Master Class: The Texting Trap

Have you ever found yourself deep in a text thread, wondering if you’re actually building a connection or just killing time? Do you replay your replies in your head, panic when a message goes unanswered, or second-guess what that one little emoji was supposed to mean?

You’re not alone.

The truth is, modern love isn’t just emotional, it’s digital. The way we connect, flirt, and fall is shaped more than ever by the devices in our hands. 

This week, we’re talking about what we call the communication crisis. How texting, DMs, and digital overload are shaping our relationships and what we can do about it.

This episode is a special solo masterclass. No guests, just sharing everything you need to know about navigating digital communication with confidence, clarity, and connection.

(2:01) Are We Losing the Plot or Learning a New Language?

We used to believe the problem was dating apps. But what we’ve realized is that it’s not the apps, it’s how we use them. 

The real shift in dating today is in how we communicate. Over 65% of our romantic conversations now happen digitally. That means we can’t just wish it away, we have to learn how to do it better.

Texting, voice notes, emojis, memes, these aren’t distractions. They’re the main way we relate. And once we stop seeing digital communication as something separate from “real” dating, we can start to use it as a tool instead of a trap.

(6:41) Stuck in the Texting Trap

You match. You message. Maybe it even feels promising. But somehow… you never actually meet.

Welcome to the texting trap, where you build momentum through messages, only to have it stall out in digital limbo. It’s that false sense of intimacy that keeps us feeling like something’s happening, even when nothing’s moving forward.

The longer we stay in it, the more we start projecting and fantasizing until the real person can’t live up to the version we’ve created in our head. We walk you through the telltale signs you’re stuck and explain how to break free before your connection ghosts itself.

(20:57) Texting Like a Pro, Not a Pen Pal

Texting isn’t about quantity, it’s about quality. 

In this episode, we lay out the new rules of digital conversation: how timing changes tone, why punctuation can send the wrong message, and how to stop overthinking every word.

We also explore the power of mirroring someone else’s texting style and why the pace and platform of your messages can completely shift your vibe. Think of it like a language exchange; you learn to meet someone where they are, digitally speaking.

(32:38) From “Hey” to Real Connection

Let’s be real: no one ever fell in love over a “hey.” If you’ve ever struggled with what to say, how to say it, or whether you should say anything at all, this part is for you.

We break down our go-to formula for starting stronger conversations, the secret to reviving a stalled thread, and how to transition from app to IRL without losing momentum. 

It’s not about being perfect, it’s about being clear, consistent, and just a little bit creative.

(41:48) The Rules We Wish Came With Your Phone

If we could send every dater a digital rulebook, this episode might be it. We cover everything from platform progression (yes, there’s a difference between texting, WhatsApp, and a voice memo) to the screenshot test (spoiler: if you wouldn’t want it posted in a group chat, don’t send it).

We even get into the nitty-gritty: when to stop texting and actually meet, how long is too long between dates, and yes—how to bow out gracefully when something’s not working.

This episode is all about using the tools you already have to build the kind of relationships you actually want.

💌 Do you have questions? Damona has the answers!

Don’t forget you can submit your dating and relationship questions for our Dear Damona segment on InstagramTikTok, or Facebook, or leave us a voicemail or text to 424-246-6255, and hear Damona’s answers live in a future episode!

vallerie bertenelli, drew barrymore, ross and damona hoffman on the drew barrymore show on loudlooking and dating advice

The Drew Barrymore Show: Loud Looking and Guest Dating Advice

drew barrymore, ross, valerie bertinelli and damona hoffman loudlooking and dating advice

This week on The Drew Barrymore Show, Damona joined Drew, Valerie Bertinelli, and Ross Mathews for a special makeover episode to help one guest step confidently back into the dating world. Damona shared why being bold, authentic, and unapologetic is the real key to connection — and introduced the idea of Loud Looking for love.

Alongside the glow up reveal, Damona offered encouragement for anyone who’s ever been told they’re “too much” — and why that’s actually a superpower.

Catch all the inspiration, laughter, and dating wisdom by watching the full segment now!

5 simple steps to take to start dating again after a breakup or divorce

5 Simple Steps to Date Again After a Breakup

5 simple steps to take to start dating again after a breakup or divorce

Let’s be real: getting back into the dating game after a breakup, divorce, or just a long pause can feel like learning to walk in heels again: awkward, unsteady, and honestly, a little terrifying.

You might be thinking: What if I’m not ready? What if it’s different now?

Spoiler alert: It is different now. But that doesn’t mean you’re not built for it.

Whether you’re in your late 20s, 30s, or 40s, stepping back into dating isn’t about chasing some perfect outcome. It’s about reconnecting with yourself and creating space for something new. And I promise, it doesn’t have to drain your energy or your self-worth.

Here’s how to ease back in without burning out.

1. Give Yourself Permission to Start Slow

You don’t have to rush. You do not have to rush.

Sometimes we need a soft launch back into the dating world. That might look like updating your profile and then ignoring the apps for a week. Or just having a conversation with someone new, no pressure attached.

Check in with yourself. Are you feeling curious? Or does your gut still need a little healing time? That answer will guide your pace, and that pace is perfect.

2. Get Clear on Your Boundaries and Needs

This time, we’re not dating on autopilot. We’re dating with intention.

Ask yourself: What am I available for now? What do I no longer want to entertain? Whether you’re craving connection, companionship, or something more serious, clarity is everything.

Write down your non-negotiables. Keep them in your phone if you need a reminder. These aren’t walls, they’re your guardrails. They help you stay aligned with your values, even when the chemistry’s strong.

3. Try Just One New Way to Meet People

You don’t need to sign up for every app, agree to every setup, or spend your Saturday speed dating unless that lights you up. Choose one way to dip your toe back in.

Maybe it’s attending a local mixer, trying a single dating app, or saying yes to that invite from your social circle. The goal here is simple: show up. Not to impress. Just to connect.

No pressure. No performance. Just presence.

4. Watch Your Inner Dialogue—Before and After Dates

This one’s big. Because the way you talk to yourself shapes the entire experience.

If you catch yourself saying things like “I’m too old for this” or “No one decent is out there,” pause. Gently reframe. Try: “I’m showing up as my full self.” Or “Every interaction teaches me something new.”

Dating is a learning process. And you don’t need to ace every test; you just need to stay kind to yourself between attempts.

5. Celebrate the Small Wins

Not every date will lead to butterflies or a second meeting, and that’s okay. Progress isn’t always flashy. Sometimes, it looks like:

  • Updating your profile after months off. 
  • Making it through a first date without overthinking everything. 
  • Saying “no” to someone who didn’t meet your standards. 

These are wins. Celebrate them. Progress in dating, like in anything else, is built one small courageous act at a time.

Final Thought: Start Where You Are

Dating again isn’t about being “ready” in some mythical, fully healed way. It’s about being willing. Willing to try, to learn, to stay curious.

You don’t have to be fearless. You just have to be you.

So take a deep breath. Set your pace. Keep your boundaries. Talk to yourself with kindness. And celebrate every single step you take back toward love.

Because you’re not starting over, you’re starting from experience.

Laura Day and Damona Hoffman on the Dates & Mates podcast discuss the new book The Prism, dating and relationships.

The Prism & Too Picky

You Are Your Own Magic Wand

Do you feel like you didn’t get dealt the right cards when it comes to love? Maybe your family dynamics, personal history, or past relationships have shaped your path in ways that feel hard to break free from. You’ve done the work therapy, journaling, and mindset shifts, but still feel stuck.

This week on Dates & Mates, New York Times bestselling author and transformational teacher Laura Day joins the show to share how we can begin to shift those long-held patterns and reconnect with our power in love.

Later in the episode, Damona answers a listener’s question about being too picky in dating and how to tell the difference between honoring your standards and blocking your own connection.

(2:06) The Intuition Architect

Laura Day has spent the past four decades helping people sharpen their intuition and transform their lives—from high-profile celebrities to everyday people navigating big transitions. She’s the author of seven books, including Practical Intuition, The Circle, and her newest: The Prism: Seven Steps to Heal Your Past and Transform Your Future.

While she’s long been known for her work in intuitive development, Laura says The Prism came from somewhere more personal.

“This process was what allowed me not only to find a wholeness in myself,” she says, “but also to create what I wanted in my life.”

The book distills her life’s work into a seven-step structure that helps you identify which part of your inner system is driving your decisions—and how to work with it, not against it.

Laura Day on Dates & Mates podcast with host Damona Hoffman talk about Laura's new book The Prism. Finding Love and inuition

(12:44) Don’t Mistake Familiar for Safe

Let’s talk about patterns. You think you’re making different choices. But the results keep looking strangely similar. It’s not a coincidence.

According to Laura, many of us are wired to recreate the emotional experiences we had early in life, even the painful ones, because that’s what our nervous system knows how to process. Without realizing it, we’re attracted to what’s familiar, not necessarily what’s healthy.

The key is interrupting that loop with new behaviors and new awareness. And no, it does not require perfection or a total overhaul. Just one conscious shift at a time.

(19:47) The “No New Damage” Rule

Ever leave a date feeling off, even when everything “looked good on paper”? Or walk away from a friend hang feeling emotionally hungover?

Laura’s simple but powerful rule: No New Damage

If a person, habit, or dynamic starts eroding your peace, your progress, or your sense of self, pause. Reassess.

“Is your sleep better? Your job going smoother? Are you more emotionally regulated?” Laura asks. “If not, the relationship might be doing harm even if it looks good on paper.”

No new damage doesn’t mean avoiding discomfort. It means protecting your nervous system from relationships that feel more like regression than growth.

(27:22) Your Red Flags Might Not Be Universal

There is a moment in the conversation where Damona and Laura reflect on the lists we make when dating, green flags, red flags, must-haves, dealbreakers, and how rigid those checklists can become.

Laura challenges the idea that love should follow a fixed formula. What one person needs to feel safe or supported might not apply to someone else.

The episode explores how our “non-negotiables” are often built from pain, not clarity, and how real connection happens when we move beyond generalized rules and start tuning into what feels nourishing and sustainable for us as individuals.

(32:18) Rewire, Don’t Rewrite

Change does not have to come from understanding every piece of your past. Sometimes it begins with doing just one thing differently in the present.

Laura shares examples from her own life and relationship, including how she gradually shifted the way she showed up to be more aligned with the kind of love she wanted to co-create.

“There are a lot of great loves out there,” she says. “But what makes someone your person is that you choose them, and you build the structure of love together.”

This episode is not about waiting for fate or finding the perfect partner. It is about stepping into your own power, one choice at a time.

Connect with Laura Day
Website: https://lauraday.com/
Instagram: @lauradayintuit
Book: The Prism: Seven Steps to Heal Your Past and Transform Your Future

(58:11) Dear Damona: Too Picky or Just Discerning?

A listener writes:
“I always thought I’d be married by now, but here I am at 39, still single. I’ve dated great people, but something always felt off. So I kept holding out for the one. Now I’m wondering… was I being too picky, or was I just protecting myself from settling?”

In this week’s Dear Damona, we explore the real difference between high standards and emotional self-sabotage—and why the “spark” might not be the signal you think it is.

💌 Do you have questions? Damona has the answers!

Don’t forget you can submit your dating and relationship questions for our Dear Damona segment on InstagramTikTok, or Facebook, or leave us a voicemail or text to 424-246-6255, and hear Damona’s answers live in a future episode!

 

Coaching Session: Love Intuitive

Trust Your Gut: Unlocking Intuition in Dating

Have you ever had a gut feeling about someone, only to second-guess it later? Wondered if butterflies meant excitement or a warning sign? If so, you’re not alone.

The truth is, intuition isn’t just a vague sense; it’s a powerful internal compass shaped by past experiences, personal values, and subconscious wisdom. But learning how to tune into it, especially in dating, can be a challenge.

This week on Dates & Mates, we offer a rare behind-the-scenes look at an intuitive coaching session with a real client, Mya. With incredible openness and vulnerability, Mya invited us into her journey of learning how to hear and trust her own inner voice in love.

During the session, a powerful question emerged—one that resonates with so many daters today: “How will I know when it’s actually working?”

Settle in, take a breath, and get ready to explore how intuition could become your most important dating superpower.

(2:06) Your Inner Compass Is Speaking (Are You Listening?)

For many singles, intuition is often drowned out by overthinking, self-doubt, or fear.

But as Mya discovered in this session, learning to recognize internal signals—before second-guessing them can make dating feel clearer and more empowering. 

Sometimes the answers we’re searching for are already inside us; we just need to learn how to hear them.

(5:00) When Your Body Sends a Message, Believe It

Physical sensations are often the first sign that something is either right or wrong. 

Through live exercises with Mya, we explored how subtle feelings like a headache, chest warmth, or a twinge of unease can provide important information about a new connection. 

Tuning into these cues can help avoid heartache and steer toward the relationships that truly align.

(14:30) Swipe Fatigue? Your Energy Might Be Trying to Tell You Something

Mya shared that dating apps sometimes left her feeling drained and disconnected, and she’s not alone. 

In the session, we unpacked how digital dating overload can mute intuition and why following your energy, not just your inbox, can lead to more fulfilling real-world connections. 

When the process starts feeling heavy, it might be your intuition asking for a different approach.

(20:00) How to Know When It’s Working (Even If You Don’t See It Yet)

One of the biggest breakthroughs of Mya’s session centered on redefining success in dating. 

Instead of chasing fast results, true progress often looks like building trust with yourself, feeling aligned with your decisions, and moving through dating with confidence, even before the perfect match appears. 

Sometimes, the biggest win is learning how to trust the journey.

Experience the full intuitive coaching session with Mya on this week’s Dates & Mates. Learn how to sharpen your inner compass, reconnect with your instincts, and date in a way that feels clear, confident, and true to who you are.

Interested in booking your own solo coaching session?

Email Asst@DamonaHoffman.com or DM @damonahoffman on Instagram or Facebook!

damona hoffman and francesca hogi talk love the fairy tale complex and dating app burnout

How To Find True Love & IRL Real Deal

Dating Isn’t Broken — But the Fairy Tale Might Be

Dating takes guts—vulnerability, risk, and putting yourself out there—and lately, it’s been feeling a lot.

Between fairy tale myths and the post-lockdown social weirdness, it’s no wonder so many of us feel stuck or just straight-up over it. Swiping feels safer than saying hi, texting is easier than talking, and ghosting? Yeah, it stings.

But here’s the good news: your love story is still yours to write.

This week, TED speaker, podcast host, and modern love expert Francesca Hogi joins me to talk about ditching outdated fairy tales and building real-deal connections. Plus, we tackle a juicy Dear Damona & Dear Franny question: “Dating apps keep feeding me the same old matches. How do I meet someone IRL?”

Take a breath—today’s episode is all about rewriting the rules and stepping into the dating life you actually deserve.

(2:06) Meet Your Dating Reality Check: Francesca Hogi

You might know Francesca Hogi as the host of the Dear Franny podcast, a TED speaker, or the survivor who once literally competed for love on national TV. But today, she’s here wearing another crown: expert guide in tearing down outdated myths about love.

Franny has been featured everywhere from The Today Show to The New York Times, and her new book How to Find True Love is all about giving you the tools to stop chasing fairy tales and start building the real thing.

When she’s not dismantling the “fairy tale industrial complex,” she’s teaching singles how to step back into their power, trust themselves again, and find true love on their own terms.

damona hoffan and franscesca hogi talk about the fairy tale complex and finding true love single and dating

(2:11) Why Your Love Life Feels Stuck And What Fairy Tales Have to Do With It

From Cinderella to rom-coms, we’ve been sold a very specific idea of what love is supposed to look like: effortless, instantaneous, magical. Francesca calls it the “fairy tale industrial complex,” a billion-dollar business that profits off keeping us chasing a fantasy.

But the truth? Real love doesn’t happen to you. It’s something you build, with trust, respect, and emotional safety at the center.

Franny explains, “When you meet someone, you’re not just admiring their traits, you’re co-creating a whole new relationship. That’s what you actually live inside of.”

(5:00) Are You Dating or Just Swiping?

Sure, dating apps started as a tool. But somewhere along the way, they became a crutch.

Today, many of us feel safer sending a text than making eye contact across a room. Rejection stings less when it’s a silent unmatch rather than a face-to-face conversation. But that “safety” might actually be costing us the very thing we want most: a real connection.

If you’ve ever found yourself stuck in the swipe-scroll-ghost spiral, this part of the episode will hit close to home and offer a way out you might not have considered yet

(12:13) The Self-Love Formula No One Taught You in School

You’ve heard “love yourself first” a million times. But Francesca actually shows you how to do it in a way that’s tangible, empowering, and actionable.

Self-love isn’t about thinking you’re the best person in the room. It’s about treating yourself with the same respect, compassion, and care you wish to receive from others.

As Franny puts it, “You’re not waiting to wake up one day magically feeling worthy. You create that feeling through action, one decision at a time.”

(22:29) How to Meet Cute (Without Feeling Weird About It)

What if every time you stepped outside, you believed something amazing could happen?

Francesca introduces the “Meet Cute Mindset” — a simple but powerful way to move through the world with openness and intention. It’s not about forcing conversations or awkwardly flirting with strangers. It’s about reminding yourself that connection is always possible… if you’re willing to be present enough to notice it.

Spoiler: there’s a cheeky million-dollar thought experiment that might just change how you walk through your local coffee shop tomorrow.

Connect with Francesca:

(38:01) Dear Damona & Dear Franny: Dating Feels Like It’s on Pause

This week’s question comes from Sheryl on Instagram, who shares:

“I use dating apps but remain open to connection when I am out and about. Still, I haven’t met anyone IRL, and my dating apps seem to be repeating candidates I already turned down. My love life feels like it’s on pause. How can I turn it back on?”

If you’ve ever felt like you’re stuck in a loop, seeing the same faces and feeling like real connection is out of reach, this part of the episode will feel like a deep exhale. It’s about shifting from passive hope to active creation and building the kind of dating life you actually want to be living.

Hint: It’s less about chasing outcomes and more about practicing openness, curiosity, and confidence one conversation at a time.

💌 Do you have questions? Damona has the answers!

Don’t forget you can submit your dating and relationship questions for our Dear Damona segment on InstagramTikTok, or Facebook, or leave us a voicemail or text to 424-246-6255, and hear Damona’s answers live in a future episode!

 

nbc news now kate snow and damona hoffman talk online dating communication and texting

NBC News: Communication in the Digital Dating Age

Dating and communication can seem even more complicated in the digital age, but Damona Hoffman explains it all in her latest appearance on NBC News Daily.

In this segment, she joins Kate Snow to explain how texting habits differ across generations, why small choices like emojis and punctuation matter more than we realize, and how setting clear communication expectations can transform both new relationships and long-term partnerships.

Plus, Damona shares her expert advice on moving from messaging to meetings and why waiting too long can derail a budding connection.

breadcrumbing in relationships is the new ghosting in dating while single

Breadcrumbing Is the New Ghosting, and It Hurts More

breadcrumbing in relationships is the new ghosting in dating while singleThe way we connect with others can be both beautiful and complicated. But not every connection is as genuine as it seems. 

Emotional breadcrumbing is a subtle but toxic behavior that can leave you confused, drained, and questioning your worth.

Recognizing it early can save you from unnecessary heartbreak and guide you toward healthier relationships. Let’s explore what emotional breadcrumbing is, how to spot it, and what you can do to protect yourself.

What is Emotional Breadcrumbing?

Emotional breadcrumbing happens when someone gives you just enough attention to keep you interested but never commits to a deeper connection. 

It’s like giving you crumbs of affection without ever offering the whole loaf. While it can occur in romantic relationships, it’s also common in friendships or even family dynamics.

Picture this: They send sporadic texts saying, “I miss you” or “We should catch up soon,” but they never make concrete plans. Or, they compliment you just enough to keep you hopeful but always seem busy when you want to spend quality time.

Unlike healthy relationships, where intentions are clear and consistent, breadcrumbing thrives on vagueness and mixed signals. True connections involve effort, mutual respect, and emotional reciprocity. Breadcrumbing, on the other hand, is based on control and selfishness.

Recognizing the Breadcrumbs

How do you know if someone’s breadcrumbing you? Here are some telltale signs:

  • Inconsistent communication: They might reach out frequently for a week but then vanish for days or weeks without explanation.
  • Vague promises: Phrases like “Let’s hang out soon” or “I’d love to see you one day” rarely lead to actual meetups.
  • Minimal effort: They may “like” your social media posts or send you short replies but never engage in meaningful conversations.
  • Hot and cold behavior: One moment, they seem deeply interested; the next, they’re distant and unavailable.
  • Empty flattery: They shower you with compliments but fail to follow through with actions that match their words.

Pay attention to these patterns. Breadcrumbing doesn’t show up as one big red flag—it’s a trail of little clues that leave you frustrated and unfulfilled.

The Psychology Behind It

Why would someone breadcrumb you? The reasons often have more to do with them than with you.

  • Insecurity: Some people crave attention to feel validated but lack the confidence or emotional maturity to commit.
  • Fear of commitment: They want to keep you around as an option without fully investing in the relationship.
  • Control and convenience: Breadcrumbing gives them power: they decide when and how much attention to give while keeping their emotional barriers intact.

Understanding the motivations behind breadcrumbing doesn’t excuse the behavior, but it can help you see it for what it is: a reflection of their issues, not your worth.

Why Emotional Breadcrumbing Hurts

Breadcrumbing might seem harmless at first, but its long-term effects can take a serious toll on your mental and emotional well-being.

The Emotional Rollercoaster

rollercoaster of breadcrumbing in relationships and dating while being singleWhen someone breadcrumbs you, they create an illusion of possibility. You might feel excited or hopeful when they give you attention, only to be crushed when they inevitably pull away.

This cycle of highs and lows can drain you emotionally, leaving you confused and questioning what you did wrong. It’s exhausting to invest energy into a connection that never fully materializes, and over time, it can feel like a never-ending ride you can’t escape.

Impact on Self-Worth and Relationships

One of the most damaging effects of breadcrumbing is how it chips away at your self-esteem. Being fed crumbs of attention can make you feel like you’re not deserving of more, but that’s far from the truth.

Breadcrumbing can also impact future relationships. The lingering trust issues, fear of being let down again, and emotional scars can make it harder to open up to someone new. That’s why recognizing it early is so critical.

How to Spot Emotional Breadcrumbing Early

The earlier you identify breadcrumbing, the sooner you can protect yourself. Knowing the signs and trusting your gut are key.

Red Flags to Watch Forbreadcrumbing leading people on dating and relationships while single

  • Inconsistent effort: They don’t show up for you in meaningful ways or prioritize you in their life.
  • Avoidance of deep topics: Conversations stay surface-level, avoiding vulnerability or meaningful discussions.
  • Superficial flattery: Compliments without genuine connection or action, such as saying “You’re amazing” but never asking meaningful questions about your life.

These red flags often appear gradually, so it’s important to reflect on the dynamics of the relationship and be honest with yourself.

Questions to Ask Yourself

If you’re unsure whether someone is breadcrumbing you, ask yourself these questions:

  • Do their actions consistently match their words?
  • Do I feel valued and heard, or do I feel like an option?
  • Am I the one always making an effort to keep the relationship going?
  • Do I feel uplifted and fulfilled by this connection, or do I feel drained and second-guessed?

Your answers can reveal whether it’s time to set boundaries or walk away altogether.

The Role of Boundaries

Setting boundaries isn’t selfish, it’s essential. Let the other person know what you need from the relationship and what you won’t tolerate. For example, you might say, “I value consistent communication, and if that’s not possible for you, this won’t work for me.”

Boundaries not only protect your emotional health but also make it clear that you won’t settle for less than you deserve.

Breaking Free from Breadcrumbing

If you’ve discovered you’re in a breadcrumbing situation, it’s time to take back control of your emotional well-being.

Acknowledging the Problem

The first step is recognizing and accepting what’s happening. Don’t make excuses for the other person’s behavior. They’ve shown you who they are through their actions. Be honest with yourself, no matter how hard it feels.

Prioritizing Self-Care and Healing

Healing from breadcrumbing requires focusing on yourself. Spend time with supportive friends, journal your feelings, or consider talking to a therapist. Engage in hobbies or activities that bring you joy and self-fulfillment. The goal is to rebuild your sense of self-worth and remind yourself that you deserve meaningful, respectful connections.

Building Future Relationship Resilience

Use the experience as a lesson for the future. Learn to trust your intuition, recognize red flags, and establish boundaries early in relationships. The stronger your sense of self-worth, the harder it’ll be for anyone to breadcrumb you again.

Time to Reclaim Your Energy

Emotional breadcrumbing can feel like emotional quicksand, keeping you stuck in a cycle of hope and disappointment. But you don’t have to stay trapped. By recognizing the signs early, setting boundaries, and prioritizing your emotional health, you can protect yourself and move toward authentic, fulfilling connections.

You deserve more than crumbs. You deserve the whole loaf: someone who values, respects, and shows up for you. Trust yourself to walk away from anything less.

 

Dear Damona & Seth: Porcelain Anniversary

Have you ever wondered what 18 years of marriage really looks like?

Not the Instagram highlight reel, but the thousands of conversations, quiet compromises, and inside jokes that only come from choosing each other every single day?

This week on Dates & Mates, Damona does something she’s never done before. In honor of her 18th wedding anniversary (yes, 6,500+ days of love and lessons!), Damona is joined by her husband Seth on the mic to co-host an entire episode of Dear Damona where the couple tag-teams your biggest dating and relationship dilemmas.

From dating app anxiety to long-term communication ruts, they bring advice straight from the front lines of a real, evolving partnership. Seth may be a behind-the-scenes guy (TV writer, Virgo, very anti-social media), but he brings thoughtful insight and a few surprises too.

 

(6:03) When the Peanut Gallery Gets Too Loud

“I feel like I’m constantly second-guessing my own judgment…”

The first question comes from Bella, who’s 24 and feeling overwhelmed by unsolicited opinions, from friends and Facebook groups. When everyone’s got something to say about who you’re dating, how do you know what to take seriously and when to trust your gut?

Damona and Seth unpack the difference between a red flag and a rumor, and reflect on how the dating landscape today is more crowded with outside voices than ever before.

(14:38) Singles Events Are My Nightmare

“I freeze. I feel awkward… I end up standing on the sidelines.”

Shawn wants to show up intentionally and find real-life connection, but every time he gets to a singles event, anxiety shuts him down. Sound familiar?

Seth shares a psychological trick that helped him overcome social anxiety back in his single days. Damona adds her signature PS World technique (plus a few ice cream-based openers that actually work).

(25:24) Am I Talking or Just Repeating Myself?

“It feels like my partner isn’t truly listening anymore.”

Beth has been with her partner for several years but feels like she’s hitting a communication wall.

Damona and Seth talk about how to reset connection, why “invisible conversations” happen more than we realize, and how therapy doesn’t have to mean something is broken; it can be a tool for growth.

(35:55) Help! My Friends Are Dating Cynics

“Every time dating comes up, the conversation turns negative.”

Jill is trying to stay hopeful about love, but her friend group is stuck in a doom spiral.

Damona explains why protecting your dating mindset is crucial (and sometimes means snoozing the group chat), while Seth adds perspective on why some people stay stuck in dating cynicism.

💌 Do you have questions? Damona has the answers!

Don’t forget you can submit your dating and relationship questions for our Dear Damona segment on InstagramTikTok, or Facebook, or leave us a voicemail or text to 424-246-6255, and hear Damona’s answers live in a future episode!

 

woman celebrating being single and happy without dating

10 Hidden Benefits of Being Single!

Being siwoman celebrating being single and happy without datingngle often gets lumped into an either/or narrative. You’re either looking for someone or just “enjoying the moment.”

What gets lost in all this noise are the hidden benefits of being single, advantages we rarely talk about, but ones that can truly reshape how we see ourselves and the world.

Here’s a closer look at why the single life may just be the secret source of happiness you didn’t know you had.

1. You’re in Full Control of Your Time

When you’re single, your schedule belongs to you. There’s no need to coordinate plans, check in with anyone, or compromise on how you spend your weekends. 

Feel like binge-watching your favorite series for hours or saying yes to a last-minute trip? Go for it. Every decision about your time is completely yours to make, and that kind of autonomy is powerful.

Relationships often require emotional labor and shared schedules, leaving little room for personal spontaneity. Being single gives you the gift of time to pursue what genuinely makes you happy without guilt or hesitation.

2. You Rediscover Who You Really Are

Being single gives you space to turn inward and evaluate what matters most to you, without external influences. 

You start to notice what you enjoy, not because a partner likes it, but because you do. From hobbies to values, you get to rediscover the corners of yourself that might’ve been overlooked.

This self-awareness isn’t just empowering; it lays the foundation for more fulfilling relationships if or when you decide to enter one again. Knowing yourself well ensures you bring your best, most authentic self to the table.

3. Financial Freedom is Yours

Splitting expenses or saving for joint goals can be rewarding, but being single allows you to focus solely on your personal financial priorities.

Want to splurge on a new gadget or invest in your dream course? The decision is entirely yours.

You’re not bound by anyone else’s financial habits or goals, which can sometimes be a source of tension in relationships. Singlehood is a time to build, save, and spend in ways that reflect your unique financial vision.

4. You Strengthen Other Relationshipssingle friends celebrating and having fun  being single

Romantic relationships often demand a significant amount of time and energy, which can unintentionally sideline friendships and family bonds.

When you’re single, you have more space to nurture other connections in your life. This isn’t about filling a void but about truly appreciating the richness of diverse relationships.

Reach out to friends for a coffee date. Reconnect with siblings or parents you’ve missed catching up with. These relationships often deepen when you have more time to genuinely invest in them.

5. No Compromise on Career or Life Goals

Being single means your life decisions are centered around your goals alone. Want to move across the country for a dream job? 

There’s no need to factor in anyone else’s preferences. Ambitious career choices, big moves, or starting a new business come with fewer hurdles when you’re making decisions solo.

This self-centered goal setting isn’t selfish—it’s purposeful. Focusing entirely on what drives you ensures you’re building the life you truly want.

6. Your Mental Health Gets Priority

Relationships, even the best ones, come with stress. Arguments, managing expectations, and maintaining emotional intimacy can sometimes weigh heavily. 

Being single allows you the space to prioritize your mental health in ways that might not be possible otherwise.

You can develop self-care routines without interruptions, attend therapy sessions without judgment, and focus on healing past wounds. The space to grow emotionally, without the pressure of meeting someone else’s needs, is a rare and valuable gift.

7. You Can Embrace True Independence

Independence isn’t just about paying your own bills or living alone. 

It’s about knowing you’re capable of meeting your needs, emotionally, physically, and mentally. Being single forces you to learn how to stand strong on your own.

The confidence that comes from knowing you don’t need someone else is unmatched. And when you eventually choose to share your life with someone, it’ll be from a place of strength, not necessity.

8. You’re Free to Explore Without Limitsperson happy single gardening doing hobbies

Being single is the ultimate green light for exploration. 

Whether it’s testing out new hobbies, pursuing different interests, or traveling solo to places you’ve always dreamed of, your options are wide open.

Without the constraints of someone else’s preferences or plans, you can try things you’ve never done before. This kind of freedom often leads to personal discoveries you might’ve never stumbled on in a relationship.

9. You Build a Stronger Relationship With Yourself

At the heart of all the benefits of being single is this: It’s the ultimate time to grow your relationship with yourself. 

You learn to enjoy your own company, celebrate your wins, and sit with your thoughts without distraction.

This isn’t about self-love as a catchphrase; it’s about genuinely knowing that you are enough just as you are. Cultivating this level of self-acceptance carries into every future relationship, making them healthier and more balanced.

10. You Develop a Deeper Appreciation for Future Relationships

Ironically, being single can help you better understand what you want in a relationship. 

Without the distraction of being in one, you can reflect on your past experiences, understand what worked, and identify what didn’t.

This clarity ensures you’re not settling for “good enough” down the line. You’ll enter any future relationships with a clearer understanding of your needs, boundaries, and desires.

Being Single has its Perks

Being single isn’t a stopgap or a temporary inconvenience, it’s a season with its own beauty and purpose. 

The hidden upsides of single life can shape you into a stronger, happier person, ready to take on whatever comes next. So instead of looking at singlehood as something to escape, see it as a time to embrace and celebrate.

Your relationship status doesn’t define your worth. What defines you is how you choose to live, grow, and thrive…single or not.

single woman happy on top of a mountain

The Singles Tax & New LDR

The Singles Tax: Is Moving In Together About Love or Money?

Have you ever noticed that life just seems a little bit more expensive when you’re living solo? If you’ve felt the pinch of paying full rent, utilities, and groceries without someone to split the costs, you’re not imagining things.

This week we dive into a topic that hits daters right in the wallet: the singles tax. Whether it’s splitting the rent, closing costs, or that pesky electric bill, having someone to share the financial burdens of life can really take the load off.

But while moving in together often seems like a relationship milestone, is it always the right decision?

And then later in Dear Damona, we address this question of the week: New relationship. Yay! Long distance. Oh boy. Advice for making it work?

(2:23) Living Solo Is Costing You HOW Much?!

Meet Amanda Pendleton, an Emmy Award winning storyteller and television personality who serves as Zillow’s home trends expert. Her practical, data-driven advice on real estate and design has been featured on Today, Real Simple, Glamour, Forbes, NBC, ABC, CBS, and Fox around the country.

“This is the premium that you pay in order to live alone, to live single,” Amanda explains. “And it’s a lot.”

The difference between splitting costs with a partner versus paying solo is eye-opening, especially in major cities. But is saving money enough of a reason to give up your sacred thermostat control?

(8:22) Moving In Together? Ask These Questions First!

Before moving in together, every couple should consider the complete picture, not just the financial benefits.

Damona discusses her “Who, What, When, Where, Why” framework for cohabitation. 

Amanda emphasizes having a written cohabitation agreement: “It is so important to have some kind of written cohabitation agreement before you enter this situation.”

(15:10) Why Your Rent Keeps Skyrocketing (It’s Not Just You)

The pressure to cohabitate has increased dramatically due to the housing market. Rental rates for single-family homes have increased significantly from pre-pandemic numbers!

This supply-demand mismatch has created an affordability crisis that makes the “singles tax” even more painful for solo dwellers. We explore what factors are driving these changes and how they’re affecting dating decisions.

(21:08) When Your Credit Score Becomes a Dating Issue

We often talk about emotional compatibility, shared interests, and chemistry, but what about financial compatibility?

Damona explores with Amanda how money conversations can pressure-test your relationship in valuable ways. Does one partner have excellent credit while the other struggles with debt? How will that impact your future housing options together?

These financial compatibility factors might not be romantic, but they’re crucial to address before signing a lease or mortgage together.

(24:26) Buy a House, Find a Spouse?

Amanda shares some surprising Zillow research: “We did a study last year, and it found that more than 2 in 5 recent home buyers say that they fell in love after they bought a home.”

This challenges the traditional “love, marriage, homeownership” sequence many of us grew up expecting. Could buying property actually improve your dating prospects? The discussion reveals what this means for singles hesitant to make major life moves without a partner.

Connect with Amanda on Zillow.com

(32:09) Dear Damona: Long Distance Love Without the Stress

A listener asks: “Do you have any advice on newly dating someone long distance?”

Long distance relationships require intentionality and planning.  Our advice includes having “the future” conversation earlier than you might in a local relationship, since you need to know if relocation is even possible. 

Creating meaningful virtual dates keeps your connection strong, while making sure some of your time together includes normal, everyday experiences helps build a realistic foundation.

With the right approach and the four pillars of compatibility, distance doesn’t have to be a deal-breaker.

💌 Do you have questions? Damona has the answers!

Don’t forget you can submit your dating and relationship questions for our Dear Damona segment on InstagramTikTok, or Facebook, or leave us a voicemail or text to 424-246-6255, and hear Damona’s answers live in a future episode!

 

9 Quick Ways to Spring Clean Your Dating Profile

Online dating is much like any other aspect of life—it benefits from regular maintenance. If you’ve been swiping with no success or your matches feel stale, it’s probably time to refresh your profile. 

Think of it as spring cleaning for your online dating presence. With a few strategic updates based on proven methods, you can make your profile more engaging, approachable, and reflective of who you truly are.

Below, we’ll break down expert steps to give your dating profile the boost it needs.

1. Evaluate Your Current Profile

Before making changes, evaluate what’s already there. Is your profile still accurate? Are the photos and bio reflective of your current self?

  • Identify Your App Type: Did you know that there are  four types of dating apps? Legacy (like Match or OkCupid), Swipe (Tinder, Bumble), Curated (Coffee Meets Bagel, eHarmony), and Niche ( JDate or Loosid). Different app types work better for different dating styles, so choose what fits your approach.

  • Analyze Engagement: Review how your profile has performed recently. Are you getting likes, matches, or meaningful messages? If those numbers are lower than you’d like, it might be time for a revamp.

  • Ask for Feedback: Friends, especially those who’ve had success with dating apps, can provide valuable insight. A fresh set of eyes will catch details you might overlook.

2. Refresh Your Photos Using “The Three Cs”

Your pictures are the first thing potential matches notice—don’t underestimate their power. The expert “Three Cs” approach can transform your photo lineup:

  • Color: Wear bold colors to stand out in a sea of profiles. Research shows that red particularly increases perceived attractiveness, especially for women. But any color will stand out from an endless swipe of Little Black Dresses. A vibrant background can also draw attention if you’re not into wearing bold clothing

  • Context: Show yourself in environments that tell a story about your life. If you love hiking, include a trail photo. If you’re a foodie, share a dining experience. These visual cues spark conversation better than words.

  • Character: Reveal your personality through your expressions and activities. Include at least one photo that shows your unique spirit or sense of humor.

Remember: “Your profile is only as good as your worst photo,” and the order matters. Lead with your strongest image, and absolutely avoid filters—they signal inauthenticity.

3. Rewrite Your Bio Through Storytelling

Your bio is your sales pitch. Storytelling beats listing traits every time.

  • Trade Lists for Stories: Instead of writing “I love hiking, movies, and cooking,” share a mini-story like “My dad taught me to say hello to strangers and clap at airplane landings. I blush when someone opens my door, cry at romantic movies, and make the best Thanksgiving pumpkin pie.”

  • Use Passion Words: Swap boring words (like, enjoy, nice, fun, great) for passion words (love, exciting, explore, fascinating, driven, thrilling, compelling). These evoke stronger emotional responses.

  • Include Elements That Connect: It’s recommended that you focus on three key bio elements:

    • Nostalgia: Share positive memories that create an immediate connection
    • Values: Demonstrate what matters to you through stories, not statements
    • Humility: Show self-awareness and the ability to laugh at yourself
  • Include a Conversation Starter: Add something that makes it easy for matches to message you about.

4. Highlight Your Interests with Keywords

Your profile should paint a complete picture of who you are. Interests and hobbies are perfect connection points with like-minded matches.

  • Use Keyword Strategy: Searching profiles for keywords (like “motorcycle” or “travel”) often yields better matches than relying on the app’s algorithm. Include specific keywords related to your passions to make yourself findable.

  • Focus on What Makes You Feel Alive: Share activities that you would describe with passion words. Research shows mentions of travel, dogs, or music tend to get the most engagement because people speak passionately about these topics.

  • Create Vivid Images: Instead of simply stating “I love music,” write something like “Friday nights in my childhood home were filled with Aretha Franklin records and endless games of Spades” to paint a picture of your experience.

  • Be Authentic: Don’t list interests that don’t truly excite you. Authenticity attracts people who’ll connect with the real you.

5. Revisit Your Match Preferences

Sometimes, your dating preferences might be too narrow: ” death by dating deal breaker.”

  • Do the Dating Math: Each requirement dramatically reduces your pool of potential matches. For example, requiring someone over 6 feet tall immediately eliminates about 85% of men. Being too selective across multiple criteria can mathematically eliminate everyone!

  • Focus on Deal Breakers vs. Must-Haves: Have just ONE true deal breaker and only THREE must-haves. This keeps your options open while still honoring your core needs.

  • Evaluate Your Filtering: Are you filtering for traits that actually predict compatibility? Reconsider superficial criteria in favor of values alignment and shared goals.

  • Be Open to Surprises: Many successful matches come from expanding beyond rigid “types.”

6. Double-Check for Grammar and Clarity

A profile full of typos or unclear statements sends the wrong message. Your written content should be polished and easy to understand.

  • Proofread Thoroughly: Read your bio carefully to ensure there are no spelling errors, grammatical mistakes, or awkward phrasing.

  • Keep It Concise: Avoid lengthy paragraphs. Aim for short, impactful sentences that get your point across.

  • Consider AI Assistance: Use AI text generators to help craft profiles as long as the information remains authentic to you. If you struggle with writing, this tool can help you find the right words.

  • Read It Aloud: Hearing your profile read out loud helps you catch anything that sounds off or unnatural.

7. Protect Your Privacy

Sharing too much personal information can put you at risk. It’s important to balance openness with safety.

  • Get a Dating Burner Phone: Safety experts recommend using a secondary phone number for dating contacts. One easy way to do this is by utilizing Google Voice. Avoid giving out your personal phone number

  • Limit Personal Details: Avoid including your last name, address, or workplace in your profile. It’s enough to share your general city or profession.

  • Set Boundaries: Think about what you’re comfortable sharing with matches upfront versus what can wait until you’ve built trust.

  • Trust Your Gut: If a match behaves suspiciously, report their profile through the app’s safety features. Your well-being always comes first.

8. Revamp Your Messaging Approach

Even the best profile won’t lead to meaningful connections if you’re not engaging with your matches thoughtfully. Try these specific communication strategies:

  • Use the Callback Technique: Reference something previously discussed to reinvigorating text threads that have gone quiet. For example, if a match mentioned a restaurant they love, send a picture when you walk by it with “This made me think of you!”

  • Remember Texting is for Information, Not Conversation: Save deeper conversations for in-person meetings. Use texting primarily to coordinate and build light rapport.

  • Craft Better Openers: Ditch “Hey” or “What’s up?” Instead, reference something in their bio or photos that genuinely interests you.

9. Explore Features on Dating Apps

Most apps have tools that can increase your chances of finding matches—use them to your advantage.

  • Leverage Keyword Searches: On apps like OkCupid that allow searching profiles for keywords, use this feature to find matches with shared specific interests rather than relying solely on the algorithm.

  • Answer Prompts Thoughtfully: Choose prompts that highlight your personality, creativity, or humor. Make responses specific rather than generic.

  • Consider Paying for Premium: While not necessary, premium features can sometimes give you insights into who’s already liked you, saving time and energy.

  • Try Profile Boosts: Many platforms offer features to increase your visibility for a short window. Use these strategically when you know more people are active (Sunday evenings are often peak usage times).

Spring cleaning your dating profile goes beyond just updating photos or rewriting your bio—it’s about presenting an authentic version of yourself that attracts the right people. The best dating methods emphasize values-based connections, storytelling, and intentional communication.

Remember that dating is not about quantity but quality connections. When you represent yourself authentically and focus on your true relationship goals, you create opportunities for meaningful relationships.

Take the time to implement these steps and watch your matches improve. Whether you’re looking for casual conversations or a serious relationship, a refreshed profile opens the door to endless possibilities. Now, go make that profile sparkle!

Are you looking for more in-depth help with your dating app profile? Check out our Profile Starter Kit.