Bridging the Inspiration of the High Holidays into Winter
One of the most remarkable historical accounts preserved from his life is his legendary encounter with Alexander of Macedon. When Alexander marched toward Jerusalem with the intent to conquer, Shimon Hatzadik went out to meet him. To the absolute astonishment of his commanders, the mighty Greek conqueror descended from his chariot and bowed down to the High Priest.
The following is based on excerpts of Rabbi Benayahu Shmueli's Hebrew Chizuk video for 28 Tishrei 5787
Bridging the Inspiration of the High Holidays into Winter
As taught by the Chida, the month of Cheshvan invites us to channel the spiritual momentum we built during the High Holidays into the long, quiet nights of winter. This transitional period serves as a vital foundation for the entire year. It warns us against falling into the trap of spiritual complacency—relying on the memory of Yom Kippur with passive intentions like "I will do better later," rather than actively embedding our growth into daily life.
The Legacy of Shimon Hatzadik
This focus on continuity and spiritual strength is highlighted during this special Shabbat, which marks the yahrtzeit of Shimon Hatzadik, who passed away seven days after the holiday. Having served as the High Priest in the Holy Temple for forty years, Shimon Hatzadik was a towering figure of spiritual and physical radiance, famously described as "a king in his beauty."
The Meeting with Alexander the Great
One of the most remarkable historical accounts preserved from his life is his legendary encounter with Alexander of Macedon. When Alexander marched toward Jerusalem with the intent to conquer, Shimon Hatzadik went out to meet him. To the absolute astonishment of his commanders, the mighty Greek conqueror descended from his chariot and bowed down to the High Priest.
When asked by his followers why he was paying homage to a Jewish sage, Alexander explained:
"Before every successful military campaign, I see a vision of this exact countenance leading me to victory. Recognizing him, I knew I could not prevail against him."
Filled with reverence, Alexander requested that his portrait be carved inside the Holy Temple. While Shimon Hatzadik explained that such an image was prohibited by Torah law, he offered an alternative honor: every boy born among the priesthood that year would be named "Alexandros" in his honor—a unique historical compromise that permanently cemented the legacy of that fateful meeting.