experience your freedom again and again is related to a concept called 'Anusandhanam' in Vedanta. For example, the Maha Vakya in Upanishads called 'Ayamatma Brahma' is said to be one such sentence that allows you to stay free. Anusandhanam means -- staying joined or connected. it is not just sufficient that we become aware of our true nature but we have to stay connected to it for us to be liberated from the self-doubts and ego struggles.
Think of a small baby. As long as it knows that mother is around, baby happily plays without hanging onto the mother in the same room. the baby is aware that the mother will be there if she needs her. But she keeps looking at her mother once in a while and gets reassured and then engages with her play. The moment the baby notices that the mother is not in the room, she starts crying and will stop as soon as the mother is seen again. This is 'anusandhana Bandham' between mother and the child.
Same is true for us. we are like little children who is unable to stay aware of the fact that we not our body, our mind, our emotions and our ego. When we are aware of our freedom and deeper connection to the larger consciousness, we experience freedom and choice. Meditation is one of the effective ways to stay connected with our deeper self.
Andrew Cohen wrote it much simply and I chose to help you understand it with my complex language. Kapitz! :-)