so my plan is to probably sell most of my Bitcoin hopefully averaging just over $100k. ~
i have always sold as much as i needed to and will continue to do the same. i will never sell large amounts just because price is over a certain level! even if it was $10 million i would still sell as much as i needed to. because i believe in the future of bitcoin not just its price. i believe it will reach mass adoption in a sense that you would be able to spend it almost anywhere in the world in any shop so you wouldn't need to sell it!
Personally, I will sell large amounts if I have to do so, and when I see trend changing. I have never had a problem doing that, I have been a trader all my life and I am always taking advantage of the market fluctuations to keep stashing my bitcoin for the long run. At least, it is an edge to always have some knowledge to know how to play the market.
I would not be so fast in selling though, I will be looking at the reaction of the market, and when the bull run will probably start, it is likely we will get towards $200k somehow, and this is when I really want to start selling bit by bit and once I see a trend change, I just offload the rest, and wait to buy lower. Same cycle. If the whales want to play their card, I best just play with them to my own favor.