In general I feel I have been the minority when it comes to trail braking. I have pretty much always trail braked when riding aggressively. I found that by trail braking all the time or at a minimum lightly touching the brakes while in the front half of a turn I have become very very smooth and never caught off guard. I also find that my front end feedback is greatly improved allowing me to again make smooth transitions regardless of unforeseen road conditions, cars, animals, potholes, debris, decreasing radius corner or unfamiliar roads.
At the track it is very easy to get good as conditions stay relatively even and predictable. On the street the playing field is completely different. This is where muscle memory and habits play the largest role.
Start slow build a good “habit” and practice practice practice.