Actually both said Jews were still bound by their laws, as part of their covenants, while gentiles were not part of that covenant but bound by the universal covenant of his mission. It's not hard or complex, its just that some need to rewrite it to mean what they want it to instead of what it is.
Except that NONE of that is in the Gospels.
And think about what you are saying here: we have Jesus who is ministering to people. He is teaching them as a teacher. Meaning what he said is what is the "truth". IF Jesus said not one jot or tittle of the law shall pass then it doesn't matter to WHOM he is speaking as he never says "Wait, dudes, this is ONLY teachings applicable to jews....those who follow me who AREN'T jews aren't held to this standard".
That's all stuff that came later with Paul et al. Paul himself even had to fight with the Jerusalem contingent (who presumably would have known Jesus personally) and he wins against their view of how the faith works.
But at no point does Jesus say anything even remotely like "This applies to this group and this applies to this other group".