I'm back AND with good news!
OK...I've figured it out! The problem was, I didn't have a goal. I am super goal oriented and just HAD to have something to work for. So, I created a budget that would allow for me to go to a horse show in early February. Then I created an exercise plan for Leo alllll the way up until the day of the horse show! I'm on day 6 of the plan and have stuck to it!
Today I totally didn't feel like riding, but knowing that I had already written in my plan to do walk/trot transitions made me force myself to get bundled up and go!
I spent a lot of time googling different riding exercises, watching videos of good riders, found my 101 jumping exercises book and wrote a detailed plan for each riding session of exactly what I was going to do. It might sound crazy, and it took a lot of time, but it has been amazing!