Good Afternoon Johnny,
I have this experience a few years ago, I do not know if they can be of any help to you. I am a born taoism in a superstitious family and recently move on to practising Dharma. A few years ago, I went to haunted place every week, hopefully to capture spirits, one day, I have this dreamt.
I was at the bottom of a valley, the sky was orange, looking up, I saw a bridge; on the bridge, there is lots of spirit life people walking in one direction from right to the left. The whole environment was in the colour setting of orange/red as well. On the center of the bridge, there is two tall figures. One black and one white, both long tongue, which both of their hands raise front and stright, they look like a statue, except that when I look away at the corner of the eye I saw them actually moving, and came to a standstill when I stare back at them.
I woke up, perspiring, the next thought I have is asking myself is my death coming soon? I always thought of asking a medium for this, but never do so. If you are familiar with chinese mythology, you will know what is those two I am talking about. A few years later when I apply my google-fu then I learn that their jobs is really guide spirits to hell! How do I even manage to dream of them doing that even before that I don't that is their job?
I suppose you have heard of the story of the king who wanted to taste the best food. He invited best chef in the world. Only to be dissatisfied with all until a so acclaim best chef shows up and ask him to stay hungry for 3 days before offering the a simple sauce vegetable and then the king manage to find the food so tasty after he tasted it. What people does not take away from the story is the moral of the story. Only through the acceptance of suffering then we will feel the happiness after the acceptance of suffering. Those who tries to avoid suffering will not never experience happiness.
The same goes to your experience. At a glance of this thread, I do not know how and what you thought of during in your mediation. I suggest that in your mediation, try to learn to accept your fear of death by thinking of all your near-death, fear death or death experience as much as possible but not to get involve in death instead of avoiding thinking of it. Ask yourself some questions about death and it is necessary to think about it? Remember the thoughts from the future and the past is not important, only the thoughts about the present is.
Knowing the theory and the mediation is only part of the learning. Remember Buddha had possess one other quality that is not taught, it is determination. I hope it helps and I pray for your success in able to eliminating the fear of death.