Relsqui comments on Vipassana Meditation: Developing Meta-Feeling Skills - Less Wrong
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I can't help with your ROI--I'm very much a newbie to vipassana--but I can address a couple of your points.
This is why I'm doing it. I've been having a specific problem dealing with certain kinds of emotional situations, and since I started meditating it's been much easier for me to let my initial negative reaction to those situations pass, and then choose how I would prefer to deal with them. So it's not about strengthening the rational part of my brain, it's about clearing an obstacle that was keeping me from using it.
Additionally, during most of my meditation sessions, I've felt very comfortable and in control. It's too early to say whether that will translate to greater confidence in the rest of my life, but I have had similar experiences before (confidence in one area -> confidence in others), so I'd be a little surprised if it didn't.
I've found it fun. It's interesting observing physical sensations (or the lack thereof) which I'm unaccustomed to, and some of them are entertaining. I described some of those experiences in the vipassana open thread. There's also jhana, which Will_Newsome describes here:
Maybe you can bliss out easier on drugs, but meditation is free. ; )