Is Redtail Technology Down?

We are aware of a widespread Microsoft Outlook and Exchange Online service disruption that is impacting some Redtail-hosted clients who use Outlook to access their email. Microsoft is investigating the issue, which may prevent affected users from accessing their mailboxes or sending and receiving email. In addition to Outlook delays, the disruption may also affect Retriever syncing and Activity, Note, and Report notifications. This disruption is related to Microsoft's email services and is not an outage of Redtail's hosting platform. Microsoft is actively working to identify the cause and restore service. As a workaround, you can access your email directly through webmail.redtailtechnology.com and sign in with your full email address and email password. To contact us, please use the Chat feature within the CRM, or call 800.206.5030, option 3. We apologize for any inconvenience and appreciate your patience while Microsoft works to resolve the issue.

Microsoft has confirmed that recent delivery failures to Outlook.com, Hotmail.com, Live.com and MSN.com addresses were caused by an update to its spam enforcement rules that inadvertently blocked legitimate emails. Microsoft has rolled back the change, and mail flow was restored as of 14:00 UTC on November 9. No action is required to resolve this issue, and Microsoft’s authentication requirements for lower-volume senders remain unchanged. If you continue to see messages bouncing to these addresses, please contact Redtail Support. While not required to address this issue, we continue to recommend setting up SPF, DKIM and DMARC for your domain. These authentication measures can help protect email deliverability and your domain’s reputation as email providers continue to strengthen their standards. --- [2026-11-09T08:41:12.554-08:00] (monitoring) Some users are experiencing email delivery issues when sending messages to Outlook.com, Hotmail.com, Live.com, and MSN.com addresses. These messages may be rejected due to Microsoft's email authentication requirements for high-volume senders, which appear to be intermittently affecting some lower-volume senders as well. Our systems are operating normally. To help resolve this issue, please verify that your domain has the following DNS records configured: SPF An SPF record identifies which mail servers are authorized to send email on behalf of your domain. Redtail's SPF record is: v=spf1 include:spf.redtailtechnology.com -all If you use an email encryption service, your SPF record must also include that provider. Both services should be included in a single SPF record. Having multiple SPF records for the same domain will cause SPF authentication to fail. If you're unsure whether you use an encryption service, contact Redtail Support, and we can check for you. DKIM DKIM adds a digital signature to your outgoing email, allowing receiving servers to verify that messages were sent from your domain and haven't been altered. To set up DKIM, contact Redtail Support. We'll create a DKIM record for you to add to your domain's DNS settings. DMARC Microsoft also recommends configuring a DMARC record to help authenticate your outgoing email. Add a TXT record with the following settings: Host: _dmarc Value: v=DMARC1; p=none; Please allow up to 48 hours for DNS changes to take effect. If you have questions or need assistance reviewing your DNS settings, please contact Redtail Support. --- [2026-11-06T15:15:31.655-08:00] (investigating) We are investigating an issue affecting the delivery of some emails sent from Redtail to free Microsoft email accounts, such as Outlook.com, Hotmail.com, and MSN.com. Impacted messages may be rejected or returned to Redtail as undeliverable. Our teams are actively investigating and will provide updates as additional information becomes available.

We are aware of an issue that affected inbound email delivery for some Redtail clients using domain aliases. The disruption affected a small portion of users and occurred from the evening of November 3 through November 4. Our team has resolved the issue, and normal email delivery has been restored.