1

Should year be singular or plural in the following example?

As a bass fisherman, during his freshman and sophomore year, Bob was challenged by his lack of experience in the fishing arena but never gave up.

3

Since the freshman year and sophomore year are multiple years, this takes the plural, so "freshman and sophomore years" would be correct. "[D]uring his freshman year and sophomore year" would also be fine, if slightly redundant, but would emphasise that each was a single year respectively.

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