When you click Send, a synchronous batch of checks runs against your compose state and the recipient's CRM record. If any check fires, a one-time confirm dialog surfaces; you can fix the issue, confirm anyway, or cancel.

• Missing attachment — body mentions “see attached” but no attachments are queued.
• Closed-lost deal— recipient's most recent deal is closed-lost. Confirm before re-engaging.
• Stale contact— last contacted with this company was > 60 days ago. Soft hint to add a re-engagement opener.
• Open ticket — contact has an open support ticket. Soft warning to tone-check the email.
• Competitor mention— body mentions a competitor name from your org's configured list. Soft warning, never blocking.

Admins maintain the competitor watch-list at /admin/email/brand-tone. Per-message dismissals are remembered for the lifetime of the compose window only — a fresh compose runs the checks again from scratch.