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Safari Anomaly for TLS Certificate

I have a Wordpress site on a LAMP Stack running in AWS. I have Let's Encrypt running to automatically update the TLS Certificate and I re-direct all traffic to the "www." instance for the purposes of SEO.

The site works as expected for EVERY browser EXCEPT Safari. What I mean is that I've tried Chrome, Firefox, Opera, Vivaldi and Internet Explorer. I made not changes to the Server itself and I'm a little perplexed as to what happened. Below is a screenshot from some testing I was doing using BrowserStack. This seems to be happening on all Safari browsers back to iOS7.

Any idea what's going on here? Is this fixable from my end?

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Chris Stanyon
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This is helpful because I was able to troubleshoot and diagnose using a Let's Encrypt SAN Certificate.