Jira Automation: Extract email addresses from text field and paste them into email body

Hi. Thank you so much for your kind help. 
Email addresses in the text field are separated by ;. The reason we use semi-colon is because we just then have to copy and paste into outlook and they are automatically resolved in outlook emails.

To answer your questions:

• Yes, 1 email sent to all email addresses included in FIELD1 (text field). 
• We would not expect any reply, the email to be automatically sent is for information only. But if they do, the reply would need to go to a shared mailbox. 
• Yes I have access to Automation Flows. I started to create one, search google for my answer but couldn't find something that worked. 

Thank you again

I recommend that you try to build up your rule in stages.

First, make sure you have the correct trigger and it is configured the correct way. Example:

TRIGGER Field Value Changed

I would add a CONDITION to check that the field has the value you want.

Then add a Log Action to log a message to the Audit log, such as the value of the field.

Activate the Flow. Change an issue to see if your rule is triggered. Review the Audit log for the rule.

So far I have not found a way to send one email to all the email addresses in the field at once. There is a way to send one email to each email address in the field separately. You would use a Branch / Advanced Branch

Replace YourFieldName with the actual name of your field.

Then you use a Send Custom Email action to send the email, specifying {{varOneEmail}} as the recipient.

You can customize the Reply To email address if you want the replies to go to a specific user.