Cynicism vs. tough questions

glass-of-waterWhere is the line between asking tough questions and being cynical? If I ask whether the outcome of a particular conservation action is likely to work, aren’t I just asking for accountability and trying to ensure that we are carefully considering whether the intervention will work? Or does questioning such things actually reveal an unacceptable level of underlying cynicism?
Where is the line between holding conservation interventions to a high standard of accountability and over the top cynicism and pessimism?

Where is the line between optimism and burying your head in the sand?

And most importantly do the optimists or the slightly cynical realists get more done in terms of conservation success?