Colleague was just dealing with a clients of their who was still using TLS1.0. They're running classic ASP on Window Server 2008, and can't (effectively) migrate. Colleague had been raising the alarm for months (since they started on the project) that "this is going to mean all your systems will stop working in early 2020" but no one seemed to care or understand.
They did, last week, put in ... haproxy as an SSL terminator in front of the main server, and will test a switch over this week. This was 8 months of foot-dragging for about 3 hours of setup/config, and a couple more hours of testing. When all your clients are hitting a web server, and their browsers will all stop rejecting your certs, things will get ugly fast - as in "your business will effectively stop functioning". It just sounded like "doom and gloom" but... how do you message this effectively? It requires the receiving parties to actually understand the impact of what you're saying, regardless of terms you use.
They did, last week, put in ... haproxy as an SSL terminator in front of the main server, and will test a switch over this week. This was 8 months of foot-dragging for about 3 hours of setup/config, and a couple more hours of testing. When all your clients are hitting a web server, and their browsers will all stop rejecting your certs, things will get ugly fast - as in "your business will effectively stop functioning". It just sounded like "doom and gloom" but... how do you message this effectively? It requires the receiving parties to actually understand the impact of what you're saying, regardless of terms you use.