I'm also a glass-half-full type.. I think they were trying to encourage you! Seeing that you're in the high 300's and have quite a ways to go to even get to the size 16 range, maybe they were trying to tell you that you haven't got quite so much to lose, kwim? Sort of breaking up your journey into manageable chunks...
Keep up your motivation though and you'll do great. Doesn't matter what anyone says.. like you said, you'll decide for yourself when the time comes where you want to stop. THe important thing now is to just keep on going.
GL!
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