Always Wearing a Hat When Outdoors

Look at a ball game from that time period all the non Jewish men are in hats and jackets

There was no sunscreen in the shtetl.

Lit:
He said “generally” not always. Exceptions to the rule don’t refute the generality.

Also, since when is adhering to a minhag called a “stereotype?”

Those among us who are 55 and older, probably remember that every clothing store had a men’s and women’s hat department. Frum or not, Jewish or not, there was a sense of honor and modesty that existed. Jackets and ties were always worn on plane trips. Many restaurants would not seat you without them.
Unfortunately we have lost a large percentage of that sense of kovod.
The Mishnah Berurah brings that the berachah of oteir Yisroel b’sifara is going on the hats we wear.

Yeah, Litvish yeshiva bochrim don’t wear hats outside. Half of them don’t even wear them when davening.

The mishna brura in siman 91 says that now that we wear a hat in the streets, we should wear one for davening. The mashmaos is that 1. they didn’t always wear one in the street 2. When you don’t wear one in the street you don’t need to wear one during davening.

Lakewhat: There are tons of Litvaks. Anyway, this term is nowadays used as a synonym for Yeshivish. Here’s how many children were enrolled in different kinds of Orthodox day schools in 2013, according to an Avichai survey:

Centrist Orthodox: 18,925
Chabad: 12,649
Chassidic: 81,940
Modern Orthodox: 27,217
Yeshiva: 75,681

This shows that the Yeshiva world is very large, only a little smaller than the Chassidish world.

Joseph: “It’s when it comes to the Litvish hamon am that this isn’t always the case, whereas the Chasidish hamon am generally always do.”

As Chazal say, פוק חזי מאי עמא דבר, go out and see what people are doing.

If you would stop looking at a screen for a while, and actually go out on the street in a Hasidic area like W’burg or B.P., you would see that your words are not correct. That is, if you are open to the Emes.

Anyone who wants to know the truth should do the same. Especially among younger Chasidim that is the case (yeshiva bochurim and kollel yungeleit could be somewhat different).

No because there is a mentality of litvishe people that you don’t find today by many people. Litvish is a label used by Chasidim against people who are not like them. You can be American and not litvish or chasidish.

The Ben Ish Hai says that even if one davens at home one should wear a shirt as one would not walk in the street without one. Rav Mordechai Eliahu learns that if someone would walk in the street without a hat a jacket he need not wear them for davening.

As for what was, if you look at old pictures you will see that a man’s hat signified his station in life. Workers wore caps. Middle class men wore hats that matched (and came with) their suits.

Yeshivish roshei yeshiva will tell you there is an inyan, but it’s not supported by the mishna brura. Efsher it’s mitaam minhag.