Liveinlite,
I'm going to take a shot at this; someone please correct me if I'm wrong. Also please chime in with alternate ideas and additions.
I do not have insomnia but have some pretty busy days sometimes. In any event, I know I don't get enough sleep some nights. Today I thought I'd meditate while the guys were taking lunch. I do this often and many times it is a wonderful time for me to meditate and have experienced very deep stages of meditation during this time; but today I fell soundly asleep.
The reason I know this is from past experience with meditation. When I woke up I could sense my body & limbs. During true meditation, in the deeper states, I always lose track of my body. I can't tell whether my hands are folded in my lap or plugging my ears.
I have been meditating for about 10 years give or take mostly all the time with a few breaks for a few weeks. I started because I suffered from severe cluster headaches and I heard that meditation could possibly help. About 6 months after I began meditating I suddenly realized I hadn't had an episode with headaches for some time. I was a believer!
I've learned to not take myself to seriously about meditation. When I fall asleep I just chalk it up to a well deserved nap. I love naps anyway

!
As far as what you are getting out of LifeFlow when you fall asleep I'm not certain. I do know Michael and others claim the entrainment will continue through sleep. I believe them because I have no reason to doubt them. I'm sure Raven could explain what stage of sleep you would be getting while listening to a given CD; providing he see's this post.
On the other hand . . . hey . . .you had a well deserved nap. Did I tell you I love naps! With your insomnia problem try to be greatful for what is happening in the moment after one of these napping sessions. In time, my guess is, if you continue with the entrainment process you will realize one morning that it has been days since you suffered from insomnia and it will be all gratitude from there.
Yikes this is like a book or something!
Gus