Connecting Jewish Grandparents

Sharona Hassan - Grand Plan
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Welcome to Connecting Jewish Grandparents, your guide to intentional Jewish grandparenting and building deep connections with your grandchildren. Each episode shares practical advice, inspiring stories, and timeless traditions to help you create a meaningful family legacy. Whether you’re a grandparent, parent, or part of the ”sandwich generation,” Connecting Jewish Grandparents offers tools to strengthen family bonds across generations. Topics include: grandparenting tips, Jewish family traditions, building strong relationships, intergenerational wisdom, parenting partnerships, family legacy, and meaningful connections with grandchildren.

  1. 13h ago

    When Grandparenting Isn't Perfect I Beresheet

    We may imagine grandparenting as a kind of Gan Eden, perfect existance, filled with closeness, family, Jewish traditions, and meaningful connection. But what happens when reality looks very different? Rabbanit Sharona Hassan's class shares how the Torah begins with this very question and provides guidelines for managing the struggle. This episode of Connecting Jewish Grandparents explores disappointment, family relationships, Jewish grandparenting, and the challenge of finding meaningful connection when grandparenting does not unfold as we imagined. Want more? Sign up for the Grand Plan Weekly, with Torah insights and practical ways to make the weekly parasha actionable for grandparents. bit.ly/SignUpGPW And join Becoming the Grandparent You Want to Be, a six-week journey through Torah wisdom and the real questions of modern Jewish grandparenting. https://grandplan.pro/profile/workshop

  2. Sep 28

    How Do Grandparents Carry On? | V’zot HaBeracha & Simchat Torah

    What does it mean to carry on when one chapter ends? For Jewish grandparents, Simchat Torah offers a powerful lens on legacy, Jewish continuity, and what we pass from one generation to the next. V’zot HaBeracha brings us to the final moments of Moshe’s life. Like Yaakov before him, Moshe blesses the next generation. Then the Torah ends, and we immediately begin again with Bereishit. At the same time, the story moves forward with Yehoshua. We move backward and forward at once, carrying the past while stepping into a future we cannot see. For grandparents, that raises an important question: What are we carrying forward, and what are we placing in the hands of our grandchildren? And Simchat Torah carries the weight of October 7. How do we carry on without leaving memory and loss behind? In this episode of Connecting Jewish Grandparents, Rabbanit Sharona Hassan explores Moshe’s final blessing, Jewish legacy, Simchat Torah, and what it means to carry our traditions forward while allowing the next generation to make them their own. Becoming the Grandparent You Want to Be: Join my six-week workshop exploring Torah wisdom and the real-life questions of modern Jewish grandparenting. Early Bird: Save $110 when you register by September 30. Learn more and register: https://grandplan.pro/profile/workshop #JewishGrandparents #JewishGrandparenting #SimchatTorah #JewishLegacy #Grandparenting #JewishContinuity #Torah

  3. Sep 22

    Sukkot and Searching for Happiness

    Sukkot is called 'Zman Simchateinu', the season of our joy. But what does it mean to be commanded to be happy? And what does Sukkot’s agricultural harvest have to teach us about grandparenting, grandchildren, and finding joy in the relationships we have? For Jewish grandparents, the “harvest” of our lives can be complicated. We may have hopes for our grandchildren, our relationships, and the Jewish traditions we want to pass on. But our grandchildren are not a project we can control. They are unique people with their own personalities, interests, choices, and paths. Sukkot invites us to stop and look at the harvest we actually have. What has grown that you may not have noticed? In this episode of Connecting Jewish Grandparents, Rabbanit Sharona Hassan explores Sukkot, happiness, and the harvest, and what they can teach us about intentional grandparenting and building meaningful relationships with grandchildren. Want to go deeper? Learn about Becoming the Grandparent You Want to Be, a six-week journey through Torah wisdom and the real-life questions of modern grandparenting. https://grandplan.pro/profile/workshop #JewishGrandparents #Grandparenting #Sukkot #JewishFamily #Grandchildren #IntentionalGrandparenting

  4. Sep 14

    Is It Too Late for Grandparents? l Yom Kippur

    Is it too late for grandparents? What if the relationship with a child or grandchild isn't what you hoped it would be? What if you've made mistakes, missed opportunities, or simply don't know how to bridge the distance? Yom Kippur asks us to look honestly at what isn't working, but it doesn't leave us stuck there. Teshuvah means turning. And sometimes, even when we can't control what happens next, there is still a way to turn toward the relationship we wish we had. This Yom Kippur, let's ask: What is still possible? Learn more about Grand Plan and Becoming the Grandparent You Want to Be grandplan.pro/profile/workshop

  5. Sep 6

    What Does Your Family Crown? l Rosh Hashana

    Rosh Hashanah invites us to recognize God as King through the powerful themes of Malchuyot, Zichronot, and Shofarot. But these ideas can also help us think about our own families: What do we honor? What do we remember? And what are we calling the next generation toward? As we prepare for Rosh Hashanah, this episode of Grand Plan explores how the values we celebrate, the stories we tell, and the hopes we express shape our families and influence what our children and grandchildren carry forward. Try bringing this question to your Rosh Hashanah table: What does our family treat as most important, and how do we know? And if you are a grandparent who wants to be more joyful and intentional in your relationships with your grandchildren, my six-week workshop, Becoming the Grandparent You Want to Be, begins in mid-October. We explore grandparenting through Torah, reflection, conversation, and practical ideas for strengthening family connection. Learn more about Becoming the Grandparent You Want to Be: https://grandplan.pro/profile/workshop

  6. Sep 1

    A Different Kind of Legacy l Nitzavim-Vayeilech

    What kind of legacy do we leave our grandchildren? As Moshe approaches the end of his life and leadership, much of his message has been about remembering: remember what you have learned, keep the mitzvot, serve Hashem, and don't forget where you came from. But in Parashat Nitzavim-Vayeilech, Moshe gives Yehoshua a different kind of message: חזק ואמץ, be strong and courageous. Moshe knows he won't be going into the Land with Yehoshua. He can't tell him exactly what will happen or make sure everything goes well. Instead, he gives him something he can carry with him: confidence, courage, and the belief that he can move forward. As we approach Rosh Hashanah, this offers a powerful way to think about grandparenting and legacy. Our legacy isn't only the stories we tell, the traditions we pass down, or the memories we create. Sometimes, our greatest legacy is the voice we leave inside our grandchildren that says: You are strong. You are capable. You can do this. What do you want your grandchildren to carry with them into the year ahead? grandplan.pro

  7. Aug 23

    What’s in Grandma’s Basket? l Ki Tavo

    Do you ever look at another grandparent and wonder why their relationship with their grandchildren seems easier, closer, or more abundant? This week, in connection to the Torah portion Ki Tavo, Rabbanit Sharona Hassan explores the first fruits, the gift of inheritance, and a powerful reminder: you can tend what has been entrusted to you, but you cannot control every part of the harvest. Learn more about Grand Plan at grandplan.pro

  8. Aug 17

    Grandparenting Doesn't Go as Planned l Ki Titzei

    Grandparenting doesn't always go as planned. Parashat Ki Tetzei offers a deeply Jewish perspective on the hurt, disappointment, distance, and complicated family relationships that can make grandparenting painful, and asks how we can continue to love and connect when reality falls far short of what we imagined. Rabbanit Sharona Hassan looks at how this Torah portion, the month of Elul, and the painful parts of grandparenting align in the need for acceptance and growth. grandplan.pro

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About

Welcome to Connecting Jewish Grandparents, your guide to intentional Jewish grandparenting and building deep connections with your grandchildren. Each episode shares practical advice, inspiring stories, and timeless traditions to help you create a meaningful family legacy. Whether you’re a grandparent, parent, or part of the ”sandwich generation,” Connecting Jewish Grandparents offers tools to strengthen family bonds across generations. Topics include: grandparenting tips, Jewish family traditions, building strong relationships, intergenerational wisdom, parenting partnerships, family legacy, and meaningful connections with grandchildren.

Information

  • Creator
    Sharona Hassan - Grand Plan
  • Years Active
    2025 - 2026
  • Episodes
    64
  • Rating
    Clean
  • Copyright
    © Copyright 2025 All rights reserved.
  • Show Website
    Connecting Jewish Grandparents