When using finger other than thumb to play the wound string, I do compensate for the changed angle of attack.
But I also observed that natural nails seem to be a bit thin for the job.
So I’m using the AlaskanPicks which are thicker. And even here I have to compensate for the angle of attack. Moreover, I had to file the picks to make them produce the tone I like.
Yeah... nylon strings are softer. But harder to play