Not to jinx myself but with likely only one trip remaining this year, I am on the verge of completing a calendar year with 100% upgrade success. As Platinum.
Yes, as of today, EVERY upgrade-eligible segment has cleared for me. That's a 100% UG rate as a DFW-based Plat. I do buy paid F when it matters to me but for those shorter flights where I'm willing to roll the dice and take my chances on an upgrade, I'm at 100% so far this calendar year.