So you want to start daily meditation practice and then you have all kind of questions in your head: will it work for you, how long should you do it... Here is an interesting link answering those questions: 4 Commonly Asked Questions About Starting a Meditation Practice
One of the topics: How will I know when I "get it"?
This is very individualized. Typically in my group classes it takes a minimum of four classes for some sort of ah-ha moment. Now, as you may know, I always recommend group classes because they accelerate the meditation experience. Again, meditation is not about rushing or trying to get somewhere, yet doing work with others in a trusting environment deepens your practice quicker. Just is what it is. And, it sure helps when you also have a teacher who can guide you.
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