In the Babylonian Talmud, Sabbath 31a, the teaser asked: Why are the heads of Babylonians round? Then he asked again: Why are the eyes of the Tarmodians bleary? Then again: Why are the feet of Africans broad? Now one may analyze, according to the teaser, why he moved from the Babylonians to the Tarmodians, and didn’t go on asking about the Babylonians why they eat bread with bread and why they remain in a dark land. Rather, even he understood that if you keep trolling all the time on the exact same topic, then the rebuke will be fully justified according to law (and therefore he won’t win the bet).

To “From the Stands” — greetings,

It seems that Hillel’s questioner moved on to the Tarmodians because “Tarmodians” has an o-vowel, and that way he could ask: “Why are the eyes of the Tarmoidiiyim…” 🙂

With blessings, Shimshon the Joker

You made me laugh, more power to you 🙂

I don’t think Benjamin sees this entirely as trolling. I believe that with some of the questions he’s asking completely in good faith. (For example, whether one should pray for the death of people violating the coronavirus regulations—that, obviously, is a question meant to provoke.)

Rational (Relatively)…
“In the days of Rabban Gamliel, heretics increased in Israel, and they caused distress to the Jewish people and tried to turn them away from following God. When he saw that this was a greater need than all other human needs, he and his religious court arose and instituted one blessing in which there would be a request before God to destroy the heretics, and he established it in the prayer, so that it would be ready in everyone’s mouth. Thus the blessings of the prayer became nineteen blessings.”

— Mishneh Torah, Book of Love, Laws of Prayer, chapter 2, halakha 1

I didn’t know that violating coronavirus regulations was included among the definitions of heresy. (In my humble opinion, even if we define anyone who violates an enactment of the Sages as a heretic—the government is secular and from a halakhic standpoint its regulations do not have the force of rabbinic enactments.)
But maybe your knowledge is greater than mine; it’s always good to learn something more.

With God’s help, 2 Nisan 5780

To Rational [Relatively] — greetings,

Benjamin’s reasoning was apparently to learn from the sharp attitude toward heretics, who pose a spiritual danger to the Jewish people, that this should also be the attitude toward someone who is careless and may, God forbid, cause others to be infected with coronavirus, which carries high risk for the elderly and for people with medical problems.

But perhaps Beruriah’s solution is preferable—to pray that those who behave improperly repent, and that “sins cease, not sinners.” And let us pray for those who err, that they merit to return to the right path out of submission and a “broken heart,” looking toward humility and joy.

With blessings, Sh”atz

There are a few more possibilities here:
1. His reasoning is that anyone who mocks sages and belittles their stature is considered a heretic. We were warned in several places about “the law of the kingdom is the law,” and he thinks a secular government falls under this just like the kingdoms of the nations. Therefore violating government regulations is considered violating the command of sages, and consequently belittling their authority—and therefore those who violate the order are actual heretics in the plain sense, and one should wish for their death.
2. He means the Haredi violators of the coronavirus regulations, who in his opinion desecrate God’s name, and therefore the harm they do is no less serious than the harm done by those who deny the Torah, since they desecrate God’s name and thereby turn the Jewish people against the Holy One, blessed be He; therefore one should wish for their death.
3. He thinks that the halakhic status of a pursuer applies to someone who violates the coronavirus regulations, since he knowingly causes another person’s death.
Therefore, one should clearly say that they must be killed, not merely wish for their death! And because of fear of censorship, he uses a softened example that is only praying for the sinner’s death.
4. Perhaps Benjamin Gurlin is an ardent Zionist, and he thinks that the State of Israel is the foundation of God’s throne in the world, from which it follows that the government of Israel is not just a government but an actual monarchy, and in Benjamin Netanyahu’s honor he has the status of a king and his enactments are binding.
From this he concludes that those who violate the regulations are rebelling against the monarchy, and therefore they are liable to death and fall into the category of heretics and apikorsim. (And one may ask: are they heretics and apikorsim, or perhaps like captured infants, if they were raised among the Haredim they are considered like captured infants because they are unaware that the government of Israel has the status of Jewish monarchy—and likewise if they were raised as secular Jews.)