He is best known as the author of Alei Shur (Hebrew: עלי שור), a musar classic discussing dimensional growth as it pertains to students of the Talmud.
During World War II, Wolbe, who was a German national, was in danger of deportation and could not follow the Mir yeshiva into Russia.
Wolbe continued his studies at Kollel Toras Eretz Yisroel in Petach Tikva under Rabbi Yitzchok Katz.
Wolbe opposed hitting children; this, in light of the weakening generations in understanding the biblical verse (Proverbs 13:24) advising "spare the rod spoil the child."
In his discussion of prayer he states: Each davening performed with understanding is a qualitatively different experience and has its own unique feeling and quality.
Similarly, someone davening should constantly see himself and his relationship with Hashem from a different perspective - just as the traveler is looking at the scenery with a different, fresh perspective (Alei Shur I:2).If one accepts that the Torah is from Sinai then one must accept that Torah study is so powerful that it can produce a human being who has superior understanding and wisdom in both heavenly and worldly matters (Alei Shur vol.
I p. 295).He published his first volume of Alei Shur in 1966, which contains his mussar ("ethics") analysis on a proper regimented life of a yeshiva student.
The second volume published 20 years after the first was an intense glimpse into his actual mussar workshops for developing elevated character traits.
Rabbi Wolbe puts much emphasis on Seder or having a schedule in order to fully utilize one's capabilities.
68) In Alei Shur volume 2: Mussar chapter 5, he presents the core of his method: The continuous need to better oneself in the everyday.
Wolbe's method will slowly train one to contemplate nature, one's surroundings, political events, and one's home life: There is nothing in creation that one cannot learn from, because that is why the blessed Holy One created so many things.
His work Ben sheshet le-Asor ("Between [the] Sixth [of] to [the] Tenth [of]"), now renamed "Olam Hayedidus" ("a world of friendship" i.e. between God and mankind) offers his views on the meaning of Jewish politics and changes to Jewish life resulting from the Six-day War until the Yom Kippur War.
In this book he takes issue with the position in the Agudah newspaper Hamodia, that the state of Israel is a vessel for leading a Charedi life.
He states that he agrees with the anti-Zionism of the Satmar Rav, but thinks that it is still permissible to enter the government and to receive money from it.