1
Connect Outlook
Microsoft handles sign-in and consent. SentRules loads the folders already in your mailbox.
The rule new Outlook took away
Apply rule on messages I send
Back.
Classic Outlook could file the mail you sent. New Outlook can't — and there is still no setting for it. SentRules puts it back: create one rule, keep using Outlook's normal Send button, and the sent copy files itself.
✓ Nothing to install✓ Normal Outlook Send✓ SentRules never sends mail for you✓ Personal outlook.com and Microsoft 365 alike
The real SentRules Manager, then the result in Outlook. Thirty seconds, no sound needed.
You are not the only one asking
These are real, open questions on Microsoft's own support site.
Not testimonials and not marketing copy — public threads where people ask for the feature by name. Click any of them.
“How do I apply a rule on messages I send in the new Outlook for Windows?”
Microsoft Q&A — asked using the exact wording of the removed setting
“How do I apply a rule on messages I send in the new Outlook for Windows?”
Microsoft Q&A — a second thread, same question, different person
“Creating a rule for SENT emails”
Microsoft Q&A — the same need, asked another way
“Web App Inbox Rule for Sent Messages”
Microsoft Q&A — asked about Outlook on the web
How it works
Set the rule once. Then forget about it.
No separate desktop app, no special Send button, and no page that has to stay open.
2
Create one rule
Anything sent to acme.com goes to your Clients / Acme folder — sent and received mail for a client, finally in the same place.
3
Send normally
Outlook sends the message. SentRules sees the confirmed sent copy and files it in the background — from any device, including your phone.
Built to fail safe
Automation should never guess with your mail.
When Outlook's state is ambiguous, SentRules stops rather than moving something to the wrong place.
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Outlook remains the senderThe service does not request permission to send mail. It only ever moves the copy Outlook already made.
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Conflicts stopIf two enabled rules point to different folders, nothing is moved and the copy stays in Sent Items.
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It will not file into a binDeleted Items, Junk, Drafts and Outbox are refused as destinations, even if you pick one.
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Secure paymentStripe handles card details. SentRules never receives your full card number.
Pricing
SentRules Primary
Every SentRules feature, on every device you send from. Start with 14 days free — nothing is charged until day 15, and you can cancel before then and pay nothing.
Recipient rulesDomain rulesAutomatic filingRule dry-run
FAQ
Before you connect your mailbox.
Why can't Outlook just do this itself?
Classic Outlook offered “Apply rule on messages I send.” New Outlook's rules apply to mail you receive. People have been asking Microsoft for the sent-mail equivalent repeatedly — the threads above are a sample. SentRules exists because the answer is still no.
Do I have to install an Outlook add-in?
No. SentRules runs as a hosted service. At the end of setup you can add a single ⚙ SentRules folder to your Outlook folder list — one click there opens your Manager from any Outlook you use, phone included.
Does SentRules send my emails?
No. You send from Outlook normally. SentRules only works on the confirmed sent copy afterwards.
What Microsoft permissions does it request?
User.Read, Mail.Read and Mail.ReadWrite — enough to identify the account, inspect the sent copy and move it between folders. It does not request Mail.Send.
What if two rules disagree?
SentRules does not pick a winner. The sent copy stays in Sent Items until you resolve the conflict.
Can I cancel?
Yes — from Stripe billing inside SentRules Manager. Cancel during the trial and you pay nothing.
Send it. File it. Move on.
One rule for the client you email most. Then your Outlook goes back to being boring.