That’s difficult to answer, because back then there weren’t countries the way we think of them. Caesar conquered Gaul – basically equivalent to modern France – but Gaul was a region, not a country. They conquered Rumania, but it wasn’t a country, either. Egypt was perhaps the closest thing to a country, because it had been its own kingdom or empire for centuries. Of course they took Italy, but that was a collection of little cities and kingdoms. They conquered Spain as a side effect of the war against Carthage, but Spain wasn’t just one country, either.

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Other conquests covered parts of modern countries, such as in England and Libya.

So it depends on what is meant by the question.

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