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Filing a travel insurance claim from abroad is one of those experiences that teaches you, very quickly, whether you bought the right policy

The travel insurance industry was built for vacationers: people who leave on a Friday, return on a Sunday two weeks later, and do it twice a year. The coverage structures, pricing models, and product architectures all reflect that assumption

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There is a particular flavor of unpleasant discovery that happens to new digital nomads about three months into their first extended trip abroad

Let's settle something upfront: standard travel insurance — the kind you buy for a two-week vacation in Europe — is not designed for digital nomads

There's a version of travel insurance that was designed for you — the person who doesn't know exactly when they're coming home, who changes countries based on weather and visa windows and wherever their friends happen to be, who bought a

Most travel insurance is designed with a two-week vacation in mind. You book a trip, you buy a policy, you go, you come home. The whole industry was built around this model, and for decades, it worked fine. Then remote work happened

Credit card travel insurance is one of the great illusions of personal finance. It feels like you're getting something valuable for free, and sometimes you genuinely are

A friend of mine — a freelance developer who'd been traveling for three years without a serious incident — fell off a scooter in northern Thailand and broke his collarbone. The injury itself wasn't catastrophic

Nobody plans to be the person who skips travel insurance