may change over the next decade, longer term there is a chance that we may end up seeing less insurable destinations and increased premiums. What we do know, however, is that travel insurers are used to having to adapt to an ever-changing world.”

But she added: “It is unlikely and we are yet to see any immediate changes to policies because of the current heatwave. It is unlikely insurance providers will change their policies in the near future to incorporate extreme heat. Current clauses may refer to ‘severe’ or ‘extreme’ weather, but the definitions for these can vary and currently no providers go as far as to specify criteria such as maximum temperatures.

“Where the heat causes events such as the current wildfires, this is a separate consideration and would be classed as a catastrophe or natural disaster. Cover for this will all depend on your insurer’s definitions and extent of benefits.”

Have a story you want to share? Email us at webtravel@reachplc.com

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Insurance won’t cover Brit after three-storey balcony fall on Portugal stag do as he’d been drinking

Jakob Davies, 25, suffered severe injuries after falling from a three-storey balcony during a stag do in Albufeira, Portugal, as his family launches a fundraiser to help him

The devastated family of a Brit who plunged from a three-storey balcony during a stag do in Portugal fear his travel insurance may not cover his mounting medical bills because he had been drinking.

Jakob Davies, 25, remains in hospital in Faro after suffering catastrophic injuries in a fall at a hotel in Albufeira earlier this month. His loved ones say they are still waiting to hear whether his insurer will pay out after tests showed alcohol in his system.

The factory worker, who is from Scarborough, North Yorkshire, had travelled to the Portuguese party hotspot with around 30 work colleagues for a stag weekend on June 4.

His mum, Claire Gerrard, fears the family could be left facing huge costs after doctors warned Jakob he may never walk again without urgent surgery.

The 51-year-old woman said: “He’s totally on his own. I need to know what’s going to happen to him. He was told if you don’t have this operation immediately then you won’t walk again.

“He does have travel insurance but because of the alcohol that he’s drunk it’s not looking like they will pay. We’ve contacted the insurance company and they wanted all the reports so I sent the reports.

“The doctor gave Jakob his alcohol levels with his bloods done and it did show alcohol in his system, which unfortunately they will not pay out.

“25 [years old] on a stag party he’s not going to have none is he? They’ve not said no yet, we’re still waiting on information. I think it should be made more clear to people, especially to youngsters. You’re going on holiday to a stag party and you can’t drink, they don’t listen, they just go and have a drink.”

Jakob had chosen to stay behind at the accommodation on June 5 to play football while the rest of the stag group headed out.

But when his friends returned later that day, they were alarmed to see fire engines, police cars and ambulances rushing towards their hotel.

Claire expained: “I think there were about 30 of them and it was somebody from work’s stag party. It’s all really, really vague, Jakob has no recollection of it whatsoever.

“He had been playing football with some other guys, his party were leaving and Jakob had said ‘I’m going to continue to play football’.

“I don’t even think he remembers playing football but that’s what he was doing. When the party was returning back to the hotel there were fire engines flying past and then the police came past and then the ambulances came past and had turned into their hotel so they thought ‘oh gosh something is going on’.

“When they got there Jacob was unconscious on the floor with severe head injuries and broken bones, it looked pretty horrific initially. When they got him in the ambulance, he had regained consciousness and he was speaking but he wasn’t aware of what had happened.”

Believed to have fallen from a three-storey balcony, Jakob was initially taken to a local hospital before being transferred to a larger hospital in Faro.

Doctors later discovered he had suffered a serious head injury, broken feet and ankles, as well as fractures to both his L1 and L4 vertebrae.

Recalling the moment she learned about the horror fall, the worried mum said: “I got a phone call at around 11am on Saturday morning [June 6] to say Jakob’s fallen from a three-storey balcony. My initial feelings from then on were absolute dread.”

As Jakob continues his recovery overseas, family and friends have launched a GoFundMe appeal to help cover medical expenses and the cost of bringing him back to the UK.

Travel insurance experts warn that some policies contain exclusions relating to alcohol or drug use, although terms and conditions vary between providers. Holidaymakers are urged to check the small print of their policies before travelling, particularly if they are planning to drink while abroad.

To donate to the GoFundMe, click this link.

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About 8% of the country lacked health insurance in 2025, new data shows. That could rise next year

The proportion of Americans without health insurance held steady at around 8% of the population in 2025, according to new findings from the U.S. Centers for Disease Control and Prevention.

The national survey results, released Thursday, show the all-ages uninsured rate has stayed significantly down from where it was several years ago, but the ranks of the uninsured could soon expand as the Trump administration’s sweeping changes to the health landscape begin to take hold.

Massive changes to Medicaid, the government’s safety-net health program for low-income Americans, passed into law last year could result in 10 million more uninsured individuals over a decade, according to Congressional Budget Office estimates.

And the expiration this year of certain Affordable Care Act subsidies — which had offset premium costs — is also contributing to reduced participation in marketplace health programs. Around 5 million fewer people are expected to enroll in those plans in 2026 compared with 2025, according to the healthcare research nonprofit KFF.

The government has multiple programs for tracking Americans’ insurance status, which can give different numbers depending on factors like timing and question wording. Many researchers consider the U.S. Census Bureau to be “the official scorekeeper,” said David Howard, an Emory University health policy and management professor.

But the CDC survey results tracks closely with that, and they offer the first complete data for all of 2025 — the first year of President Trump’s second term in office.

The Trump administration has sought to expand access to low-premium catastrophic health insurance plans and lower drug prices for Americans who don’t have health insurance. It has also suggested that projected insurance enrollment declines indicate a drop-off of fraudulent and ineligible enrollees, rather than eligible Americans.

Although the share of insured and uninsured stayed roughly the same in 2025 as the year before, the number of uninsured grew by about 800,000 — 300,000 of them children. The growth of the overall U.S. population helps explain that.

The survey results also suggest a possible increased insured rate among Hispanic Americans. But that may in part reflect the effects of the Trump administration’s immigration crackdown, if uninsured members of that group left the country, Howard said.

Most Americans 65 and older have health insurance through the federal Medicare program. It’s different for younger Americans, many of whom are covered through a patchwork of public and private insurance programs.

The percentage of Americans under 65 who were uninsured rose in the 1980s, 1990s and early 2000s — from 12% in 1980 to more than 18% in 2010. It fell following passage of the Affordable Care Act in 2010, which expanded Medicaid programs and enacted measures to make affordable health insurance available to more people.

By 2016 it dropped nearly to 10%, before rising to 11 to 12% during Trump’s first administration, according to historical survey data from the CDC’s National Center for Health Statistics.

The COVID-19 pandemic saw the rate of uninsured fall again, as a result of government policies put in place to preserve coverage as people faced disruptions related to the pandemic. The rate hit an all-time low in 2023, falling below 9%.

It’s not clear yet how big the increase in uninsured Americans will be this year, but experts agree it will likely rise in the coming years as a result of changes to the Affordable Care Act and Medicaid.

“The decisions being made now — in Congress, state legislatures and state Medicaid agencies — will determine what happens next,” Nancy Brown, chief executive officer of the American Heart Association, said in a statement Thursday.

“Policymakers should act immediately to protect and expand access to affordable coverage, strengthen Medicaid and maintain pathways that make coverage and care accessible,” she said. “Without deliberate action, including reversing dramatic cuts to coverage, uninsured rates will continue to rise, putting quality health care further out of reach.”

Stobbe and Swenson write for the Associated Press.

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