I'm Jewish through ancestry (mid 1800s). But, in the context of this issue, I'll say yes and no.
Yes - Conditional, when the subject matter of Jewish-Nazi history is taken out of context, used humorously, or made light of, yes, I take offense (Not as a Jew, but as a member of humanity).
No - I think the history of these genocidal acts should be spread earth wide, taken seriously. I find that due to the older generation of surviving Jews through the War are much more sensitive. Of course, much of this is due to trauma experienced through the events and second-hand experiences. The Post-traumatic stress that most (if not all) experienced, would likely cause such reaction.
Overall, I think we need to be careful with this subject. Taking the next person's feelings into consideration are most important.
i feel maybe the younger modern Jewish youth would handle it better.
For sure. They/we are much more likely to be less reactive towards lower sensitive comments, such as the jeweler example and the come dine with me example.
I think we(humanity) should try and sympathise with the Jews who are quick to take offense. After all, one of the most heinous acts of history was carried out, specifically, against their race. It's pure evil and any type of association with this, be it an innocent comment or a Nazi manifesto would definitely provoke them to put their shields up.
We're all in the same boat, using the same paddle, so let's not go around in circles.