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The differences and similarities exist because not one person is the same, and very few people who run for president have the same thoughts on how they think America should be ran.
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Grover Cleveland and Woodrow Wilson share leadership characteristics such as dealing with political problems when the problems came to them. Wilson was an expert at politics, knowing how to handle them, and when Cleveland was faced with politics, he was able to set his mind to it and get the job done.
Differences that Cleveland and Wilson have are Cleveland gave voting rights to everyone but the women and he left America alone instead of controlling them like other presidents would have done. Wilson forbade child labor, but instead of staying neutral during World War 1, he decided to go to war against Germany.