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Westchester County Executive per WP:JOBTITLE, which states it should be capitalized when it is "formal title for a specific entity" and "is addressed as a title or position in and of itself", AND poor grammar: The "the" (in opening sentence) preceding the official name (a proper noun) is capitalized because it is the first word of the sentence and as such is always capitalized in English. . Consistent with all Wikipedia articles such as:
The President of the United States is the head of state and head of government of the United States of America.
The Mayor of Chicago is the chief executive of Chicago, Illinois,
The Governor of the Commonwealth of Kentucky is the head of the executive branch of government in the Commonwealth of Kentucky.
The Prime Minister of the United Kingdom is the head of Her Majesty's Government in the United Kingdom.