I do this loop thing several times a day, can probably do it blindfolded now LOL!
What I do is loop through the tail strap right after it returns through the ladder.
Your way isn't wrong but I predict over time it's going to create a bend and crease in the strap after the first loop you went through, because you skipped a couple holes, so it's not a full straight pull through the ladder. However, since you are going through so many levels in the ladder, this will be minimized. Worst case is, you skip a whole bunch of steps, the bendy effect would be exaggerated.
If you think moving from 2" to 2.5 is good, you will LOVE moving from 2.5"-3 I'll bet!