I might be self promoting here but Favro is a great alternative to both Trello and JIRA. Its free for as many users as you want, forever. There is a catch, the paid version of $6.80 gives you extra power and functionality in the form of apps such as slack integrations, google drive, github and many more. If you still want all that for free, we do have a very generous referral program which could set you up with a free version for a good couple of months. check it out. https://www.favro.com
I can definitely relate to your situation and challenges. You seem to have boiled it down to a science which is what I have done as well. It is a very effective way to get results by nailing down good/bad habits.
However, I have some difficulty getting a grasp on your actual "skill". Gameplay footage is a quick way to get insight in what level of play we are talking about. (I briefly searched for Midwest Mayhem 2 VODSs with your nick on youtube and twitch but did not find anything).
Also what are your ambitions? Consistency? Peak performance?
If consistency is a problem you want to work on, you could add more sessions. But adding more sessions does not mean they all have to have the same structure. You can keep your current routine for peak performance training (prior to tournaments etc). But to help with consistency you can add shorter burst sessions just to stay in touch with the game. Such as a subset of your schedule.
Your warmup routine seems solid. No big pressure on execution, do whatever. This is just to get you into the zone. To just get blood flowing quickly, you could do some gentle physical finger movements and or stretching without the controller.
Video analysis, of course great. You seem to have an understanding to not only watch players at top level but the whole spectrum.
Writing down and listing everything is good. But remember that writing and actually playing are different things. You need to make sure you use your notes. If the you have difficulties getting long term goals down consistently, divide them into smaller sub goals.
As for organizing tools. For this level of commitment I would not cross out using management tools like Trello or Favro.