I have a project where 2 different issue types use the same field. Is it possible for me to create an automation that will look at that field and link the issues if they match?
Yes, you should be able to do that.
Use the Condition for Advanced compare something like this:
The initial trigger could be Issue Created or Issue Updated.
And instead of customfield as in my example, use issue.issuetype.name or issue.issuetype
What is the key of the existing one it should find to link to? Is it the same project?
Try creating a Branch (purple one) and using JQL there.
Use the project of the exiting issue where I have HROPS.
Then notice the change on the Link going under the Branch and changed to Trigger issue.
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