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Hillary Silver
I once had a woman tell me that her boyfriend of six months broke up with her, claiming it feels like we've been on 200 first dates. Let that sink in. 200 first dates with the same person? No, thank you. That says a lot about the way they were interacting, doesn't it? Sure, first dates can be fun and flirty and sexy, but they're also awkward and polished and carefully filtered. If it still feels like that six months in it, it's a problem. The connection isn't deepening. And that's a sign that one or both people are emotionally unavailable. Women love to talk about how men are emotionally unavailable as if it's a trait unique to men. But relationships are a mirror. If you keep attracting emotionally unavailable men, it's not just about them. It's about you too. And for high functioning women especially, this is a major blind spot. So today I'm breaking it all down. What emotional unavailability really is, why you're drawn to it, and how to finally break the pattern. Hi, it's Hillary. Welcome to the Hillary Silver Podcast. Thanks for tuning into the conversation. If you're new here, I'm Hillary Silver, former clinical therapist turned master coach. I've been counseling and coaching high performers for 25 years. And I'm also the founder of Ready for Love, a company completely dedicated to helping high achieving single women get the love and the life they want by focusing on the relationship that matters most, the one they have with themselves. We are in the midst of an eight week series I'm calling the Summer of Love. Whether you're single or coupled, I assure you that there will be something for everyone in these episodes because getting anything you want always starts with you. When we talk about emotional availability, what we are really talking about is intimacy. The willingness, the desire and the ability to be intimate and connect with someone emotionally. It's letting yourself be seen as you really are, revealing your true full self. Meaning it's not just sharing what you did today, but how you were feeling when you were doing it. Sharing what it was like to be you, your experience, being you in this life. It's not I went to dinner with a friend. It's I felt so connected with her. It reminded me how much I've missed real conversations and I realized how I've been so focused on work lately, I've been kind of lonely and I didn't even realize it. I really want to change my priorities so I have more friendships like that in my life. It's that kind of sharing that is how you Allow yourself to be seen letting someone into your inner world and being with you in this way that is sharing your emotional self. And there are two main reasons people can't or won't allow it. First, this kind of intimacy is hot and sexy and authentic and raw and real. And it's way too intense and scary for so many people. Because what's at stake when you are willing to be seen in this super vulnerable way. That's right, that you might get hurt. Vulnerability, by definition, is the willingness to get hurt. Something most people are not willing to risk. In fact, when I ask women what's their biggest fear about letting down their wall and being vulnerable and letting someone in, 95% of the 7,000 women I've spoken with in the last eight years say rejection. If I let him see the real me, he won't like what he sees and he will leave. Then I ask, what does it mean if this happens? What does it mean if he leaves and you get rejected? And more often than not, they say it means I'm not good enough. We make rejection mean I'm not lovable, something's wrong with me, or I'm not enough. This is a primal fear so powerful that it prevents some people from ever taking that risk. This is what's lurking behind the emotionally unavailable wall. Ironically, moving around in the world with this armor of protection in place actually creates the very rejection you were so desperately trying to avo. The second reason you may be emotionally unavailable is because you simply don't know how to interact and engage like this. Believe it or not, it is a skill, one you just never acquired along the way. Maybe sharing and expressing feelings wasn't modeled for you in the home growing up. Maybe feelings weren't allowed or it wasn't safe to express your feelings. Maybe no one was asking you about your feelings so you didn't learn how to notice or, or process or express this within yourself in this way. Or maybe it's just a part of your brain that isn't as developed. If you're a sciencey, mathy, smarty pants kind of woman like that, it just may not be something that you're naturally good at it. But it is a skill anyone can learn if you wish to do so and you aren't willing to let fear keep you from it. And listen, this part is really important. Some women think they're being emotionally available and open because they're talkative or warm or flirty and engaging. They know how to connect on the surface. But often they're sharing around their Emotions, not from them. You intellectualize your emotions, talking about what you feel almost like reporting it, but you don't feel it in real time. You explain, analyze and narrate, but you don't sit with the discomfort or express this from the heart. So it's polished and charming and performing. It's not actually intimacy. And then what happens? The moment things get real, the moment that she catches feelings, the moment she wants him to like her, when she becomes invested, that's when things start to go sideways. That's when you suddenly lose the interest of someone you were actually excited about. It's these moments, these emotional turning points when the good ones get away. Just like the story I mentioned earlier. That man wanted more from her, but 200 First Dates was no longer enough. The bottom line is this. And whether it's fear or simply a lack of skill, the result is the same. You're not letting people in. And when no one can really reach you emotionally, that's when the pain shows up. You can be in a relationship and still feel completely alone. Sleeping next to someone, sharing meals, making plans, but never really being truly known. It's the loneliest relationship there is. Feeling like a stranger in your own relationship. Because you never really show your full self, and they don't either. And over time, that surface level connection starts to feel empty. And this is is when people cheat, or it's when they walk away almost out of the blue, feeling blindsided by a breakup. Not because the relationship was bad or broken, but really because it lacked the one thing we all deeply crave. True intimacy. Maybe believing they will find it in someone else. Going from relationship to relationship and not realizing that the problem and the solution are not found in someone else, but inside of themselves instead. And if you're single, this shows up in a different way. You go on dates, maybe even lots of them, but you don't get past the first few dates or the first few months. The ones that you really like don't pursue you. And if it does last longer, it never deepens. You say something's missing or he's emotionally unavailable. And maybe that's true. But if you're honest, there's also a part of you that's withholding, that's good, guarded, that's performing or pleasing or trying to control the image that they have of you instead of being real. The truth is, emotionally unavailable people are attracted to emotionally unavailable people. And two people can stay in collusion in a relationship for years, comfortably avoiding true intimacy and even functioning well as teammates and lifestyle buddies. But. But it feels empty. And eventually one or both will feel starved for more. A deep longing and ache in the bones. The only way to break the pattern is to stop focusing on them and to start becoming emotionally available yourself. Because once you are, you feel it immediately when someone else isn't. And you don't waste your time trying to pull it out of them. You don't question your worth, you just simply move on. Because it's not enough for you. Because you've learned what real connection feels like. And anything less just doesn't cut it anymore. So if you want love that's real love, that's deep and nourishing and safe, and you want to be seen and to have someone actually bear witness to your existence in this most profound way, you have to be willing to go first, to take the risk, to learn the skill, to be the version of you who's no longer hiding behind the wall, and to expand your capacity for emotional connection. It's not easy, but you can do it. And it's everything. It's just everything. So if you're ready to stop attracting emotionally unavailable men and to start creating true emotional connection in your life, watch my free masterclass. It's sponsored. Specifically designed for high achieving women who already have everything else in life except love and are really ready to make that change. The link is in the description and in the show notes. I will see you there and if this resonated, let me know in the comments like and subscribe and make sure that you check out the rest of the Summer of Love series. We're only just getting started.
The Hilary Silver Podcast: "Why You Attract Emotionally Unavailable Men" – Detailed Summary
Release Date: July 25, 2025
In the episode titled "Why You Attract Emotionally Unavailable Men," Hilary Silver delves deep into the dynamics of emotional availability within relationships. As the host of The Hilary Silver Podcast, Hilary brings her extensive experience as a former clinical therapist and master coach to shed light on why high-achieving women often find themselves attracted to partners who are emotionally unavailable. This episode is part of her ongoing eight-week series, "Summer of Love," aimed at empowering women to prioritize their relationship with themselves to attract the love and life they desire.
Hilary begins by unpacking the concept of emotional availability, equating it to intimacy—the willingness, desire, and ability to connect deeply with another person emotionally. She emphasizes that true intimacy involves sharing one's authentic self, including feelings and vulnerabilities, rather than just surface-level interactions.
“When YOU are good, everything else falls into place. Your relationships, your confidence, your success, your body, your peace—they all start with you.” [00:00]
She illustrates this with a poignant story from a listener who felt her relationship was stagnant, likening it to having "200 first dates with the same person." This metaphor underscores the lack of deepening connection, signaling emotional unavailability from one or both partners.
“200 first dates with the same person? No, thank you. That says a lot about the way they were interacting, doesn't it?” [00:30]
Hilary identifies two primary reasons for emotional unavailability:
Fear of Vulnerability: Emotional intimacy requires vulnerability, which can be frightening because it opens the door to potential hurt and rejection. Hilary shares insights from her extensive consultations with women, revealing that a staggering 95% fear that revealing their true selves will lead to rejection.
“Vulnerability, by definition, is the willingness to get hurt. Something most people are not willing to risk.” [04:00]
Many women associate rejection with personal inadequacy, leading them to keep emotional walls up to protect themselves.
“What does it mean if he leaves and you get rejected? We make rejection mean I'm not lovable, something's wrong with me, or I'm not enough.” [04:45]
Lack of Emotional Skills: For some, emotional availability isn't a natural inclination but a learned behavior. Hilary points out that emotional expression is a skill that can be developed, often hindered by upbringing or personal dispositions.
“Maybe sharing and expressing feelings wasn't modeled for you in the home growing up. Maybe feelings weren't allowed or it wasn't safe to express your feelings.” [08:10]
She assures listeners that emotional connection can be learned and nurtured, regardless of their starting point.
Hilary explores the profound effects of emotional unavailability on relationships. She explains that when individuals remain emotionally distant, relationships can feel unbearably lonely despite physical proximity and shared routines.
“You can be in a relationship and still feel completely alone. Sleeping next to someone, sharing meals, making plans, but never really being truly known.” [12:30]
This lack of true connection often leads to dissatisfaction, with partners either cheating or abruptly ending the relationship because it lacks the deep intimacy they crave.
For those who are single, emotional unavailability manifests in superficial dating experiences where meaningful connections never fully develop.
“You go on dates, maybe even lots of them, but you don't get past the first few dates or the first few months.” [17:00]
Hilary emphasizes that emotionally unavailable individuals tend to attract each other, creating a cycle of unfulfilling relationships that leave both parties yearning for more.
“Emotionally unavailable people are attracted to emotionally unavailable people. And two people can stay in collusion in a relationship for years, comfortably avoiding true intimacy...” [19:45]
The crux of the episode revolves around breaking the cycle of attracting emotionally unavailable men by cultivating one's own emotional availability. Hilary outlines actionable steps for listeners:
Self-Reflection and Awareness: Acknowledge personal fears and patterns that contribute to emotional unavailability.
Developing Emotional Skills: Learn to express feelings authentically rather than intellectualizing emotions.
“You intellectualize your emotions, talking about what you feel almost like reporting it, but you don't feel it in real time.” [10:15]
Embracing Vulnerability: Take the risk to be seen and understood on a deeper level, despite the fear of rejection.
“You have to be willing to go first, to take the risk, to learn the skill, to be the version of you who's no longer hiding behind the wall.” [26:30]
Prioritizing Self-Love: Focus on building a strong relationship with oneself, which naturally sets the standard for how others should treat you.
Hilary reassures listeners that while the journey to emotional availability is challenging, it is entirely achievable and immensely rewarding.
“It's not easy, but you can do it. And it's everything. It's just everything.” [25:15]
Hilary wraps up the episode by reinforcing the importance of being emotionally available to foster genuine connections. She invites listeners to take actionable steps towards this transformation by joining her free masterclass tailored for high-achieving women seeking meaningful love.
“If you're ready to stop attracting emotionally unavailable men and to start creating true emotional connection in your life, watch my free masterclass.” [27:00]
She encourages engagement by asking listeners to share their experiences, like, subscribe, and continue following the "Summer of Love" series for more insights and tools to enhance their personal and romantic lives.
“Hit follow, tune in, and let’s make self-centered the best thing that’s ever happened to you.” [Intro Reference]
Emotional Availability Defined: True intimacy involves authentic emotional sharing and vulnerability.
Root Causes: Fear of rejection and lack of emotional skills are primary barriers to emotional availability.
Relationship Impact: Emotional unavailability leads to loneliness within relationships and cyclical patterns of unsatisfying partnerships.
Breaking the Cycle: Cultivating emotional availability through self-love, vulnerability, and emotional skill-building is essential for attracting and maintaining meaningful relationships.
Hilary Silver's insightful exploration of emotional unavailability offers both understanding and practical strategies for women striving to create deeper, more fulfilling connections. By addressing both internal fears and skill gaps, this episode serves as a valuable resource for anyone looking to transform their relationship dynamics and embrace true intimacy.