Oh, that's not silly at all. You can do ssild with a short wbtb as well as with a long one (meaning the time being awake). Longer wbtbs may actually work a bit better for ld induction, although one can fit them less easily obviously. So, I encourage you to play around with the timing.
Indeed, there are all sorts of entry into a dream, with lots of special effects or with none at all. These can vary even for the same person. It is possible that while you are in bed relaxing and doing the ssild you transition. There have been occasions when this happens quite quickly, while you are staring at the darkness you might begin to distinguish things and after a while realize that you are already in the dream.
Let me emhasize that you don't always need to catch those transitions with ssild. Doing the cycles and falling asleep can lead to both wilds and dilds. What's most important is to focus on the expectation of having an ld - which will guide your mind so even if you fall asleep normally you may later realize that it's a dream, because the last thing you were trying to do was to have one.
There are different ways to check whether one is dreaming or not (after ssild, wilds, wbtbs, FAs), one could perform a RC upon waking in the room or you could try visualizing yourself performing a certain action. Let's say you imagine moving your hand and grasping an object or doing a sort of repetitive motion like cycling, swimming. This can help you get in the dream and move your dream body rather than your real one. Also you could try floating up and moving away from your bed. That will only work if you're asleep.

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