Currently I am using httpd to handle SSL (because my certs are generated via LE) with all content being passed off to Tomcat 7 (investigating 8.5 upgrade).
I had a poke around on the archives and found mention of a talk on it in a conference in Miami. http://tomcat.10.x6.nabble.com/Dynamic-reloading-of-SSL-certificates-tt5059619.html#a5059673 Did this happen? I looked in the Tomcat youtube channel and found a handful of videos from there, but nothing on LE. Is it something that is still in the "we'd like to find time to do it, but don't know who or when" phase, or something that is being worked on for Tomcat 9?