Hello,
Our company offers Let's Encrypt with Plesk Hosting.
A client suggestion, at the install options page, pair the option for www with the root domain together.
Thank you.
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I suspect you'll need to file this at Resources | Plesk Forum as they maintain the Plesk client.
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To expand on what JC said: Let's Encrypt supports including both the www and root domain on a cert, so any issues with this will be from the Plesk client you're using.
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