Outlook

SendCheck

The email safety net. SendCheck inspects every message at the moment you hit Send — missing attachments, external recipients, your own checklist — and stops the embarrassing ones before they leave.

€39 one-time · free tier, free forever · 30-day money-back

The problem

"Please find attached…" — and nothing is

Everyone has sent it: the email that promises an attachment and delivers none. Or the internal draft that went to a client. Or the reply-all to forty people. None of these are skill problems — they're attention problems, at the exact second your attention is already on the next task.

SendCheck pays attention for you. Built on Outlook's native on-send events, it checks the message the instant you click Send and prompts you only when something looks wrong. You can always choose to send anyway — it's a seatbelt, not a roadblock. The attachment check understands English, Dutch, German and French.

An Outlook compose window mentioning an attachment, intercepted by a SendCheck warning dialog New message Send ► To: anna@client.com external Subject: Q3 figures Hi Anna, Please find attached the final Q3 figures for review. 📎 No attachments ! No attachment found Your message says "attached", but nothing is attached. Send it anyway? Go back Send anyway
You wrote "attached", you attached nothing — SendCheck catches it at the moment of sending. Your choice always wins.

Free vs Pro

Free catches the classic mistakes. Pro lets you encode your team's own rules.

FeatureFreePro €39
Missing-attachment prompt (keywords in EN/NL/DE/FR)
External-domain notice
First-time-recipient warning
Custom keyword lists
Custom pre-send checklist (your own questions)
Empty-subject check
Reply-all guard (warn above N recipients)

How it works

Install the free add-in

Two minutes, no account, no card. Add it via Outlook's Get add-ins dialog — see the install guide.

Use the free checks

Attachment and external-domain checks run on every send, automatically. Free forever — not a trial.

Unlock Pro when you need it

Buy once on Gumroad, paste your license key into the settings pane. Pro checks activate instantly, on all your devices.

Installing SendCheck

In Outlook: Get add-ins › My add-ins › Add a custom add-in, then add the SendCheck manifest from URL or file. The checks run automatically on send; a settings pane lets you tune them.

Coming to AppSource: SendCheck is being submitted to Microsoft's add-in marketplace, after which it installs in one click from inside Outlook. Sideloading works today.

Full install guide

FAQ

Can it block me from sending?

No — by design. SendCheck uses Outlook's store-compatible "prompt" mode: it warns, you decide. It's there to catch slips, not to get in your way.

Which Outlook versions does it work with?

SendCheck uses Outlook's Smart Alerts (on-send events), available in the new Outlook for Windows, Outlook on the web, Mac, and recent Microsoft 365 desktop builds. Honest note: very old perpetual-license Outlook versions don't support on-send events.

Does it read my email on a server somewhere?

No. All checks run locally inside Outlook via Microsoft's API. Your messages, recipients and settings never leave your mailbox — settings are stored in Outlook's own roaming settings. See the privacy policy.

Refunds?

30-day money-back guarantee, no questions asked — reply to your Gumroad receipt or email [email protected].