LetterAgent

Mail physical letters by just asking your AI assistant.

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

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Guides: how to mail letters, answered

Every guide below answers one real question about mailing letters: how it works, when a letter beats email, how to give a letter legal weight, and how to send one when you have no printer, no stamps, and no post office trip. Start with the question that matches yours.

Getting started

How does online letter mailing work?: the quote-approve-pay flow, and what happens after you approve a letter.
What does it cost to mail a letter in 2026?: what drives the price of a mailed letter and why per-letter quotes vary.
How long does a mailed letter take?: realistic delivery windows for US and Canadian letters, and what slows them down.
How do you address a letter correctly?: the envelope layout that keeps letters out of the undeliverable pile.
What's the difference between stamps, metered mail, and online postage?: three ways postage gets paid, and when each makes sense.
What's the difference between tracking, delivery confirmation, and proof of delivery?: what each term actually guarantees.
What happens to undeliverable mail?: where a bad address sends your letter, and why the return address matters.

Sending with no printer, no stamps, no post office

How do I mail a letter without a printer?: getting a letter printed and mailed without owning any hardware.
How do I mail a letter without stamps?: why postage doesn't have to come from a stamp.
How do I mail a letter without going to the post office?: every route from mailbox to online, and which fits your situation.
How do I mail a letter if I don't have a car?: options when the post office isn't within reach.
How do I mail a letter from my phone?: the full send from a mobile device.
How do I mail a letter while traveling or living abroad?: sending US and Canadian letters from anywhere in the world.
How do I mail a letter from a rural area?: when the nearest post office is a drive away.

Mailing through your AI assistant

Can ChatGPT mail a letter for me?: the full flow inside a ChatGPT conversation, with a worked example.
Can Claude mail a letter for me?: how mailing works from inside Claude.
AI agents and physical mail: the complete guide: what AI assistants can and can't do with real mail.
What should I say to get my AI assistant to mail a letter?: the details your prompt needs so the letter goes out right the first time.

Letters with legal weight

Which legal letters should be sent by mail?: when paper beats email for legal notices.
Certified vs registered vs regular mail: which proves what?: the evidence ladder, plainly explained.
How do I prove someone received my letter?: building a paper trail that holds up.
Can I serve legal documents by mail?: when mail counts as service, and the traps that get it thrown out.
How do demand letters work in small claims cases?: the letter that comes before the filing.
How do I send a cease and desist letter by mail?: what makes one effective, and what to avoid.
How do lawyers use mailed letters?: why firms still send paper in an email world.
How do I write and mail a demand letter?: the anatomy of a demand that gets taken seriously.
How do I read a certified mail receipt?: the article number, the green card, and what each tracking status means.
When is registered mail worth it?: the situations where tracking and proof of delivery pay for themselves.
Can I mail a letter anonymously?: what anonymous mailing actually means, and where the law draws lines.
How do I send a letter to a court or judge?: the rules that make court mail different from ordinary letters.

Everyday letters that matter

How do I mail letters to my landlord?: repair requests, notices, and the timing traps tenants fall into.
Can I cancel a service by mail?: the paper trail that ends auto-renewals for good.
Can I mail invoices and late-payment notices?: the escalation ladder from reminder to final demand.
Can I mail a check by mail?: how to do it safely, and the one thing to never do.
How do I mail contracts and agreements?: originals, counterparts, and keeping the signed set tamper-evident.
Should I mail a letter or send an email?: a decision guide for when paper wins.
How do I mail thank-you and condolence letters?: the personal letters people remember.

Business mail

How do I mail purchase orders to US suppliers?: what AP departments actually sort by.
How do I mail purchase orders to Canadian suppliers?: CAD quoting and Canadian addressing conventions.
Can I mail tax forms like W-9s, 1099s, T4s, and T5s?: which copies go by mail and which go electronic.
What should a vendor onboarding letter include?: the packet that gets suppliers paid on time.
How does cross-border US–Canada business mailing work?: currency, invoicing, and the FX traps.
How do I mail HR letters?: offer letters, warnings, and termination notices by mail.
How do I mail letters to government agencies?: getting correspondence to the right desk.
How do real estate letters to homeowners and tenants work?: prospecting, notices, and closings.
Do mailed fundraising letters still work for nonprofits?: why paper appeals keep outperforming.
How do I mail wedding invitations or holiday cards in bulk?: getting a stack of envelopes out without hand-addressing each one.

International and special addresses

How do I mail letters between the US and Canada?: the cross-border mechanics in both directions.
How do I mail letters to Europe or the UK from North America?: addressing conventions and what LetterAgent can and can't do.
Do international letters need customs forms?: documents vs goods, and the tripwires.
Can I mail a letter to a PO box?: what works and what doesn't with box addresses.
How do I mail letters to military APO addresses?: the addressing format military mail requires.
How do I mail letters to someone in prison?: facility rules that get letters rejected.

Comparisons

LetterAgent vs Stamps.com vs Pitney Bowes vs DocuPost: which should I use?: an honest breakdown of where each service wins.
Is mailing a letter online better than going to the post office?: when to click and when to walk in.

Ready to mail it? Send your letter with LetterAgent: describe it to your AI assistant, approve the exact quoted price, and it's 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