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If you aren't already familiar with it, the great vowel shift in English is also very informative about the discrepancy between pronunciation and spelling: https://en.wikipedia.org/wiki/Great_Vowel_Shift

The TL;DR is that vowel pronunciation was changing in English between 1400 and 1700, and English spelling was becoming standardised between during 15th and 16th centuries. Depending on if the spelling of a particular word was standardised before or after the vowel shift means the spelling might or might not reflect the pronunciation.

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