This is a personal first. I finally carried New York running as Bryan, on normal:
Here is the game link:
https://www.americanhistoryusa.com/campaign-trail/game/546613
I normally give the one big speech in New York and do nothing else, which leads to a fun comment but seems to have no effect. If I get the Tammany Hall question, if I accommodate Tammany Hall it always seems to cost me several states in the Midwest while never delivering New York. This was one case where working with Tammany Hall actually got Bryan New York. I didn't think this was possible on normal.
This might be the game randomizer. What might of worked was not just promising patronage, but stating that Bryan would fight temperance. I also got a question I've never seen before about a speech in Chicago that enabled Bryan to emphasize the pro-labor parts of his platform. I pretty much gave pro-labor answers to the questions, while kissing up to the segregationists without been too blatant about it, while going to the border states and the West Coast. There was also a question about expanding the navy I've never seen before, I had Bryan come out for expanding the navy, though I still opposed the Dole group in Hawaii.
I've found that the 1896 scenario gives the most varied questions. It seems to be the best developed of the scenarios. Bryan is fun to run with because of the unpredictability, you just have to be consistently pro-silver.
With this map, without carrying New York Bryan could have won by just carrying Illinois alone, or by carrying Indiana and either Iowa or Maryland, and these are probably more consistently obtainable paths to victory.
Oh, and Bryan lost the nationwide popular vote to McKinley by about 8,000 votes. His margin in New York was 995 votes.
This map actually pre-figures the New Deal coalition.