In 2 Cor 11 Paul catalogs his suffering in this paragraph. Since this book was written while Paul was in Ephesus (Acts 19), we know he will face even greater suffering than this (two separate two-year house arrests and a shipwreck between!)
He says he has worked harder, been in prison more, been beaten countlessly and has been near death many times. Paul uses a series of adverbs (περισσοτέρως twice, ὑπερβαλλόντως once, and πολλάκις once) to overemphasize his difficult life as a servant of Christ. These were not one-time problems he endured for a short time. This is the constant state of his life since he began his ministry!
“Five time lashed 40 less one” is a reference to Jewish punishment. The Greek says, “I received the forty less one,” which is a clear reference to a lashing. Josephus uses the phrase twice in describing the Mosaic Law (Ant.
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