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Welcome to Dating Dilemmas! The weekly series where you get to be a dating coach for a day! This is your chance to weigh in on real-life dating scenarios from my coaching practice (details changed for privacy, of course). Here’s how it works: Whether you’re actively dating, married, or guiding your children through the shidduch process, your perspective is valuable. Let’s pool our collective wisdom and tackle these dilemmas together! Ready for our first dilemma? Let’s Dive In The Situation:

Some of you may not like what I am about to say, but it needs to be said. It’s often more challenging to offer honest guidance that someone truly needs than to simply say the things that will make you popular. But my ultimate goal always was and always will be – to help singles get to the chuppah. And sometimes, that means having the courage to speak uncomfortable truths. There’s been an interesting trend in how the community approaches

I was recently trying to set up a guy in his upper 20s. He was what many would call the whole package: successful, tall, very good-looking, from a great family. On paper, he had it all. But every time I suggested a girl, he turned her down. Each rejection came with a new reason or excuse. After a while, I found myself wondering: “Does he really want to get married?” It was a passing thought—one I didn’t dare voice aloud.

Imagine a dating world where singles embrace their flaws instead of hiding behind polished profiles. What if, instead of boasting about being “easygoing” or “adventurous,” you led with your quirks? “I’m a master procrastinator” or “I forget my passport half the time” could spark genuine connections. In a society obsessed with perfection, we risk losing authenticity. What if dating felt less like an audition and more like an honest conversation? Discover the revolutionary idea behind the Anti-Perfect dating profile and explore how embracing imperfections could transform your dating experience.

We all want it. If you are dating, this is what you dream about. If you are already married, this is what keeps you going. We will do anything (ok, almost anything) to get it. What am I referring to? The deep, powerful soul connection that some couples seem to have – the kind that keeps them laughing together, supporting one another, and growing closer every day. Have you ever sat in a café or restaurant, noticed a couple deep

“דְּאָגָה בְלֶב־אִישׁ יַשְׁחֶנָּה וְדָבָר טוֹב יְשַׂמְּחֶנָּה” “Anxiety in a person’s heart weighs it down, but a good word turns it to joy” – Proverbs 12:25 The power of a good word can change someone’s entire world – and nowhere is this more true than in the dating journey. Let’s paint a familiar scene. A parent sits at the kitchen table, watching their daughter push away another untouched cup of coffee after yet another disappointing date. A shadchan reads the gentle

It’s that time of year again—the season of gratitude. Everywhere you look, people are sharing their endless lists of blessings: their perfect families, their dream jobs, their cozy homes. Some people seem to have gratitude down to an art form: “So thankful for my incredible husband and the magical life we’ve built together!” And there you are, wondering if you’re supposed to be grateful for just surviving another day without completely falling apart. Gratitude? Seriously? Let’s get real. What if

Imagine a gifted woman in Elizabethan England, pouring her heart into plays but forced to hide behind the name of William Shakespeare. Today, we have the freedom to embrace our true selves, yet many still wear masks in dating, fearing rejection. But real connections are built on authenticity. When we show up as our genuine selves—flaws and all—we attract those who appreciate us for who we truly are. Discover how to shed the masks and cultivate lasting love that celebrates your individuality. Are you ready to let your true self shine?

Dating… You’d think it’s the only thing happening in your life, right? It’s all anyone seems to ask you about—”How’s dating going? Any new updates? Met anyone recently?” Meanwhile, you’re juggling a hundred other things because, let’s be honest, life is so much more than just dating, especially around Succos. This time of year, it feels like all the decisions are piling up at once, and not one of them involves “Have you met someone yet?” With Succos fast approaching,

As the plane was about to take off, I sent my husband a quick text. He was on his way to Uman, his yearly visit with Rebbe Nachman for Rosh Hashana. It wasn’t just a casual message; it came from a place deep inside, a place filled with longing and pain that’s been building for years. I didn’t overthink it, didn’t try to mask how I really felt. I simply said what my heart had been repeating over and over

So, you’re flying high one minute—everything’s clicking, the conversations are flowing, and you’re pretty sure you’ve finally found someone who gets you. One day, they’re all into you—sending sweet texts, making plans, making you feel like you’re the absolute center of their universe. But then, out of nowhere, they pull back, go quiet, and leave you sitting there, questioning everything. It’s confusing, frustrating, and can drive anyone up the wall. But before you start spiraling into overanalysis or throwing in

We’ve all had them—the dreaded “we need to talk” moments. The kind that makes your brain instantly start reviewing all the ways you might’ve messed up. But with a well-timed preemptive statement, you can actually have those tough conversations without sending your spouse into a panic spiral. The power of the preemptive statement Picture this: You had a crazy day of chasing the kids, battling traffic, and spilling coffee on yourself, yet despite that, all you want is to sit

A few weeks ago, I shared the story of my marathon 20-hour drive to Miami, where I talked about how knowing my “why” was the driving force that kept me going. So, what was my big “why”? It was burnout. Yep, good old burnout—the kind that sneaks up on you when you’re juggling too many things and think you’re some kind of superhero. I had taken on too much at once, pushing myself to the edge of exhaustion and overwhelm.

Looking to improve your dating game? On Tu B’Av, a day of love, we reflect on the journey to finding love. But don’t worry, your “Dating Report Card” is not set in stone! Miriam Zeitlin, a passionate dating coach, can help turn those C’s into A’s. With her expertise, you’ll learn to make memorable first impressions, master conversation tactics, embrace vulnerability, and develop listening skills. Celebrate Tu B’Av by reflecting on your progress and discovering how Miriam can help you find your bashert. Let’s turn your dating journey into a success story!

Tears have a special place in our emotional world. They’re more than just water falling from our eyes – they’re a way our souls communicate when words just aren’t enough. Tears are powerful. They are a way to connect, to heal, and sometimes, to completely change our lives. I want to share with you an incredible story about a young woman named Shira. Her experience shows us just how impactful tears can be. Shira was going through a really tough

Let’s face it – shidduch dating is already a rollercoaster ride, even when you’re in perfect health. Throw in a chronic illness, and suddenly, you’ve got a whole theme park of challenges to navigate! For those dealing with chronic conditions like diabetes, Crohn’s, rheumatoid arthritis, lupus, fibromyalgia, asthma, vision or hearing impairment, POTS, MS, CF, or any of the other fun acronyms the medical world has bestowed upon you, the path to finding that special someone can feel like trying