Of course nothing is guaranteed. Sometimes, no matter how hard you try, things won’t work out for in your favor. The object is to mitigate the frequency of these occasions with preparation.
I get where you’re coming from, and on the surface, sure, achieving a lockout in these cases could be difficult. The trick is to be as observant of your opponents breaking habits as they are of your combo habits, and bait them accordingly when it counts. When I say “bait a lockout” I am generally speaking of timing lockouts. We’ve all had the discussion of the various methods of beating “first frame guess breaks” aplenty 'round here, so I’ll leave those out. In my above post, I provided a handful of methods to bait a lockout or reset. Essentially, just work out a handful of possible setups, and apply that which fits your situation. To get as-advertised mileage out of RAAM’s INSX, I think this is of critical importance. As a grappler, an enormous part of RAAM’s game involves the observation and manipulation of the opponents habits, and this absolutely extends to his combo and INSX game.
That said, no, I do not necessarily agree that baiting a lockout from an opponent with good breaking skills is difficult. It can be, but remember that every in-combo data-point they are using to achieve these breaks is a data-point that they’ve provided you relative to what they like to/can break, and can thus use against them.
And, for the record, I’m not trying to be a know-it-all either. I’m just a big proponent of everyone helping everyone else to level up.