MyLife: Chassidus Applied Episode 563, with Rabbi Simon Jacobson
Sunday, October 5, 2025 / 13 Tishrei 5786 – 8:00-9:00PM ET
>> Special Sukkos Edition <<
Podcast YouTube Chassidusapplied.com
The topics in this week’s 563rd episode of the highly acclaimed MyLife: Chassidus Applied series, with Rabbi Simon Jacobson, will include:
Yud Gimmel Tishrei
- What was unique about the Rebbe Maharash?
- How did the Rebbe explain (on 13 Tishrei 5740) the words of the Baal HaHilula: “Now we have to go visit my father and hear what is happening?
- What practical lessons can we learn from the Rebbe Maharash?
Manchester Yom Kippur terrorist attack
- How could such an atrocity happen on the day when G-d’s essence is revealed?
- Why should we go to shul if that makes us targets?
- What would the Rebbe say to these congregants and to the broader Jewish community to strengthen them?
- Does a Rebbe ever “leave” us?
Chassidus Applied to Sukkos
- What is the origin of the Sukkos holiday?
- What is the personal significance of this holiday?
- Is Sukkos a continuation of Rosh Hashana and Yom Kippur?
- How does it help us internalize the light and energy of Yom Kippur?
- What do we learn from the fact that the sukkah is the only mitzvah that surrounds our entire body?
- Why doesn’t Chabad sleep in the Sukkah?
- Since Sukkot foreshadows the Messianic era, why do we focus on temporary dwellings rather than permanent redemption?
- What is the personal spiritual meaning of the four species?
- What is the significance of the Ushpizin and the Chassidishe Ushpizin?
- Why was Sukkos established in the rainy season of autumn and not close to the Passover spring season? Why do we care what the gentiles would say?
- What is the meaning of the Musaf prayers about the seventy bull offerings?
Hoshana Rabba
- What is the connection between Rosh Hashana and Yom Kippur with Hoshana Rabba, Shemini Atzeret and Simchas Torah?
- Does Hoshana Rabba represent yechida within yechida?
Shemini Atzeres and Simchas Torah
- On which holiday of this month is our livelihood determined – Rosh Hashana, or Shemini Atzeres when the amount of rainfall is established?
- What is the history behind the Sefer Torah the Rebbe danced with on Simchas Torah?
- How can women fully experience Simchas Torah?
- What is the meaning behind the story that the angels found shoe soles in Gan Eden the morning after Simchas Torah?
MyLife: Chassidus Applied is a weekly video webcast candidly answering questions from the public about all life matters and challenges, covering the entire spectrum of human experience.
This hour-long dose of insights, broadcast live every Sunday night 8-9PM ET, is meant to provide people with inspired guidance and direction, empowering them to deal with any issue they may face.
In what has become a staple in so many people’s lives, MyLife: Chassidus Applied has provoked a significant reaction from the community, with thousands of people viewing each live broadcast and hundreds of questions pouring in week after week. At the root of every question and personal challenge tackled by the series is the overarching question: Does Judaism have the answers to my personal dilemmas?
MyLife demonstrates how Chassidus provides us with a comprehensive blueprint of the human psyche as a microcosm of the cosmos, and offers us all the guidance we need to live the healthiest possible life and build nurturing homes and families, bringing up the healthiest possible children, emotionally, psychologically and spiritually. MyLife is brought to you by the Meaningful Life Center as a public service, free of charge.
Questions may be submitted anonymously at chassidusapplied.com/ask.
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