I think that when people say “negative” RRR, they normally just mean “less than 1.0”, not really negative at all.
Why does it mean this?
This information matches my very limited second hand knowledge of 2 former colleagues who now trade for a living, one has reward to risk of two thirds (0.67) and the other three quarters (0.75), of course each with high win rate. Both are encouraging me accordingly.
I have also read (but this is only internet information) that among people doing prop firm challenges, the few who pass mostly have low R and high win rate, and people who try with higher reward to risk like 2/1 are normally in the failing majority. I believe this, anyway.