1. The Republican party never really consolidated around Trump. He didn't do enough to gather the party together into a single force. He spit in the face of Ted Cruz supporters, and failed to reach out to the establishment in a meaningful way. His supporters have gone out the of way to attack and insult those who have valid concerns, it's caused many who would normally hold their nose and vote for the candidate to get angry and turn to 3rd party candidates.
2. Trump has no ground game. The true hard work of winning, especially against someone who is outraising you in money 3 to 1 (Hillary has raised over 240 million while Trump is around 90 million) is to gather a grassroots movement nation wide. Ted Cruz did this in the primaries and came within inches of defeating Trump. Trump has no ground game and it's hurting him.
3. Trump isn't raising enough money and there aren't enough efforts to gather money from establishment donors, or the public.
4. The most obvious one is that Trump has a problem staying on message and he doesn't come off as presidential. He says a lot of stupid stuff.
5. Trump should be focusing his attention on battleground states, but he's spending a lot of time in states that are either guaranteed red or guaranteed blue. The electoral college is stacked against Republicans, so he needs to focus all his money and attention on battleground states like Ohio, Florida, Pennsylvania, North Carolina, and Virginia.
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