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Raised a Democrat, Reagan's political ideology shifted after WWII. He mistakenly withheld his taxes while serving, assuming soldiers were exempt, leading to a clash with the IRS. This personal financial battle reportedly irked him so much that it fueled an obsession with economics and lower taxes, ultimately ushering him into the Republican Party.

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Ronald Reagan's Shift to the Republican Party Was Sparked by a Personal IRS Tax Dispute | RiffOn