Megaboy,
Interesting views but, when you touch on such points, not reflective of any actual Jewish philosophy or theology, not officially representative anyway.
But the question that the OP is raising is one that perplexes even the best Biblical scholars and academics who study the Pauline epistles.
Some of the texts raise great questions, even whether or not not the historical Paul wrote all the texts that are traditionally attributed to him. If they all do come from the same person, then it isn't the imagination that makes readers question Paul's honesty.
A good example is 1 Thessalonians 2.14-16. In light of Romans chapter 11, this oft-labeled anti-Semitic text is either clear indication that Paul would say anything to win an argument or prove his point (and that would prove dishonesty) or, as most scholars agree, this suggests that the writings were either altered or written by people who only claimed to be Paul.
While I tend to agree with those in academia who believe this to be either an anti-Semitic interpolation or that someone other that Saul of Tarsus wrote this, this is not the only instance where a surface or literal reading makes "Paul" look a bit twisted. What Jew would write in one letter (Romans) that he would rather be accursed and sacrificed on behalf of his brother Jews that they might accept Christ and even exclaim that God's call to them is irrevocable but then turn around and call them Christ killers in a letter to the Thessalonians? Because the JWs insist this is totally fine, it can produce quite an odd picture of this character to others who hear of this view.
Even the scholarly answers about this cannot be set in stone. It's a valid question that deserves to be asked again and again. Whatever the actual answer remains at present elusive but nonetheless important as much harm has been caused by accepting the words of these epistles as holy writ directly composed by an apostle of Christ.