Category "Dating"

Dating is a dance of discovery—a journey where two people slowly reveal their stories, quirks, and dreams. Yet knowing how much to share and when can be one of the trickiest aspects of building a connection. Oversharing can feel like emotional whiplash for the listener, while undersharing might leave them feeling like they’re grasping at straws to understand you. Finding the sweet spot between these extremes requires self-awareness, sensitivity, and a willingness to adapt.

We’ve all been there—you’re sitting across from someone new, and the conversation takes an unexpectedly deep dive. Before you know it, they’re pouring out every detail of a painful breakup or sharing their deepest insecurities. It can leave you feeling stuck. You might clam up, unsure of how to respond without making things even more awkward. Alternatively, you might feel a pressure to keep your dynamic balanced by sharing something equally vulnerable about yourself, even if you weren’t ready to share something so personal.

Oversharing can feel overwhelming because it skips over the natural process of building trust. Vulnerability is a beautiful part of connection, but when it happens too soon, it can leave one person carrying the emotional weight of the conversation. And when trust hasn’t yet had time to grow, it can make you question whether this person is really ready to build a balanced and reciprocal relationship.

On the flip side, sharing too little can make it hard for your date to feel connected to you. Relationships are built on trust, and trust grows when people open up about their thoughts, feelings, and experiences.

If you’re too guarded, your date might interpret your silence as disinterest or emotional unavailability. They might wonder if you’re truly invested in the connection or if there’s something you’re hiding. While it’s natural to want to protect yourself, it’s important to recognize that withholding too much can stall a relationship’s natural growth.

Tips for Sharing Information Thoughtfully

So, how do you navigate this balancing act? Here are a few strategies to help you share information in a way that feels authentic and appropriate:

1. Pace Yourself: Think of sharing as peeling back layers of an onion. Start with lighter topics—your hobbies, favorite memories, or goals. As trust grows, you can gradually delve into deeper, more personal subjects. 
2. Read the Room: Pay attention to your date’s responses. If they seem engaged and reciprocate with their own stories, it’s a sign they’re comfortable. If they appear overwhelmed or change the subject, it might be a cue to dial back. 
3. Focus on Reciprocity: Healthy sharing is a two-way street. If you’ve been talking about yourself for a while, pause and ask your date about their experiences. 
4. Ask Yourself Why: Before sharing something deeply personal, ask, “What’s my goal here?” If it’s to build intimacy or share something relevant to the conversation, go ahead. If it’s to seek validation or unburden yourself, consider whether this is the right time or person. 
5. Respect Boundaries: Everyone has different comfort levels when it comes to sharing. Be mindful of your date’s boundaries and communicate your own if necessary. 

As you navigate the world of dating, take time to reflect on your own sharing habits. Are you someone who dives in headfirst, or do you keep your cards close to your chest? What lessons have your past experiences taught you about vulnerability and connection?

The beauty of relationships lies in the gradual unfolding of two people’s stories. By sharing at a pace that feels natural and respectful, you create the foundation for a connection that’s both meaningful and enduring.

So, the next time you’re sitting across from someone new, take a deep breath and remember: intimacy isn’t built by unloading your entire life story right away or by guarding it so tightly that no one can get close. Rather, healthy communication is about finding that middle ground where sharing feels natural and mutual, and building upon that foundation brick by brick – together. 

As the days grow shorter and the air turns crisp, many of us begin to feel the shift—not just in the weather, but in our mood and energy. For some, this seasonal transition brings joy: cozy sweaters, warm drinks, and holidays with loved ones. But for others, it ushers in a wave of Seasonal Affective Disorder (SAD), a type of depression that typically occurs during the fall and winter months. If you or your partner experiences SAD, it can affect not just individual well-being but also your relationship dynamics.

Here’s the good news: with awareness and intentional effort, these challenges can be navigated in ways that are ultimately constructive, allowing for your relationship to “weather” this “storm” well into the summer months.  

Understanding Seasonal Affective Disorder

SAD isn’t just “winter blues” or a fleeting sadness. It’s a form of clinical depression triggered by the changing seasons, often linked to reduced sunlight exposure. Symptoms may include persistent fatigue, difficulty concentrating, irritability, changes in appetite (like craving carbs), and feelings of hopelessness. Recognizing these signs in yourself or your partner is the first step to managing their impact on your relationship. 

Beyond the clinical definition, SAD can feel like an uninvited guest in your relationship—casting a shadow over shared moments and sapping the energy needed for connection. Acknowledging this dynamic with honesty and compassion sets the stage for a deeper partnership.

If you or your partner are struggling with SAD, it’s essential to approach the situation with empathy and patience. Imagine carrying a heavy, invisible weight—that’s often how SAD feels. Statements like “Just snap out of it” or “Think positively” can unintentionally dismiss their experience.

Instead, try phrases like, “I’m here for you” or “I’m so sorry this is hard for you right now.” These small but meaningful validations remind your partner they’re not alone.

Practical Ways to Support Each Other

1. Create a Bright Environment Together Consider investing in a light therapy lamp, which mimics natural sunlight and can help regulate mood. Place it in a shared space to benefit both of you. Open curtains during the day and organize your home for maximum light exposure. Making these changes together creates a brighter environment for both partners.
2. Focus on Seasonal Joys Instead of lamenting what’s missing, explore seasonal activities you can both enjoy. Whether it’s baking treats, watching winter movies, or bundling up for a walk, these shared moments can bring joy to both of you and lighten the mood for the partner with SAD.
3. Respect Energy Levels—Yours and Theirs Fatigue and mood swings can affect both the person with SAD and their partner. If your partner needs a quiet night, embrace the opportunity for rest yourself. Avoid overextending and check in about plans with open-ended questions like, “Would staying in feel better for both of us tonight?” Honoring each other’s cues keeps balance in the relationship.

As the leaves fall and the nights grow longer, remember: this season, like all seasons, will pass. However, it can be helpful to consider seeking support, whether individually or as a couple. Therapy, even for a short period, can offer tools for managing challenges and help you both feel more connected and understood. Looking forward to hearing from you!

This week’s Torah portion of Chayei Sara, which features the story of the first matchmaking process—that between our forebears Yitzchak and Rivka—is often the jumping-off point for many a Shabbat table discussion about the world of dating and relationships. Yet to frame it solely as a romance misses its depth. Within this seemingly straightforward narrative lies a tapestry of profound insights into relationships, legacy, and the sacred dynamics of building a shared future. The meeting of Yitzchak and Rivka is not merely a tale of boy meets girl. Rather it serves as a blueprint, showing us how to build relationships that honor the past, and embrace the present, all while paving the way for a meaningful future.

Legacy

The parsha begins with Sarah’s death, an event that casts a shadow over the family. Yitzchak, deeply affected by his mother’s passing, carries a quiet grief. Avraham, on the other hand, is forward-looking, ensuring the continuity of Sarah’s legacy by securing a partner for Yitzchak.  

This juxtaposition is striking. Yitzchak’s relationship with Rivka begins not in joy but in the shadow of mourning. Yet it is precisely this grief that shapes the relationship: Rivka is not just a partner for Yitzchak; she becomes the bearer of Sarah’s legacy. When Rivka enters Sarah’s tent, the Torah tells us that the miracles associated with Sarah—her Shabbat candles staying lit, the blessing in her dough, and the cloud of the Shechinah above her tent—return.  

In relationships, we are often drawn to the idea of “starting fresh,” but this story challenges us to think about how the past informs the present. What legacies, experiences, or wounds do we carry into our relationships? How do our partnerships honor our earlier experiences while carving out something uniquely our own?  

Listening

Rivka’s defining moment comes at the well, where she not only offers water to Eliezer but also to his camels. This act of kindness is not incidental; it is the criteria Eliezer sets to identify Yitzchak’s future wife. But to qualify this as simply kindness is missing the point – it is an act of proactive leadership. 

Watering ten camels is no small task. Rivka doesn’t wait to be asked; she anticipates the needs of others and acts decisively. Her generosity is proactive, not reactive— and stems from her attentiveness to the needs of those she dedicates herself to caring for, even when those needs are unspoken.   

In relationships, kindness must transcend politeness. It’s about creating an environment where both partners feel nurtured and seen. Are we anticipating our partner’s needs? Are we willing to go beyond convenience to offer real support? Rivka’s kindness challenges us to step into a space of leadership and active listening within our relationships, where we shape the dynamic rather than passively responding to it.  

Love

When Rivka first sees Yitzchak, she veils herself. This act of modesty reflects an understanding of the sacredness of their encounter. The veil is not a barrier; it is a boundary that acknowledges the gravity of what is about to unfold.  

In relationships, we often think of intimacy as the removal of barriers, but Rivka’s veil suggests that sacred boundaries are equally vital. Vulnerability does not mean laying everything bare all at once—it means creating a space where trust and connection can unfold gradually, with intention.  

What boundaries do we set to protect the sacredness of our relationships? How do we honor the gravity of forming a bond with another person, ensuring it is built on respect and care rather than haste?  

Chayei Sara’s Challenge to Us 

Legacy:  What parts of our past do we bring into our partnerships? Are we honoring the legacy of those who shaped us while allowing space for new growth?  

Listening: Are we truly listening to our partners’ needs both spoken and unspoken? Are we offering kindness that is proactive and transformative, or simply performative?  

Love: Do we honor the sacredness of our relationships by setting boundaries that nurture trust and intimacy?  

This week, as Shabbat candles are lit in the spirit of Sarah’s tent, lets reflect on the ways we can bring light into our relationships—through acts of kindness, meaningful boundaries, and a renewed commitment to building something sacred.  

What step will you take today to bring these lessons to life?  

Sukkot is a holiday where we step out of our comfortable homes and into the fragility of a sukkah, embracing the elements of nature—the wind, the cold, and sometimes even the rain. It’s a powerful metaphor for relationships, teaching us that true connection comes when we leave behind the walls we construct around ourselves and allow the uncomfortable exposure to create space for growth.

In a world where we often seek control and stability, Sukkot reminds us that there’s strength in surrendering to vulnerability. Much like sitting in a sukkah exposed to the outside world, being in a relationship means allowing someone to see your imperfections and share in your fears. It’s not always easy, but it’s through embracing this discomfort that we uncover deeper truths about ourselves and each other. 

This Sukkot, try Sharing a Personal Story: Just as the sukkah opens itself up to the world, consider sharing something personal with your partner—a story about your past or a challenge you’ve faced. Vulnerability is an invitation to deeper understanding. For example, you might say, “I don’t usually talk about this, but I want you to know…” Opening up creates space for your partner to be open in return.

When we build our “sukkah” in a relationship, we have to be intentional about how we construct it. Are we setting up shaky walls of pretense, or are we building with the open honesty that will let light and warmth in? Relationships thrive when we take the risk to show our true selves—our joys, our insecurities, and even our uncertainties. It’s in that openness, just like in the sukkah, that we find genuine security, one that is built on trust rather than illusion.

This Sukkot, try Allowing Your Partner to Support You: We often try to handle everything on our own, but just as we trust the sukkah to shelter us, we need to trust our partners to support us. Next time you’re feeling overwhelmed, ask for help. Whether it’s emotional support or help with a task, showing that you can rely on them builds trust. For instance, if you’ve had a rough day, say, “I’m feeling really stressed. Could you help me figure this out?”

Sukkot also teaches us that we don’t need perfect conditions to experience joy. We might feel a breeze through the sukkah or hear a storm in the distance, but the celebration continues because we’ve learned to find beauty in the impermanent. Similarly, relationships aren’t always about perfection or avoiding conflict, but about learning to weather the storms together, knowing that each challenge brings you closer and strengthens your bond.

This Sukkot, try Celebrating the Small Wins: Just as we celebrate in the sukkah despite imperfect conditions, take time to celebrate small successes in your relationship. Did you navigate a tough conversation with grace? Did your partner support you in an unexpected way? Acknowledging these moments brings more joy into the relationship and shows that, like the sukkah, it’s the simple, authentic moments that matter.

So, as you reflect on your relationships this Sukkot, ask yourself: What walls have you built to protect yourself, and are they keeping you from deeper connection? Can you step out into the vulnerability and trust that, just like the sukkah, there’s strength in letting go and embracing the unknown?

*Cheshbon hanefesh*—an accounting of the soul—is a key practice during Elul, a time dedicated to self-reflection and spiritual growth. We use this period to look back on our past actions, assess how we’ve lived over the past year, and set intentions for the year ahead. But this year, why not expand that sacred practice to include your past relationships—what I’m calling a “Cheshbon HaRelationships”? Elul gives us the perfect opportunity to reflect with intention on how our relationships, especially romantic ones, have shaped us. By engaging in this reflection, you can transform past experiences into powerful lessons that help guide you toward deeper self-awareness and healthier future connections.

It’s easy to fall into the trap of seeing past relationships that didn’t last as a waste—wasted time, money, and emotional energy. But Elul reminds us that we have the power to reframe those experiences. They’re only a waste if we let them be. Instead, I invite you to take some time this Elul to do some productive introspection. Light a candle, put on some music, and dedicate a quiet moment to reflect on your romantic past. To help guide you, I’ve broken this *cheshbon* into three main areas:

1. What Did You Learn About Them?

Every person you’ve been in a relationship with has left an imprint on you. Even if the relationship didn’t last, there were moments of insight and lessons learned. Think back to each person—what strengths did they have that you admired? Maybe one was incredibly patient, and you found yourself drawn to their calm presence. Perhaps another was great at expressing their needs or had a passion that made you reflect on your own values.

By acknowledging their strengths, you not only honor what attracted you to them, but you also start to identify qualities you might want to develop in yourself or look for in a future partner.

Ask yourself:

– What’s one strength this person had that I don’t?

– How did their qualities shape my understanding of what I value in a partner?

– What did I admire most about them, and how can I integrate that into my life?

2. What Did You Learn About Yourself?

Relationships act as mirrors, reflecting back who we are—sometimes in ways we don’t expect. Maybe you learned that you tend to shut down in conflict, or that you have a habit of not communicating your needs clearly. These insights can be uncomfortable, but they’re also essential for growth.

Elul invites us to look inward and ask hard questions about how we show up in our relationships. Did a past relationship bring out the best in you, or did it reveal behaviors you want to change? Recognizing these patterns helps you grow and prepares you for healthier, more fulfilling relationships in the future.

Ask yourself:

– What did this relationship teach me about myself?

– How did I handle conflict or communication in this relationship?

– What personal qualities or habits do I want to improve based on what I learned?

3. What Did You Learn About Your Relationship Patterns?

Now, step back and look at the bigger picture. Do you notice any recurring themes in your relationships? Are you consistently drawn to a certain type of person, or do you find yourself facing the same challenges in each relationship? Recognizing these patterns is key to breaking free from cycles that no longer serve you.

Perhaps you’ve been attracted to emotionally unavailable partners, or maybe you tend to lose your voice in relationships, prioritizing their needs over your own. Elul gives you the chance to break these patterns and create new ones that are healthier and more aligned with what you want for your future.

Ask yourself:

– What relationship patterns do I notice across different partners?

– What dynamics keep repeating, and how can I address them?

– How can I break old patterns and cultivate healthier ones in my future relationships?

By taking ownership of your past experiences, you empower yourself to enter the new year with clarity, purpose, and the wisdom gained from your relationships. Instead of lamenting time lost, recognize the lessons you’ve learned, and move forward with hope for deeper love and connection. 

May the insights you gain from this *Cheshbon HaRelationships* bring you closer to the meaningful, fulfilling relationships you seek in the year ahead.

Elul is a time of deep reflection, a spiritual opportunity to return to our best selves before Rosh Hashanah. Traditionally, we use this month to assess our relationship with Hashem, but it’s also a powerful time to assess the relationships in our lives—with family, friends, and significant others.

When we reflect on teshuva (repentance), it’s not just about admitting past mistakes—it’s about committing to growth and improvement. As Hasidic master Rav Tzadok HaKohen of Lublin is quoted as saying, “Teshuva is 1% about the past, and 99% about the future.” The same applies to our relationships—and even more so, to our personal growth. Working on ourselves during Elul opens the door to finding a partner who will grow with us into the future.

1. Honest Self-Reflection

Elul is about taking stock of where we are. In our relationships, this means checking in with ourselves. Are we holding onto old grudges? Carrying unrealistic expectations? Elul encourages us to let go of what weighs us down. Reflect on how your own patterns of behavior—perhaps rooted in past experiences—impact your current relationships. By doing this work, we not only improve our current connections but also prepare ourselves to find a partner with whom we can build a meaningful future.

2. Embracing Vulnerability

During Elul, we ask for forgiveness not only from Hashem but also from each other. This is an ideal time to practice vulnerability. Admitting where we’ve gone wrong requires humility, but it’s through this that true growth happens. Opening up to our partner—or even to ourselves—about our fears and insecurities allows us to create a deeper, more authentic connection. The more we embrace vulnerability, the more ready we are for a partner who can meet us at that same level of emotional honesty.

3. Strengthening Our Communication

This is the time to listen—not just to the shofar blasts that call us to attention, but to the people in our lives. The Rambam explains that the shofar is meant to wake us from our spiritual slumber. Can we apply this message to our relationships? Sometimes we get caught in routines, taking our loved ones for granted. Elul is our reminder to wake up, not only in our current relationships but also in preparing ourselves for future ones. By improving communication and being more present, we cultivate skills that will help us connect more deeply with a future partner.

4. Working on Our Middot (Character Traits)

Just as we work on middot like patience, kindness, and humility in our spiritual lives, these traits are crucial in building healthy relationships. Elul gives us the chance to focus on improving these qualities, knowing that the work we do now will shape our future. The person we become during this time will help us attract the kind of partner who values growth and mutual support. By cultivating positive middot, we set the stage for a future relationship rooted in respect, love, and shared values.

As we prepare ourselves spiritually during Elul, let’s also use this time to elevate our relationships—present and future. The personal work we do today is an investment in a brighter, more connected future, both with Hashem and with a partner who is aligned with our growth. By the time Rosh Hashanah arrives, may we not only feel more aligned with our values but also more prepared to find and build a meaningful relationship with someone who shares them.