Head 2 Heart

In this special bonus episode of Season 1, instead of Mrs. Gross being the interviewer, she becomes the interviewee! She responds to thoughtful questions submitted by viewers like you — sharing insight, perspective, and practical guidance on dating topics that matter most. We hope you enjoy this bonus episode and the chance to hear Mrs. Gross respond to your questions. If you have additional quest...

What does it take to truly be happy? In this thought-provoking episode, we explore the profound connection between living in the moment and finding happiness. Discover why happiness isn’t just a fleeting feeling but a life of meaning, fulfillment, and purpose. We’ll discuss how to embrace the hard work it takes to cultivate joy, why the presence of challenges or lack doesn’t preclude happiness, an...

This episode addresses sensitive and more explicit topics and listener discretion is advised. Sexual pain is a reality for 14% of women, yet it’s often misunderstood or overlooked—especially within frum communities. In this eye-opening episode, we explore why sexual pain is never normal, how it changes throughout a woman’s life, and why addressing it is so crucial to overall well-being. Our guest,...

In this insightful episode, we dive into the essential red flags and green flags to watch for in dating and marriage. From identifying negative patterns like dismissiveness, constant interruptions, and poor boundary respect, to recognizing positive traits like gratitude, consistency, and emotional maturity, this conversation is your guide to building healthy, meaningful relationships. Explore how...

In this heartfelt and practical episode, Mrs. Gross sits down with parenting coach Chani Heyman to explore the foundational principles of raising emotionally connected children—from their earliest years through the teen stage. Learn how to “start with the end in mind” and why the relationship you build in the early years sets the tone for the future. Chani shares key strategies like the 10-minute...

In this episode, Mrs. Gross sits down with Hindi Kalmonson for a deep and insightful conversation on femininity, receptivity, and the dynamics of relationships. Together, they explore the fluid nature of giving and receiving in a healthy partnership, breaking down common misconceptions about feminine energy. They also discuss Relationshift: Divine Design—the idea that while you may be destined for...

Life is full of moments of waiting—whether it’s for a shidduch, a child, or other milestones we deeply long for. But waiting doesn’t have to be a time of frustration or despair. In this inspiring and practical episode, Mrs. Gross sits down with Ruchama Haber to explore how to transform life’s in-between moments into opportunities for growth, self-discovery, and deeper connection with Hashem. Disco...

In this episode of Head2Heart, Mrs. Gross sits down with Tamar Livingstone to explore how texting shapes our relationships—for better or worse. We rely on texting for everything—quick updates, deep conversations, even major life moments—but is it really the best way to connect? Tamar unpacks the hidden pitfalls of texting, from misunderstandings and emotional disconnection to the temptation of avo...

In this class, we interview Elisheva Vladimirsky to explore how time management isn’t just about getting more done—it’s about creating healthier relationships and a more balanced life. We discuss: ✅ Building routines that provide stability and predictability for your loved ones. ✅ Adapting time management strategies for different life stages. ✅ Avoiding common pitfalls like overcommitment and d...

This week, we have Rochel Goldbaum joining us for a powerful conversation on the giver/receiver dynamic and how it shapes our relationships. We’ll explore the balance of masculine and feminine energies, why so many relationships face challenges, and how embracing these roles can lead to deeper, more fulfilling connections. 💡 In this episode, we discuss: ✅ The core giver/receiver dynamic and why...

Friendships don’t look the same in adulthood as they did when we were younger—but do we still need them? Absolutely. The way we connect, support, and grow in relationships shifts over time, and in this episode, we’re diving into the key elements of thriving friendships in adulthood. We’ll explore: • The balance between giving and receiving in friendships • The role of boundaries in fostering healt...

Welcome to Season 2... it's all about deeping those relationships!

Mrs. Gross tackles the complex interplay between personal choices and divine plan in this thought-provoking episode. She addresses common concerns: Does limiting your geographical preferences for marriage interfere with finding your bashert? Can choosing a specific city for job opportunities or other reasons impact your destined match? Is it possible to "mess with" what Hashem has planned for you?...

Mrs. Gross delves into the profound impact our familial upbringing has on our identities, values, and readiness for marriage. She explores: How much our family of origin shapes who we become The extent we're affected by the dynamics we grew up with How much weight to give a potential spouse's family background Evaluating the significance of their siblings, parents, and family structure When to con...

Mrs. Gross guides us on navigating the natural progression of dating with wisdom and intentionality. She outlines the stages of dating, providing a roadmap from initial encounters to deeper connection. Key insights: Allow the process to unfold organically without rushing intimacy Reframe dating from interviews to gradually building a meaningful bond Ascend the "dating staircase" mindfully, balanci...

Mrs. Gross explores the Torah's perspective on the crucial topic of self-care for women. She defines true self-care according to our sources, contrasting it with misconceptions. Self-care isn't indulgent pampering - it's an essential spiritual practice. Mrs. Gross shares why nurturing our wellbeing must be a priority, not an afterthought. She provides practical suggestions for incorporating restor...

In the world of online dating, profile pictures play a crucial role in making first impressions. But how much do these snapshots really reveal about the person behind the carefully curated facade? Mrs. Gross explores the limitations and potential distortions of relying solely on images when seeking genuine connections. A thought-provoking discussion on reconciling external appearances with interna...

Feeling awkward on dates is extremely common, but it can leave you wondering - are these normal jitters or a sign it's not meant to be? Mrs. Gross explores why we may feel ill-at-ease when dating someone new, validating it as a very normal initial hurdle. However, she advises distinguishing between standard awkwardness and concerning feelings of being deeply put off. She provides guidance on: Push...

While convenient, Mrs. Gross firmly explains why video calls and phone conversations can never substitute meeting someone in person when dating seriously. She outlines the significant disadvantages of relying too heavily on remote interactions, which particularly work to the detriment of women. From missing physical cues and chemistry to losing nuances, pitfalls abound. However, Mrs. Gross provide...

In the digital era with Google and AI, we're inundated with data and advice. But how does this impact our quest for marriage? Mrs. Gross explores: The potential upsides and downsides of unlimited information access What to do with it all to productively reach our relationship goals Pitfalls that distract us from focused discernment when evaluating partners How the external digital world impacts ou...

Mrs. Gross shares how to approach dating with emunah and bitachon - if Hashem brings you to it, it's meant for you. While putting in hishtadlus (effort) is key, she defines what this should look like so you can enjoy the possibilities instead of feeling anxious. She expounds on the unique opportunities being single provides for personal growth and reaching your fullest potential. How can you ensur...

Mrs. Gross explores the significant role parents play in our dating lives, prompted by a listener's question. She explains why their input is invaluable, whether you have a close, complicated, or very different relationship with them. Mrs. Gross provides guidance on: Thoughtfully including parents' wisdom when dating, based on your dynamic Extracting the good advice while leaving behind what's not...

Drawing an analogy to choosing business partners, Mrs. Gross unpacks why "like marries like" and the necessity of thoroughly vetting potential spouses. She explains how the dating system, when used correctly, prevents going in blindly without ensuring a match aligns with your core values. Reference checking is crucial - Mrs. Gross provides guidance on properly vetting prospects to avoid detrimenta...

In this episode, Mrs. Sheindy Gross addresses whether it's wise to share your dating life with friends, exploring the balance between privacy and openness. She discusses the concept of Ayin Hara in relation to sharing dating news, offering insights on managing potential jealousy and making informed decisions on what to divulge. With Mrs. Gross's guidance, learn how to navigate the personal choice...

Feeling stuck on how to date with intention? Mrs. Sheindy Gross provides guidance on defining the core values and qualities you want in a spouse. She'll walk you through crafting a "core values list" to pinpoint your non-negotiables - be it middos, hashkafos, or family status. Use this checklist to evaluate potential matches and decide who aligns with your vision for a bashert. With Mrs. Gross's s...