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Krillin briefly fought Android 18, even landing blows, in the most recent episode of Super. We also hear him ask her to hold back a little, implying she isn't holding back. 18 also believes this tournament is for 10 million zeni, so she'd want to have them as strong as they can be to get the supposed prize money. That would mean holding back in training with Krillin would hinder his growth, and they only have two days.
Its also supported by him effortlessly beating Base Gohan. Yes, he won due to his tactics, but they'd have basicaly been useless if he couldn't deal even minor damage.
So there's two things supporting him getting upgraded. No, not beyond 18. I personally wouldn't have him above her or Base Krillin. But at a sufficient level of power to not get absolutely bodied, which would have logically happened if Large Star 18 fought Planet level Krillin.
Its also supported by him effortlessly beating Base Gohan. Yes, he won due to his tactics, but they'd have basicaly been useless if he couldn't deal even minor damage.
So there's two things supporting him getting upgraded. No, not beyond 18. I personally wouldn't have him above her or Base Krillin. But at a sufficient level of power to not get absolutely bodied, which would have logically happened if Large Star 18 fought Planet level Krillin.