I would certainly not say converting to Orthodoxy right now would be like "starting over", but that's because I've been slowly changing my opinions, or rather clarifying them in light of the things I've found, over time. I mean, I read the book "The Orthodox Way" by Kallistos Ware. While it is clearly a "light-weight" book and much more accessible than say The Ladder of Divine Ascent (for many, understandable reasons), I found myself agreeing with every single sentence in it, doctrinally.
But, while I happen to have consciously moved closer to Orthodoxy, I definitely cannot say it would be like a total repentance for most of my Christian friends less enthusiastic about Orthodoxy, if they were to accept its teachings. Sure, emphases might change and things would definitely shake them around, it still would not be as if they made a 180 turn from something. And if dare make a prediction here, those who DO make 180 turns must either A. have been from extremely heretical and damaging backgrounds, or B. run into the risk of becoming Hyperdox Herman.