Rosh Hashanah marks the beginning of the Jewish year- a season of renewal, reflection, and hope. Just as we dip apples in honey to invite sweetness into the year ahead, this holiday invites us to bring that same sweetness to how we approach dating. Whether or not we are religious, Judaism offers timeless wisdom about life, relationships, and the human heart.
The High Holidays stir something deep in many of us, inspiring us to start fresh, to honor what matters most, and to pursue connection with greater authenticity and intention. It’s the perfect time to ask: What if this year could be the year your luck in love changes into something even more amazing than you thought possible?
New Year, New Ways of Dating in 5786
We all carry stories from past relationships that shape how we see love, relationships, romance, what is and isn’t possible for us. Rosh Hashanah reminds us that we can always write a new story- and you hold the pen to yours.
Will you rewrite the same patterns? Or are you ready to try something different?
To have something we’ve never had before, we must be willing to approach love in ways we never have before.
A Time of Reflection
This season is known in Judaism as a time for honest self-reflection. In love, this means asking:
- What energy do I bring to dates- guarded, performative, or open and genuine?
- Where do I hold back instead of being courageous in love?
- Have I been quick to judge, or closed the door too soon on someone, instead of staying curious?
- Which beliefs about love am I ready to release, and which hopeful ones am I ready to embrace?
This practice of honest soul-searching- what Judaism calls cheshbon hanefesh- helps us see clearly where we’ve been and where we want to go. Judaism teaches that renewal is always possible, that we can return (teshuvah) not only to faith, but also to our most authentic selves in how we show and share love. True readiness for love often means being ready to give generously, not only to receive. This is how we become co-creators of the love we seek.
You don’t need perfection to be worthy of love, you need willingness. The people who create lasting connections aren’t flawless- they’re genuine, curious, and good at repair.
Small Shifts, Sweet Changes
Jewish tradition reminds us that transformation often comes from small acts: lighting candles, sharing a meal, offering kindness. The same applies in dating: A thoughtful message, a willingness to give someone a second chance, a choice to stay curious instead of jumping to conclusions, a decision to see ourselves and others through a kind, loving lens.
These micro-shifts, taken with intention, are often where love begins to blossom.
The Call to Return
The shofar’s sound is a wake-up call, inviting us to return to what matters most. In dating, this means returning to authenticity, to hope, and to the belief that meaningful connection is still possible for you.
A Blessing for 5786
As you step into the new year, may you release what no longer serves you and bring more sweetness into how you show up for your love life. Shanah Tovah umetuka- May 5786 be the year you co-create the connection that makes your heart feel whole.
Sivan is a dedicated Matchmaker and certified Life Coach, combining expertise in coaching and relationship dynamics to help clients.
Sivan Katz is a contributor to JDATE. See more of Sivan Katz's articles here.
