I went back to look, in order going backwards in time these are the games where I've made it to LyLo as a villager. This is...kind of painful:
Loss - Mattress Store
Loss - Shufflin, where I pushed an incorrect STL lynch
(though I stand by the fact that he brought that upon him self with typical STL bull**** behavior)
Loss - Summer Speed
Loss - DRoP, but like, that was
@Animal Midwife's fault
Loss - Back to Basics Strategy: classic "Dubz puts the wolves in her village pile and lynches Skimble to lose the game" ending
Win - Asylum (good god this was 3 years ago)
WIN - MADZOO KICKS ASS IN THE FINAL 3 OF SHARK WEEK
It should be noted that both wins were final 3's where I had a strong village read on the other villager and we had been working together for some portion of the game. So now you can see why I have a complex and screwing up LyLo has become a self-fulfilling prophecy.
Honorary mention to The Watering Hole
Technically wasn't LyLo though, final wolf was lynched at 4:1. There are a few other games like that where it was down to one wolf but not LyLo and I (and a couple others of course) ended up lynching correcty (Rick & Morty, A WW About Nothing).
@Crayola227 so there's your answer, just have to make sure the wolf is lynched before LyLo and I'm fine