AI InsightsWhat If AI Agents Book You The Wrong Flight?

What If AI Agents Book You The Wrong Flight?

Imagine asking an AI agent to book a business-class flight to Korea. It finds a bargain. The ticket fits your budget. There is just one problem: it has picked the wrong Korea.

Daniel Ishag, Bakkt’s chief commercial officer, recounts a version of this hypothetical from a panel discussion.

“How do I know the agent’s not going to book me a flight to North Korea instead of South Korea?” he asks.

The example is deliberately extreme. But it exposes a practical problem with giving software permission to spend. Following a budget does not mean understanding the job.

And once the money moves, somebody has to deal with the mistake.

A Budget is Only the Beginning

An agent might misunderstand a request. An attacker might feed it instructions disguised as useful information. Someone might steal access to its account. 

These failures can produce the same immediate result—a payment the owner never wanted—while raising different questions about responsibility.

BeInCrypto’s State of AI Agent Payments 2026 classified 14 of 19 reviewed products and workflows as able to act within permissions approved in advance. That finding describes documented capabilities, not proof that the controls cannot fail. 

Separately, two selected incidents examined in the report sent $281,200 to attackers before recoveries. Malicious instructions reached funded wallets without breaking the blockchain.

Phillip Lord, CEO of Bitcoin Japan Corporation, expects agents to introduce more risk. He is also blunt about the human alternative.

“But crypto is pretty bloody risky already, right?” he says. “Humans are not that good, right?”

People already click dangerous links and trust bad information. Delegating the task adds another decision: whose mistake will it be when the software acts on your behalf?

The Pressure to Keep Building

In Ishag’s telling, the competition extends beyond companies seeking customers. Countries are competing for the electricity, computing power, and chips needed to build AI.

“It’s sovereign against sovereign,” says Daniel Ishag from Bakkt. 

He worries that the pressure to move quickly can push security aside. 

That creates an uncomfortable setting for financial automation: the race rewards getting software to do more, while users need confidence that someone can stop it—or help them recover afterward.

Read the Promise, Then the Terms

Ehud Tal, co-founder and CEO of blockchain security company Sailo Technologies, presents reimbursement as part of his company’s answer.

“So we provide our customers for the first time ever a money-back guarantee.”

For a concrete example of how responsibility can be assigned, consider Stripe’s Link wallet. Its current agent terms say users are responsible, as between themselves and Stripe, for transactions initiated by connected agents—even when those transactions are unintended or result from bugs, hallucinations, or misunderstood instructions.

The terms make an exception for Stripe’s own technical failure or error.

That contractual position does not settle every consumer’s legal rights. It does show why permission to use a payment service should not be mistaken for a promise that the provider will cover an agent’s errors.

Approving a $200 spend tells a payment provider something about the amount. It may say much less about the product, recipient, or conditions you had in mind. 

After a purchase goes wrong, that difference can become the heart of the dispute.

There are efforts to make those disputes easier to resolve. Google’s Agent Payments Protocol describes signed records connecting a user’s instructions, approved purchase, and payment. Such records could help establish what was authorized. They do not themselves promise reimbursement.

Existing responsibilities also remain. The UK’s Financial Conduct Authority says regulated firms remain responsible for consumer outcomes when using AI, and warns that human review can become a box-ticking exercise.

For anyone funding an agent, the useful questions are therefore specific. Which purchases can it make? What record preserves your instructions? Can you stop further spending? And who handles a payment you challenge?

“We’ve got to build companies that people can trust,” says Phillip Lord from Bitcoin Japan Corporation.

For customers, that trust will be tested after the sale: when an agent makes a mistake, and somebody has to decide who gets their money back.

- Advertisement -spot_img

More From UrbanEdge

Why Did the US Stock Market Crash? $2 Trillion Wiped Out

Wall Street ended October with a brutal selloff, wiping roughly $2 trillion from the Nasdaq-100’s market value as investors questioned whether the artificial intelligence boom could justify its enormous costs. The damage was concentrated in technology stocks. Intel collapsed nearly 29% on Friday, Reddit fell 29%, and Google parent Alphabet lost more than $500 billion…

Bitcoin Is Down, But These 3 Altcoins Could Hit New Highs This Weekend

HYPE, LEO, and WBT trade near all-time highs despite the Binance hack. See the key levels to watch this weekend. The post Bitcoin Is Down, But These 3 Altcoins Could Hit New Highs This Weekend appeared first on BeInCrypto.

7 Banks Change Their Coinbase Stock Price Targets After Q3 Earnings

Seven Wall Street firms cut Coinbase price targets after Q4 trading revenue hit just $165 million through October 25. The post 7 Banks Change Their Coinbase Stock Price Targets After Q3 Earnings appeared first on BeInCrypto.

Why CFTC’s Federal Option for Centralized Exchanges Just Got Harder to Ignore

A $6 billion Binance theft makes the CFTC's voluntary federal option for centralized exchanges harder to ignore. Here is why. The post Why CFTC's Federal Option for Centralized Exchanges Just Got Harder to Ignore appeared first on BeInCrypto.

Why Bitcoin’s Next All-Time High Looks Distant After the Binance Hack

The $6.3 billion Binance hack splits experts. Charles Edwards owns no Bitcoin, while Santostasi and Cowen push back. The post Why Bitcoin’s Next All-Time High Looks Distant After the Binance Hack  appeared first on BeInCrypto.

Hyperliquid Makes Money in a Bear Market Without Anyone Trading, Grayscale Says

Grayscale shows Coinbase hands Hyperliquid 90% of the interest on $6B in USDC. Here is what the deal pays and who benefits. The post Hyperliquid Makes Money in a Bear Market Without Anyone Trading, Grayscale Says appeared first on BeInCrypto.

Gold Price Just Hit a Yearly Low. What Are Analysts Saying?

Gold price fell below $3,900 per ounce on October 30, its lowest level of 2026. The precious metal now sits roughly 30% below its January peak. Hawkish Fed bets explain much of the slide, but analysts disagree on how deep the correction could go. Why the Gold Price Keeps Falling in 2026 The latest drop…

COVID Vaccine Giant AstraZeneca Stock Jumps 7%. What’s Behind It?

AstraZeneca Q3 earnings beat forecasts as the drugmaker launches a $1.5 billion savings plan to fund its AI-backed pipeline. The post COVID Vaccine Giant AstraZeneca Stock Jumps 7%. What's Behind It? appeared first on BeInCrypto.

Wall Street Just Cast a Big Doubt on Anthropic’s $800 Billion AI Bet

Blackstone now expects Anthropic to miss investment grade after its IPO, raising the cost of its $800 billion AI plan. The post Wall Street Just Cast a Big Doubt on Anthropic’s $800 Billion AI Bet appeared first on BeInCrypto.
- Advertisement -spot_img