Just recently, I was tempted to check my first ever Bitcoin wallet to see what I have done in the past. I was so depressed seeing the volume of Bitcoin that have passed through my wallet without me saving a reasonable portion of it.
I have the feeling that many forum users too have similar experience; do kindly share just maybe I can feel a little better knowing that I'm not a lone.
I have a very similar experience like you when checking my first ever online wallet for bitcoins. There is only a small amount of coins left in it and I don't really use it anymore because of the low level of security, but I also don't want to give it up. Going through the wallet history since 2016 when I first started out with crypto currencies is depressing and a good lesson at the same time. Feeling sad about the missed out opportunities and what could have happened if I kept all the bitcoins from back then usually only last a few minutes. I need to force myself to think about something else and use the past as a lesson to learn from. I bought and sold quite a few CSGO skins with my bitcoins which lead to only a small profit of what could have happened if I kept all those coins until today. The main lesson I take away from that is to never ever again sell all my bitcoins. I will always keep some now to HoDL.