I didn't . Me and him have had this discussion a lot. But he doesn't open up about it. This time I was really angry because no advice I seem to give him ever works out, Because he doesn't seem to listen. Thats why I tried the more "passive" , "backing off" method. But that didn't work either.
I feel like he may have the same fears as you. But it's perfectly normal to be inferior to some people! You'll never be the best at everything. I probably need to really discuss this with him, But he doesn't seem to even want to set up some sort of plan, Or baby steps.