It only becomes unhealthy if you don't know who to control your emotions here.
That's why we always preach to let your emotions out of the window when you involves in crypto, otherwise if will be difficult for you to have a 'logical' trade and make money out of this evolving market.
I mean just look at the most successful traders in the world and they will say to you that don't trade based on emotions but rather what the market is giving them.
Trade without emotions and as much as possible don't look back. If you will see your failing points, and regret it, then, it will create depression on you. So once you finished trading, move on and don't dwell anymore what you should have done and what you should have not. The bottomline of trading is your profit, so don't get too personal with the coins you are holding. It would be hard to let go even if you already got the good timing to sell it out.