HTTP ERROR 500

hey jmckiernan86;
can you (on staging?) re-update and then check with just CSS or just JS or just HTML optimization to see which one is causing the breakage?

my money is on CSS; the new version of the CSS-optimizer is way faster, but apparently it is also a bit more prone to crashes if there are CSS errors, of which I see one in http://staging-healthbuff.kinsta.com/wp-content/uploads/elementor/css/post-1450.css (at the very end you have a rule without a selector and the ending } is missing).

hope this helps,
frank