That’s the best way to get a proper understanding of a company. And the most interesting/rewarding reading with its answers. I myself am most critical of the most interesting cases, and if the answers satisfy me, I buy. Through trial and error, I proceed to the next stage 
The “pessimist doesn’t get disappointed” attitude also works in the sense that if (when) I get beaten, it’s usually for a self-aware reason, and that’s at least easier for me to accept and learn from.
Kotipizza came into my portfolio back in the day when I wrote down my doubts and got responses from Inderes. Luckily they replied, otherwise a good case would have been missed 