Head 2 Heart

Season 1| The Bonus Episode!

Mrs. Sheindy Gross — Wed, 11 Feb 2026 02:13:35 +0000

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 questions you’d like her to address in future episodes or WhatsApp clips, you can submit them anonymously here: 👉 https://docs.google.com/forms/d/e/1FAIpQLSduGXvXoaCGovUE4F7zjXI69dZNIZVZoj6x2aNDVTbbxzygSg/viewform?usp=preview

Thank you for being part of the conversation.

Season 1| Episode 16| Can I Mess with My Own Destiny?

Mrs. Sheindy Gross — Wed, 26 Jun 2024 00:35:58 +0000

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 explores the balance between making proactive life decisions and trusting in divine providence. She provides insight on how our choices can align with or potentially redirect our paths, without truly derailing Hashem's ultimate plan.

Season 1| Episode 15| How Significant is Your Family of Origin?

Mrs. Sheindy Gross — Wed, 19 Jun 2024 03:41:38 +0000

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 consider someone from a more concerning familial environment

Mrs. Gross provides guidance on recognizing red flags vs. what can be worked through. She coaches on giving family history its proper consideration when choosing a bashert - avoiding unfair prejudices while conducting a holistic assessment.

Join this nuanced discussion reflecting on the formative role our roots play in preparedness for marriage. Gain clarity on properly evaluating familial factors.

Season 1| Episode 14| Moving Up the Dating Staircase

Mrs. Sheindy Gross — Wed, 05 Jun 2024 16:02:01 +0000

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, balancing head and heart
Deepen conversation, emotional intimacy, and evaluate long-term compatibility at each stage

Mrs. Gross shares practical advice on moving through the dating journey with care, cultivating a solid relationship foundation.

Season 1| Episode 13| Self Care from a Torah Perspective

Mrs. Sheindy Gross — Wed, 29 May 2024 13:46:27 +0000

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 restorative practices into busy, stressful schedules - from quick relaxation techniques to bigger self-renewal projects to rejuvenate mind, body and soul.

Feeling stuck on self-care ideas? Mrs. Gross coaches on getting unstuck and creative ways to kickstart the process. Join this empowering lesson on making your wellbeing a consistent priority through a Torah lens. Mrs. Gross's guidance will inspire living with more joy, energy and fulfillment.

Season 1| Episode 12| Pictures - Reality or Facade?

Mrs. Sheindy Gross — Wed, 22 May 2024 17:38:26 +0000

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 internal realities.

Season 1| Episode 11| I'm Feeling Uncomfortable and Awkward: Is This My Bashert?

Mrs. Sheindy Gross — Wed, 15 May 2024 19:54:48 +0000

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:

Pushing through the discomfort to allow an organic connection to develop
Tuning into instincts vs giving appropriate chances if awkwardness persists
Separating nerves from true disconnects on the path to finding your bashert

Join this discussion on confidently navigating the uncomfortable emotions of dating. Mrs. Gross' insights will help you discern what to work through vs. reevaluate.

Season 1|Episode 10| Zoom Dating and Phone Calls

Mrs. Sheindy Gross — Wed, 08 May 2024 13:45:34 +0000

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 provides guidance on pragmatically using these technologies as an initial vetting tool before transitioning to in-person interactions. This allows properly evaluating deeper connection and compatibility.

Join this candid discussion on striking the right balance. Don't over-rely on remote communication - prioritize face-to-face meetings to date with discernment and experience the profoundness of human presence.

Season 2|Episode 10| A Rich Life

Mrs. Sheindy Gross — Thu, 15 May 2025 15:56:52 +0000

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, and how you can create a life that feels rich and rewarding—right here, right now. Whether you’re searching for clarity, motivation, or practical insights, this episode will inspire you to redefine happiness and live with intention.

Season 1| Episode 9| We Live in an Age of Information

Mrs. Sheindy Gross — Thu, 02 May 2024 16:11:57 +0000

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 our perception of compatibility

As women, why should we be aware of these modern influences? Mrs. Gross guides us on separating noise from wisdom, looking inward, and not getting lost in the overload.

Join this discussion on harnessing technology's benefits for finding a profound bond, while staying grounded in personal values and authentic evaluation of potential spouses.

Season 2| Episode 9| Intimacy Without Pain

Mrs. Sheindy Gross — Wed, 07 May 2025 19:06:19 +0000

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, Dr. Karen Toubi, shares her personal journey into this field, her passion for helping women reclaim comfort and joy, and why understanding and connecting with your body is key. We’ll discuss the importance of finding the right healthcare provider, explore the differences between responsive and spontaneous pleasure, and delve into the various reasons pain can occur. This episode is a must-listen for any woman seeking clarity, empowerment, and a deeper understanding of her body and well-being.

🔗 Learn more: www.DrKarenToubi.com 💬 Join the Head2Heart WhatsApp Group: https://chat.whatsapp.com/KFwhG2CrsdPB2AqnOZZP5f

Season 1| Episode 8| Emunah & Bitachon: Making the Most of the Single Life

Mrs. Sheindy Gross — Wed, 17 Apr 2024 19:02:52 +0000

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 ensure you're being your "best self" during this pivotal stage?

Join this inspiring discussion on facing dating with faith in Hashem's plan, making the most of life's journey, and embracing the single life with joy and purpose. Mrs. Gross' wisdom will empower you every step of the way.

Season 2| Episode 8| Red Flags, Green Flags

Mrs. Sheindy Gross — Thu, 03 Apr 2025 14:18:05 +0000

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 mutual respect, active listening, and self-awareness form the foundation of strong partnerships. Learn how to spot red flags such as impulsive behavior or lack of accountability, and embrace green flags like vulnerability, emotional safety, and a genuine willingness to grow together.

Whether you’re navigating the dating world or looking to deepen your understanding of what makes a relationship thrive, this episode equips you with practical tools and empowering insights to make confident, informed choices.

👉 Join the Head2Heart WhatsApp Group: https://chat.whatsapp.com/KFwhG2CrsdPB2AqnOZZP5f

Season 1| Episode 7| The Role of Parents in Dating (and in Our Lives)

Mrs. Sheindy Gross — Wed, 10 Apr 2024 13:53:36 +0000

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 useful
Using a mentor to navigate trickier parental relationships

Join this discussion on honoring the profound parent-child connection while cultivating your own path, from dating and beyond.

Season 2| Episode 7| Parenting with Purpose

Mrs. Sheindy Gross — Thu, 27 Mar 2025 02:27:42 +0000

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 daily connection and the powerful 4:1 ratio of positive to negative interactions. You’ll also hear insights on being present during the teen years, setting healthy boundaries, and creating a home filled with empathy and unconditional love.

Whether you’re parenting toddlers or teens—or just starting out—this episode is packed with wisdom and tools to help you build lasting, meaningful relationships with your children.

Follow Chani on Instagram: https://www.instagram.com/parentingwithchani?igsh=NTc4MTIwNjQ2YQ==

Join the Head2Heart WhatsApp Group: https://chat.whatsapp.com/KFwhG2CrsdPB2AqnOZZP5f

Season 2|Episode 6| Feminine Flow

Mrs. Sheindy Gross — Fri, 21 Mar 2025 02:26:53 +0000

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 your partner, a thriving relationship requires continuous effort and intentionality from both sides. What happens when roles feel imbalanced? How can women tap into their feminine power while maintaining harmony in dating and marriage?

Mrs. Gross and Hindi share practical strategies, wisdom, and empowering insights to help women embrace their natural strengths and cultivate deeper, more fulfilling relationships.

🔗 Links & Resources: 🌐 Website: CreateRelationshift.com 🎧 Listen on Apple Podcasts: Your Relationshift 💬 Join the Head2Heart WhatsApp Group: Click Here

Don’t miss this thought-provoking discussion—tune in now! 💫✨

Season 1| Episode 6| Dating Starts Out as a Business Deal

Mrs. Sheindy Gross — Wed, 03 Apr 2024 17:29:28 +0000

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 detrimental disconnects later.

Though clinical at first, she reframes the mindset: viewing dating as an initial "business deal" allows finding your place within the system through discernment. Due diligence saves heartache.

Tune in for practical advice on approaching dating prudently from the start while keeping long-term goals in mind.

Season 1| Episode 5| To Share Or Not to Share, That is The Question

Mrs. Sheindy Gross — Wed, 27 Mar 2024 14:56:36 +0000

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 of sharing your dating journey

Season 2| Episode 5| The Art of Waiting

Mrs. Sheindy Gross — Wed, 12 Mar 2025 18:46:40 +0000

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.

Discover the power of bitachon—trusting in Hashem’s perfect timing—and how it brings true menuchas hanefesh (peace of mind). Learn to balance ambition with patience, embrace acceptance, and use waiting as a time to mature, build friendships, cultivate chesed, and become the best version of yourself.

Through real-life stories, timeless wisdom, and actionable insights, we’ll shift the perspective from feeling stuck in a “waiting room” to embracing life as a meaningful journey. Plus, we’ll conclude with the uplifting message of Miriam’s song—reminding us to celebrate every step of the way.

Whether you’re waiting for something significant or simply seeking joy in the process, this episode will inspire you to approach waiting with purpose, positivity, and faith.

👉 Join the Head2Heart WhatsApp Group: Click here to join

Season 2| Episode 4| The Text Mess

Mrs. Sheindy Gross — Thu, 06 Mar 2025 02:00:42 +0000

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 avoiding real conversations.

Join us as we discuss: 📩 Why texting often leads to confusion and miscommunication 💬 The emotional impact of texting vs. speaking in person 📵 How to set healthier boundaries and use texting more intentionally 👩‍❤️‍👨 Navigating texting in marriage, dating, parenting, and work relationships 🔑 Practical tools to foster stronger, more meaningful connections

Whether you’re struggling with misread messages, texting anxiety, or simply want to deepen your relationships, this episode is packed with valuable insights.

🎧 Tune in now and discover how to move from what’s easiest to what’s truly best in communication.

🔗 Connect with Tamar Livingstone: 📸 Instagram 📱 Join the Head2Heart WhatsApp Group

Season 1| Episode 4| It All Begins with a Core Values List

Mrs. Sheindy Gross — Wed, 20 Mar 2024 18:24:35 +0000

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 seasoned advice, you'll gain clarity on your priorities and a strategy for pursuing them confidently in your dating process.

Season 1| Episode 3| "Religious Differences"

Mrs. Sheindy Gross — Wed, 13 Mar 2024 14:20:22 +0000

A listener inquires about how much religious divergence between partners is acceptable in a marriage. Mrs. Sheindy Gross advises that while couples don't need to be 100% aligned in observance, they must be "on the same page" regarding core values and beliefs.

She explores the delicate balance of respecting reasonable differences while avoiding gaps that could severely strain the relationship. What religious disconnects are bridgeable through understanding and compromise? And which are potential deal breakers?

With empathy and wisdom, Mrs. Gross provides guidance on harmonizing your religious outlook with a prospective spouse. She shares examples to shed light on this nuanced issue. Tune in for this thought-provoking discussion on navigating religious differences in the world of dating.

Season 2| Episode 3| Life on Schedule

Mrs. Sheindy Gross — Wed, 26 Feb 2025 03:00:22 +0000

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 distractions. ✅ Using practical tools like online calendars, task lists, and the Pomodoro Method to stay organized. ✅ Beating procrastination and tackling dreaded tasks efficiently. ✅ The surprising connection between time management and overall well-being.

Whether you’re managing a household, juggling a career, or trying to balance personal and shared goals, Elisheva shares invaluable insights to help you align your time with what truly matters. Even small changes can have a big impact—tune in for actionable tips, relatable stories, and the motivation to take control of your time!

🎧 Links & Resources: 🌐 Elisheva's website: Let It Go Consulting 📸 Instagram: @let_it_go_consulting 🛍️ Products for Purchase: • Let It Go Consulting Shop • Productivity Notepad - Original • Daily Productivity Notepad 💬 Join the Head2Heart WhatsApp Group: Click here to join

Don’t forget to subscribe and leave a review! 🚀

Season 1 | Episode 2 | "Guidance"

Mrs. Sheindy Gross — Wed, 06 Mar 2024 14:33:29 +0000

In this episode, Mrs. Gross explores the game-changing impact of proper guidance in dating. She discusses why it's crucial to date with the right advice and how it can significantly alter your journey toward finding your bashert. Mrs. Gross also provides ideas and suggestions on identifying trustworthy figures for genuine guidance.

Season 2| Episode 2| Feminine Energy in a Masculine World

Mrs. Sheindy Gross — Wed, 19 Feb 2025 18:56:32 +0000

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 it’s essential for healthy relationships ✅ What holds women back from fully embracing their role as warm receivers ✅ Practical strategies to shift your mindset and strengthen your connections

Whether you’re looking to improve your marriage, friendships, or overall communication, this episode is packed with valuable insights and actionable takeaways.

🎧 Tune in now and start transforming the way you give and receive in your relationships!

🔗 Resources & Links: • Audio for Girls • Audio for Boys • Join the Head2Heart WhatsApp Group

Season 2| Episode 1| The Friendship Factor

Mrs. Sheindy Gross — Wed, 12 Feb 2025 01:14:59 +0000

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 healthy connections • Why some friendships fade—and how to navigate those changes with grace • Practical strategies for making new friends and deepening existing relationships

Drawing from timeless wisdom, including the powerful bond between Dovid and Yonason, we’ll reflect on what it truly means to be a good friend and how to cultivate relationships built on love, respect, and acceptance.

Join the conversation and take your friendships to the next level!

👉 Join our Head2Heart WhatsApp group: https://chat.whatsapp.com/KFwhG2CrsdPB2AqnOZZP5f

This is Season 2!

Mrs. Sheindy Gross — Fri, 10 Jan 2025 17:18:54 +0000

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

Episode 1 | Season 1 | "Am I ready to start dating?"

Mrs. Sheindy Gross — Wed, 28 Feb 2024 17:11:35 +0000

Welcome to the first season of Head 2 Heart! This season is all about dating/shidduchim!

In this first episode Mrs.Gross starts off with a most commonly asked question: "Am I ready to start dating?". Tune in and join Mrs.Gross on her journey as she starts to break down the dating process with step #1: being ready.

Share questions you have to tehilatorah@gmail.com, for a chance to be featured on our upcoming episodes!

Welcome to Head 2 Heart

Mrs. Sheindy Gross — Wed, 06 Mar 2024 14:46:16 +0000

Welcome to Head 2 Heart!!