The dedicated IP, completely clean of all "blemishes" would be the best approach for commerce receipts, account updates, terms of service changes, and other essential business transactions via email. This ensures upmost deliverability. When sending transactional emails from HubSpot they're sent from a separate IP then marketing emails. This ensures that you're not polluting the transactional email IP with potential spam complaints and/or hard bounces associated with your day to day marketing email activity.
Just to clarify, have you checked and can you confirm that these emails are being shown as delivered in HubSpot? You can see a breakdown in the recipients tab of each email.
If they are, then that means the customers' server accepted the email but it most likely has been quarantined. If they are not showing as delivered, they will either show as bounced or not sent and HubSpot provides some more details as to why.
Cheers
Frank
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If the email isn't found in the junk or spam folder, the contact may have an email security software or firewall that quarantined the email before it reached their inbox.
Ask the contact to work with their IT team to check their email server. Provide your contact the subject line of the email, the From address and the date and timestamp of when the email was delivered. This information will help their IT administrator locate the email and investigate why it was quarantined.
To prevent this from happening in the future, you can ask the contact to add your sending IP addresses to their allowlist with their IT team. You can find instructions on how to locate your IP addresses here.
Other things you could try:
Only email contacts who for whom you have a legal basis to communicate
Validate emails before sending to avoid hard bounces at all costs (e.g. Neverbounce, Zerobounce)
Remove unengaged contacts from list regularly for higher engagement rates
The dedicated IP, completely clean of all "blemishes" would be the best approach for commerce receipts, account updates, terms of service changes, and other essential business transactions via email. This ensures upmost deliverability. When sending transactional emails from HubSpot they're sent from a separate IP then marketing emails. This ensures that you're not polluting the transactional email IP with potential spam complaints and/or hard bounces associated with your day to day marketing email activity.