Selling in an uptrend is a hard thing to plan and do. I am in no way an investor other than the simple fact I have bought a few Hive Engine token with Hive. At one point I had, (I think) 7 ARCHONM tokens. The last one I bought cost me 60 Hive if I remember right. I sold one initially so I could get the next level Hivebuzz bee badge at 100 Hive. I then sold another to buy some LEO so I could buy some LBI and do a few other things with it, also sold for around 100 Hive. Then I saw ARCHONM was selling for 130 Hive and well I wanted more dhedge and hiveindex token so I sold one, and now have 4 left.
The 60 Hive was the most expensive Archonm I bought the first four were only 20 hive, and then one at 30 and one at about 50. My current wants are back to a slow growth of tokens, if I sold my last four Archonm's I could buy a lot of other tokens, but will I ever be able to afford another Achonm?
Eventually I will, my initial goal was to have 10 of them and wait and hold for a good profit, I think I did make a good profit. So the chance of me buying more is pretty slim, but I will still be looking.
If you feel that an adequate amount of profit has been made, then look at setting a sell price, not all of it needs to be sold, find in your heart where a sell price is and then sell just a part perhaps 1/4 of the total and then use that mark as other sales points come up. After all nothing says all of something needs to be sold in one basket.
Sounds like you want a little of everything. I'd focus on 1-2 tokens to invest in and stick with them. You'll always feel like your missing out when you see your friend's bags pump 200% and yours only pumped 50%. I think the hardest thing about investing is your mental state and having the discipline to stick to a plan.