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Now, If / Then statements in Word are going to be just as complex, but Drawloop now has the Component Library I'm going to see if this makes it easier. But what's the bet you can't have merge fields in components. And what's the bet that the word formatting is going to interfere or be different to the HTML formatting. Here's the help docs for component library.
Rules
Here are my rules for emails.
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So, let's try these Reusable Content chunks shall we? Let's see if we can get further with these.
Component Groups
Component Groups only work with Enterprise Edition. I wonder why that limitation?
Install
Follow the install steps http://help.nintex.com/en-us/docgen/docservices/Services/setup/componentLibrarySetup.htm