[It doesn't really matter what Kylo is referring to directly, but Stephen can make several educated guesses.]

Not going in, no. There were several ways it all could have gone, each with their own ramifications attached.

There was no way for me to know going in which I'd be walking into, so I had no guarantee you wouldn't.

It was part of the risk.

[But he also knows how well many of those scenarios would have ultimately gone. And some of them were very not good.]