It would appear Microsoft have increased their security requirements for the following domains: live.com/.co.uk, hotmail.com/.co.uk and outlook.com
As a result you may experience issues when sending emails to these domains.
To resolve this you may require additional DNS records to be configured on your own (email) domain in the form of "DKIM" and "DMARC" records, which up to this point have been optional security features.
If we host your domain, we will be able to create a 'temporary' admin account to access the security portal to generate and configure the required DNS records for your domain.
If your domain is hosted elsewhere, we can use a 'temporary' admin account to initially generate the required DNS records. We can then provide these for you to pass along to your domain host to configure.
Once the DNS records have been added, the next step will be to apply DKIM signing on your domain and DMARC for additional verification, which should resolve the issue moving forward.
Please email support@cobweb.com if you are experiencing issues sending emails to @ live.com/.co.uk, hotmail.com/.co.uk and outlook.com