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Status: LetterAgent is currently in private testing ahead of public launch. Everything on this page describes the service as it works today.

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What is third-party shipping insurance?

Third-party shipping insurance covers your parcel through an independent insurer instead of the carrier moving the box. You buy the coverage when you ship, and if the parcel is lost or damaged you file the claim with the insurer, not with UPS, FedEx, or Canada Post. For higher-value shipments it often costs less than the carrier's own declared-value coverage, which is why frequent shippers use it.

How is it different from carrier declared value?

When you declare a value with the carrier, you are buying the carrier's own liability coverage, and you are claiming against the same company that lost or broke your parcel. That conflict of interest is exactly why claims with carriers have a reputation for slow denials. A third-party insurer is a separate company whose business is paying valid claims; the carrier is just the transportation.

The mechanics differ too. Carrier coverage is usually added per shipment at the counter or in the label flow, with the carrier's own exclusions and claim forms. Third-party coverage is typically bought through the insurer's site or a shipping platform before you hand over the parcel, and the claim goes through the insurer's process with its own adjusters.

Carrier declared valueThird-party insurance
Who you claim fromThe carrierThe independent insurer
When it tends to winLow-value parcels, one-off shipmentsHigher-value or frequent shipments
Typical exclusionsCarrier's own list (varies by service)Prohibited and restricted items, inadequate packaging, pre-existing damage
Proof you will needReceipts, photos, packaging descriptionSame, plus proof of value and the original shipping record

When does third-party insurance win?

Three situations. First, value: once a parcel's value climbs past a few hundred dollars, the price gap between carrier coverage and third-party coverage starts to matter, and it grows with the value. Second, volume: sellers who insure every shipment can set up an account and cover parcels automatically instead of clicking a box each time. Third, disputes: many shippers report smoother claim experiences with insurers whose entire job is underwriting, though no insurer pays every claim and the fine print still rules.

It does not win everywhere. For a twenty-dollar parcel, carrier coverage or no coverage at all is usually the rational choice; the premium is hard to justify on a low-value item. And third-party policies have their own exclusions that surprise people: cash and cash equivalents are almost never covered, some exclude electronics or jewelry unless packed to specific standards, and nearly all of them exclude damage they judge as inadequate packaging.

How do claims actually work?

The claim starts with you, not the carrier. You notify the insurer, usually within a set window after delivery or after the parcel is declared lost. You submit proof of value (receipt, invoice, or marketplace sale record), proof of shipment (the tracking number and label), and evidence of the damage: photos of the item, the packaging, and the box as received.

Here is the part that decides most claims: the packaging. Insurers can deny a damage claim if they judge the packaging inadequate for the item, and their standard is stricter than most casual shippers expect. Photograph the item before packing, the packed box before sealing, and the sealed box with the label visible. Those three photos, timestamped by your phone, are the cheapest insurance paperwork you will ever do. Keep them until the claim window closes, not just until delivery.

One more practical note: declare the coverage before you ship. Most third-party policies must be purchased before the parcel enters the carrier's network; buying coverage after a parcel goes missing is not a thing, with narrow exceptions for some account-based plans.

Honest scope: LetterAgent sells Canada-only Canada Post Xpresspost labels (5 kg max): per-label quote, you approve the exact price, one-time Stripe payment, label PDF provided. Insurance, carrier or third-party, is arranged separately with the provider of your choice.

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Ready to ship it? Get a shipping label with LetterAgent: describe it to your AI assistant, approve the exact quoted price, and get your label.


LetterAgent is a working name. Prices include print, postage, and our service fee. US prices in USD, Canadian prices in CAD (Canadian prices exclude applicable sales tax, added at checkout). Currently in private testing.

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