Could you post a link to the initiative ladder itself somewhere? It sounds very useful.

Ooh. Could you post some of this stuff? It sounds extremely handy.

My group uses Roll20 with either the built-in voice chat or Google Hangouts; we haven't tried Discord yet, but maybe we should.

Roll20 lets you set up macros & share them with your players; you can even have a little button in a macro bar on the lower left. We have a Roll macro (/roll ?{Pool|0}d10>7sd), which asks how many dice to roll, then rolls them, displays...