I think it's from the eras before Shanahan took over as President that makes people nervous. Everything from then to now felt seemless and while there aren no cups to show for it, there was a vision and a clear line towards that goal.
Right now uncertainty brings up those feelings of pre-Shanahan where it was dumb decision after dumb decision, trading picks while finishing almost dead last, drafting in shambles, etc.
Like I get it... no cups or even playoff series success counts and Dubas failed. But it can get so much worse and I don't think people understand how bad this team can be managed into the basement again.