LetterAgent

Mail physical letters by just asking your AI assistant.


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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How many pages can I mail in one envelope?

There is no fixed page limit for one envelope: what matters is weight, thickness, and foldability, so a handful of standard pages fits easily while a thick stack needs more postage or a larger envelope and possibly a different mail class.

What actually limits the page count?

Postal operators price and sort by weight bands and by shape, not by counting your pages. A standard business envelope holds a short letter comfortably: a few sheets of ordinary copy paper, folded in thirds, stay flat, flexible, and well inside the first weight band. As pages pile up, two things happen at once. The weight climbs into higher bands, and the folded stack gets thick and stiff. Thickness is the stricter limit in practice, because a stiff, fat envelope cannot run on the high-speed letter line and may be classed as a large envelope or a parcel.

Paper weight matters more than most senders expect. Heavy resume paper, card stock, or double-sided printing on thick sheets all add weight faster than plain copy paper. A letter printed on heavy stock can hit a higher weight band with half the pages of the same letter on standard paper. If you are mailing a long document, standard-weight paper is the simplest way to keep the page count up and the postage down.

How should a multi-page letter be folded?

Fold a standard letter sheet in thirds for a business envelope: bottom third up, top third down, so the stack slides in cleanly. With several pages, fold the whole stack together rather than folding each page separately, which creates a lumpy bundle. Crease firmly but do not force a fold through a stack that resists it; a stack that springs open inside the envelope will shift, bulge, and may push the flap open.

When the stack gets too thick to fold in thirds without cracking, switch to a larger envelope and fold in half, or do not fold at all and use a flat envelope. A flat envelope, sometimes called a manila envelope, takes unfolded sheets and is the right choice for documents that must arrive uncreased, like certificates or signed originals. The postage will be higher than for a folded letter, but the document arrives flat, which is often the point.

When should you split a letter into two envelopes?

Split when the single envelope would be thick, stiff, or overweight for the service you want. Signs you have crossed that line: the envelope will not seal flat, the flap strains, the stack feels rigid like a booklet, or the sealed envelope will not bend slightly in your hand. A rigid envelope is a red flag for machine sorting, and it may draw a nonmachinable surcharge in the US or be bumped to parcel handling in Canada.

Splitting is also the right call when parts of the document have different destinations or different urgency. A cover letter and a long appendix, for example, can travel separately if the appendix is reference material and the letter itself needs a faster service. Label each envelope clearly, and note in the first letter that a second envelope follows, so the recipient does not treat the first as the complete document.

Letter sizeEnvelope approachWhat to watch
Short letter, a few pagesStandard business envelope, folded in thirdsAlmost always the cheapest option
Medium letter, a dozen or so pagesSame envelope, check weight bandWeight may push postage up a band
Long document, thick stackLarger envelope, folded in halfStiffness can force nonstandard handling
Document that must stay flatFlat envelope, unfoldedHigher postage, but no creases
Very long documentSplit into two envelopes or a parcelNumber the pages so the order is clear

Do certified and registered letters have page limits?

The postal operators do not set a page limit for certified or registered mail either, but the envelope rules still apply, and the practical limit is lower. A certified letter must carry its label and receipt on a flat surface, and a fat envelope leaves little room for the label to stick properly. A registered letter gets extra handling and a chain of custody, and a bulky envelope slows that chain down. If your certified or registered letter is thick, use a larger envelope so the label sits flat and the piece stays flexible enough to handle.

One more limit is worth knowing: some services that print and mail letters on your behalf verify the page count when they quote you, because print cost and postage both scale with pages. That is a quoting step, not a postal rule, and it means you approve the exact total before the letter is sent rather than discovering a shortfall later.

How does this work with LetterAgent?

LetterAgent prints your letter on standard letter paper, single-sided, and mails it in a standard double-window envelope. The quote you approve covers the verified page count, so a longer letter costs more than a short one, but there is no separate page cap to worry about in the quote itself. Letters go to US and Canadian addresses only, with no inserts, and you approve the exact quoted price before anything is sent.

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Ready to mail it? Send your letter with LetterAgent: describe it to your AI assistant, approve the exact quoted price, and it is printed and mailed.


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.

Need help? Ask your assistant: it can check a job's status any time. If it ever can't handle something: hello@getletteragent.com

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