@ $20shoes, Thank you for your reply. The points make sense to me and they are what I have thought through except for the exit strategy. I usually chose the exit strategy for each share based on my confidence in them.
Regarding the gist of points 1 &2, I am not planning to invest huge amounts of money and I never stress about money way too much. I will invest only what I am prepared to lose (<10% of my annual income). I just want to make sure that I am not rooting to lose my money
Also, agree with your point in diversifying.