Good luck on your journey! I have been 24/7 diapers for a year and eight months and I am still far far far from the goal.
I have yet to figure out how to release naturally. As a result I always have to bear down to start and it is mostly a flood.
On the two times I have gone without diapers just to see what it would be like, I felt like I needed to urinate every two minutes, so much that there was literally nothing in my bladder and I still felt the need. My uretha actually started to hurt. So I told my wife I would rather just stay in the diapers.
She believes I am urge incon and that i feel that need to go constantly, which isn't wrong. The irony is that it is only when out of diapers.
I would love to help support you and to learn some tricks from Blake who managed in 4 months to train himself.
Thanks for sharing, Diaper Preacher(long time reader)