Another thing he can ask voters is "can you name one of The Big Guy's policies for which she expressed clear opposition?"
You idea would work if Democrat voters were rational. They are not. They vote for Democrat policies that will destroy this country. Some of them realize this and approve of it because they feel that they are held back and don’t have the place in life that they feel they deserve because of the US culture, economy, capitalism, etc. they of course are life’s natural born losers. They will be at the bottom of the heap under any government because they are stupid, lazy, and have a bone deep unjustified sense of entitlement. So when Democrat politicians pander to their desires they vote Democrat. You can’t argue with or present a rational fact based discussion to them because they don’t accept facts. To slightly paraphrase Terry Goodkind “People are stupid. They can be made to believe any lie as long as they want it to be true or are afraid it is true.”