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Explore every episode of the podcast Dating Intentionally

Dive into the complete episode list for Dating Intentionally. Each episode is cataloged with detailed descriptions, making it easy to find and explore specific topics. Keep track of all episodes from your favorite podcast and never miss a moment of insightful content.

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TitlePub. DateDuration
310. When They Seem Interested But Their Actions Don’t Match (Dating Dilemmas)27 Oct 202600:28:59

What do you do when someone’s words say one thing, but their actions tell a different story?

In this episode, I’m answering four Dating Dilemmas about confusing behavior, mixed signals, and figuring out whether a connection is actually right for you. We’re talking about someone who keeps dating you but won't define the relationship, someone who says they’re ready to date but isn’t available, a long-distance connection that goes nowhere, and a relationship that starts intensely and then ends abruptly.

The common thread? Instead of trying to figure out exactly how someone feels about you, pay attention to how their behavior makes you feel and whether the relationship they’re offering is one you actually want.

Submit a dating dilemma: https://forms.gle/qNimkXbWPwM4euW47

In this episode:

  • How to ask for clarity when someone avoids commitment
  • What to do when someone isn’t ready to date
  • How to navigate a confusing long-distance connection
  • Why intense beginnings don’t guarantee lasting interest
  • How to recognize unhealthy communication patterns
  • Why you don’t have to match someone else’s pace
  • How to move on without waiting for an apology
  • When to stop playing detective and trust what you see

MENTIONED:

Episode 306 on pacing mismatch

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309. How Falling in Love Turns Into Lasting Love w/ Kristy Scher23 Oct 202601:06:46

What if building a lasting relationship has less to do with falling in love and more to do with knowing yourself, choosing the right person, and learning how to love someone who is different from you? In this episode, I’m talking with relationship expert Kristy Scher about why we can’t rely on chemistry and the excitement of falling in love alone to build a lasting relationship, and how developing self-awareness and taking responsibility for our own behavior can change the way we show up in relationships.

Kristy breaks down the difference between falling in love and mature love, why disillusionment is a necessary part of building intimacy, and how learning to tolerate discomfort and embrace our differences can help us create deeper, more connected relationships.

We’re getting into how to...

  • Find the right fit instead of getting swept up in the intensity of falling in love
  • Understand the three essentials of a lasting partnership: love, lust, and like
  • Move through disillusionment and build mature love
  • Stay true to yourself while making room for your partner to be different
  • Recognize how social media shapes our views of relationships and gender
  • Understand how childhood experiences and personal wounds affect our relationships
  • Take responsibility for your own behavior instead of focusing only on your partner’s flaws
  • Appreciate your partner’s efforts while giving grace without dropping your standards
  • Get comfortable with silence and stop feeling responsible for carrying every conversation
  • Stop imagining a future with someone before you know them and learn to tolerate uncertainty in dating


Plus, Kristy and I answer a dating dilemma from a 26-year-old man who wants a serious relationship but finds himself imagining a future with women before he even knows them. We talk about why the desire for connection can make us rush ahead, how to get curious about our own unmet needs, and why taking the time to discover whether someone is actually right for you matters more than simply finding someone who’s available.


MENTIONED

Kristy’s year-long program: The Way of the Adored Woman™

Kristy’s Instagram


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308. Why Dates Feel Platonic (And How to Build Romantic Connection)20 Oct 202600:37:43

Have you ever gone on what felt like a really good date, only to get the dreaded “I had a great time, but I didn’t feel a romantic connection” text afterward?

In this episode, I’m breaking down what actually creates romantic connection in early dating and 10 ways to make it easier for that connection to develop without forcing chemistry, performing, or trying to convince someone to like you.

I’m getting into...

  • What a romantic connection actually feels like in the first few dates
  • Why a great conversation doesn’t always translate into romantic chemistry
  • Why first dates can feel more like performances than real connection
  • The interview, audition, and evaluation date traps that keep dates feeling platonic
  • Why playing it cool and waiting for the other person to make every move can kill momentum
  • How compliments, vulnerability, and follow-up questions create more connection
  • Why showing more of your personality makes you more attractive to the right people
  • The role texting and between-date communication plays in building momentum
  • Why physical touch and flirting matter and how to do both without making things overly sexual
  • How being honest about your interest can make dating feel less confusing
  • Why talking about your goals and dreams can create surprising intimacy
  • How to give someone more access to the real you without oversharing
  • Why your job isn’t to make someone like you, but to make it possible for them to actually get to know you

Plus, I answer a Dating Dilemma from a listener wondering how to embrace a slow burn when the person she’s dating is still seeing other people, including how to think about exclusivity, sex, and boundaries in early dating.


MENTIONED IN THIS EP

Ep 211 on flirting w/ Francesca Hogi

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307. Stop Dating Like You’re Running Out of Time w/ Alex Daly16 Oct 202600:52:27

What if getting divorced wasn’t the end of your love story, but a chance to rebuild your life and learn to date in a completely different way? In this episode, I’m talking with dating-after-divorce creator Alex Daly about dating after divorce, rebuilding your life from scratch, and how approaching dating with curiosity and an experimental mindset can help you figure out what you actually want.

Alex shares her experience of getting divorced in her late 30s, moving to a new city, and re-entering the dating world after a long break. We’re talking about her Hoe era, why dating doesn’t have to be so serious, and how letting go of the pressure to find a relationship can actually create space for a connection to develop naturally. We’re getting into how to...

  • Rebuild your life and approach dating after divorce
  • Use dating as an opportunity to explore what you actually want
  • Have a "Hoe era" without shame, guilt, or putting pressure on yourself to find a relationship
  • Date safely and have conversations about sexual health
  • Handle ghosting and other disappointing parts of dating without taking them personally
  • Let go of arbitrary dating rules and take an experimental approach instead
  • Know when it’s time to try dating outside of your usual “type”
  • Transition from enjoying your single life into a relationship without rushing it
  • Have check-in conversations with a new partner without turning them into pressure-filled “what are we?” conversations
  • Look at your own patterns and take responsibility for how you show up in relationships
  • Talk about divorce in early dating without oversharing or bad-mouthing your ex
  • Build a relationship differently after learning from what didn’t work in the past
  • Trust that it’s never too late to start over, date, explore, or find love

Plus, Alex and I answer a dating dilemma from a listener who has spent years repeating a cycle with her ex-husband and continues to find herself attracted to men who don’t choose her.

THANKS TO OUR SPONSORS

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MORE FROM DATING INTENTIONALLY

Date Tracker: Start your 7-day free trial! (iOS link)

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Book a 1:1 with me

Submit a dating dilemma

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306. It's Ok If You're Not Aligned On How Fast (Or Slow) To Progress In Early Dating13 Oct 202600:32:11

How fast should a relationship actually move? In this episode, I’m breaking down one of the trickiest parts of early dating: what to do when you and the person you’re dating aren’t moving at the same pace. We’ll talk about why pacing mismatches are so normal, how to tell when a relationship is simply moving slowly versus going nowhere, and how to navigate it when one person is ready for the next step before the other.

I'm getting into...

  • Why there’s no universal timeline for becoming official, having sex, saying “I love you,” or hitting other relationship milestones
  • The difference between a pacing mismatch and a pacing problem
  • Why wanting the same relationship but moving at different speeds can still work
  • How to talk about pacing without turning every date into a relationship check-in
  • What to say when you need more time or when you’re the one waiting
  • Why someone moving slowly doesn’t necessarily mean they’re less interested in you
  • How to know when “slow” has become stagnant
  • The five areas of a relationship where you should still see some forward motion
  • Why catching feelings makes pacing feel so much more stressful
  • How to stay present and keep vetting someone instead of obsessing over the next milestone

Plus, I answer a Dating Dilemma from a listener whose two past connections unexpectedly came back into her life.

MENTIONED:

The Slow Burn Masterclass: How To Stop Rushing Connections - live on 10/19!

THANKS TO OUR SPONSORS

😎 Zenni: Get 15% off your first order and free shipping on orders over $65

MORE FROM DATING INTENTIONALLY

Date Tracker: Start your 7-day free trial! (iOS link)

Take the quiz: What's holding you back in dating?

Say hi on Instagram

Book a 1:1 with me

Submit a dating dilemma


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305. The Truth About 50/50 and Dating as an Ambitious Woman w/ Stefanie O’Connell09 Oct 202600:54:11

Why do so many couples who believe in equality still end up falling into traditional gender roles? I’m joined by Stefanie O’Connell Rodriguez, author of The Ambition Penalty, to talk about what happens when money, ambition, power, and gender collide in dating and relationships.

We get into why women’s success can create unexpected tension in heterosexual relationships, what happens when a woman earns more than her male partner, and why saying you want an equal relationship is very different from building one in practice. We also talk about dating when you’re financially successful, expanding what it means to “provide,” when to start talking about money, and how to think about a partner who isn’t where you want them to be financially.

In this episode...

  • Why modern couples still fall into traditional gender roles
  • What can happen when a woman earns more than her male partner
  • Why believing in equality doesn’t automatically create an equal relationship
  • What real support for an ambitious partner looks like in practice
  • Why “providing” in a relationship should mean much more than money
  • When and how to start talking about salary, debt, savings, and finances while dating
  • How to date someone who is financially behind without dating their potential
  • Why having a full life and strong community outside your relationship matters


MENTIONED

Stefanie’s Substack, Too Ambitious

Fair Play by Eve Rodsky

THANKS TO OUR SPONSORS

😎 Zenni: Get 15% off your first order and free shipping on orders over $65

MORE FROM DATING INTENTIONALLY

Date Tracker: Start your 7-day free trial! (iOS link)

Take the quiz: What's holding you back in dating?

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Book a 1:1 with me

Submit a dating dilemma



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304. Essential Texting Do's & Don'ts For Early Dating (throwback)06 Oct 202600:26:57

Texting can create SO much unnecessary anxiety in early dating. You’re wondering if you’re texting too much, if you should text first, why they suddenly seem less responsive, or whether someone who’s great in person but terrible over text is actually worth pursuing.

In this episode, I’m breaking down what texting should actually look like before, after and between dates so you can stop analyzing every message and focus more on the connection happening in real life.

This episode originally aired in December 2023.

You’ll learn:

  • Why texting too much before a first date can create false intimacy
  • Why you don’t need to wait for someone else to text first after a good date
  • The texting mistake that can turn a promising connection into a pen-pal situation
  • What realistic communication between dates can look like
  • What to do when you notice someone’s texting suddenly slow down or change
  • How to handle dating someone who texts much less than you’d prefer
  • Why double texting isn’t the dating crime people make it out to be
  • What to do when texting turns sexual earlier than you’re comfortable with

Plus, I answer a new Dating Dilemma from a listener who's worried she accidentally gave her date the impression that she only wants something physical.

MENTIONED

Speaking in Thumbs by Mimi Winsberg

Free Texting Templates!

MORE FROM DATING INTENTIONALLY

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303. The Science of Getting Past Small Talk (And What To Share on Dates) w/ Vanessa Bohns02 Oct 202600:52:34

What if the secret to better dates isn’t saying the “right” thing, but worrying less about how you’re coming across and getting more curious about the person in front of you? In this episode, I’m talking with experimental social psychologist and author Vanessa Bohns about the science of what we say, what we hold back, and how other people actually respond to us.

Vanessa breaks down why we often underestimate how much people like us, why vulnerability tends to go over better than we expect, and how asking the right kinds of questions can create more intimacy without making a date feel like an interview.

We’re getting into how to...

  • Decide when to share something vulnerable or sensitive in early dating
  • Tell the difference between healthy vulnerability and trauma dumping
  • Figure out why you feel the urge to disclose something
  • Talk about your accomplishments without sounding like you’re bragging
  • Understand the “liking gap” and why your dates may like you more than you think
  • Ask questions that actually build connection instead of slipping into interview mode
  • Use follow-up questions to naturally get into deeper conversations
  • Handle dates where you’re doing all the asking and they aren’t asking anything back
  • Decide whether you should give someone feedback after a date
  • Be honest without saying something unnecessarily hurtful
  • Stop focusing so much on impressing someone and start paying attention to whether you actually like them

Plus, Vanessa and I answer a dating dilemma from a listener who is four dates in with someone she likes and wondering whether she should proactively tell him she’s still dating other people.

MENTIONED

Vanessa's book: Should I Say Something?: The Science of What to Share―and What to Keep to Yourself

Vanessa's Instagram

MORE FROM DATING INTENTIONALLY

Date Tracker: Start your 7-day free trial! (iOS link)

Take the quiz: What's holding you back in dating?

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Submit a dating dilemma

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302. How Do You Know If You’re In a Healthy Relationship?29 Sep 202600:33:35

How do you actually know if you’re in a healthy relationship? In this episode, I’m breaking down the four pillars I believe healthy relationships are built on: responsiveness, safety, freedom, and connection. We’ll talk about what each one actually looks like, where we tend to get it wrong, and how you can start building these qualities from the very beginning of dating.

I'm getting into...

  • What it really means to feel understood and cared for by your partner
  • Why validation doesn’t mean agreeing with everything your partner says
  • How to tell the difference between relationship safety and simply avoiding conflict
  • Why calm and steadiness aren’t signs that something is missing
  • How independence and freedom can actually strengthen your relationship
  • Why your partner shouldn’t have to be your entire support system
  • How small everyday “bids for connection” build intimacy over time
  • What to look for in early dating if you want to build a healthy long-term relationship
  • Four questions you can ask yourself to assess the health of your relationship

Plus, I answer a Dating Dilemma from a listener wondering whether she should give a promising connection more time or whether she’s already trying too hard to manage her way into compatibility.

MENTIONED:

Episode 244 on building inner security

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MORE FROM DATING INTENTIONALLY

Date Tracker: Start your 7-day free trial! (iOS link)

Take the quiz: What's holding you back in dating?

Say hi on Instagram

Book a 1:1 with me

Submit a dating dilemma

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301. How To Navigate Jealousy In Dating & Relationships w/ Ally Iseman25 Sep 202601:00:13

What if jealousy wasn’t a sign that something is wrong with you or your relationship, but an emotion you could actually learn from? In this episode, I’m talking with relationship coach Ally Iseman about why jealousy gets such a bad reputation, what it’s actually trying to tell us, and how to work through it without blaming your partner or shaming yourself.

Ally breaks down the different types of jealousy, including insecurity, comparison, fear of abandonment, distrust, and retroactive jealousy, and explains why learning to tolerate discomfort is one of the most important relationship skills you can build.

We’re getting into how to...

  • The difference between jealousy and envy
  • Figure out whether your jealousy is about you, your relationship, or something from your past
  • What to do when jealousy comes up
  • Work through retroactive jealousy
  • Ask your partner for reassurance without making them responsible for your emotions
  • Handle it when your partner is jealous of your past
  • Understand the difference between boundaries, rules, and relationship agreements
  • Stop trying to force certainty or commitment before you actually know someone
  • Build the relationship skills that help you navigate uncomfortable conversations
  • Decide what to do when the person you’re dating handles a situation in a way that completely turns you off

Plus, Ally and I answer a dating dilemma from a listener who showed up to a museum and caught the guy she was seeing on a date with another woman after he told her he was sick.


CONNECT WITH ALLY

on Instagram

THANKS TO OUR SPONSORS

😎 Zenni: Get 15% off your first order and free shipping on orders over $65

MORE FROM DATING INTENTIONALLY

Date Tracker: Start your 7-day free trial! (iOS link)

Take the quiz: What's holding you back in dating?

Say hi on Instagram

Submit a dating dilemma

Book a 1:1 with me

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

300. How to Stop Trying to Control Everything in Your Love Life (Dating Dilemmas)22 Sep 202600:36:37

Dating comes with a lot of frustrating uncertainty. You can’t know if attraction will grow, whether someone will choose the relationship, or how another person will react when you tell them the truth. In this special 300th episode of Dating Intentionally, I’m answering your dating dilemmas about what happens when you want certainty, but the situation simply can’t give it to you yet.

We’re getting into four dating dilemmas:

  1. How long should you give someone to warm up physically when you’re tired of making the first move?
  2. What do you do when you’ve been telling little lies to make someone like you and now the relationship is getting more serious?
  3. Should you give a longtime friend a romantic chance when you’re not sure the attraction is there?
  4. How long do you wait when your partner says they need to “figure things out”?

I’m talking about...

  • Why trying to control the outcome can actually make dating harder
  • How to tell the difference between accepting someone’s pace and ignoring your own needs
  • Why self-worth can affect how honestly you show up when you really like someone
  • What to do when you’re curious about someone but don’t feel an immediate spark
  • Why you don’t need to play out an entire relationship in your head before you’ve even gone on one date
  • What “figuring things out” should actually look like inside a relationship
  • How to make dating decisions when you have no idea how the story will end

And because this is episode 300, I’m ending with a rapid-fire Q&A covering questions like: What’s the most underrated green flag? How do you stop obsessing over someone after it ends? Should you give up if they cancel twice without rescheduling? How do you tell someone you don’t want to text all day? And how do you stay unbothered when you know the person you’re dating is seeing other people too?


Submit a dating dilemma


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MORE FROM DATING INTENTIONALLY

Date Tracker: Start your 7-day free trial! (iOS link)

Take the quiz: What's holding you back in dating?

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Book a 1:1 with me



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299. How to Stay Open When You’re Fed Up With Dating w/ Serena Kerrigan18 Sep 202600:50:02

What if dating felt less like a stressful search for your person and more like an experience you could actually enjoy? In this episode, I’m talking with Serena Kerrigan, creator and author of Let’s Fucking Date, about lowering the stakes in dating, stopping the need to control the outcome, and staying open to connections that don’t look exactly how you expected.

Serena shares how meeting her boyfriend challenged her assumptions about age, success, and what the “right” partner should look like, plus the mindset shifts that helped her stop overmanaging her dating life and actually enjoy it.

We’re getting into how to...

  • Use Serena’s “potential, practice, or plot” framework to make every date feel worthwhile
  • Stop putting so much pressure on every first date to become something
  • Stay open to people who don’t fit the picture you had in your head
  • Tell the difference between showing interest and doing too much
  • Give someone enough space to actually reveal how interested they are
  • Let go of control when dating feels uncertain
  • Get out of your comfort zone when your dating life feels stagnant
  • Stop treating self-improvement like a formula that guarantees you a relationship
  • Know when an “ick” is meaningful and when you might need to get a grip
  • Date with a more abundant mindset when age and timelines are stressing you out


THANKS TO OUR SPONSORS

😎 Zenni: Get 15% off your first order and free shipping on orders over $65

MORE FROM DATING INTENTIONALLY

Date Tracker: Start your 7-day free trial! (iOS link)

Take the quiz: What's holding you back in dating?

Say hi on Instagram

Submit a dating dilemma

Book a 1:1 with me

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

298. 7 Dating Mistakes That Make Finding a Relationship Take Longer15 Sep 202600:28:13

Feel like you're done wasting time on the wrong connections? I get it! In this episode, I'm breaking down seven of the most common mistakes I see people make in early dating, from dating someone's potential and staying in situationships to taking constant dating breaks, avoiding uncomfortable conversations, and being pen pals. I'm also sharing what to do differently so you can protect your time and energy and get closer to the relationship you actually want.

In this episode, you'll learn:

  • Why dating someone's potential can keep you invested way too long
  • How staying in a situationship can delay you from finding your person
  • Why constantly taking breaks from dating may be slowing you down and what to work on instead
  • How speaking up about small issues early can reveal someone's ability to handle conflict
  • What it means to date from your "back foot" and why it's a time waster
  • Why texting for weeks before meeting can create false intimacy
  • How to recognize red flags without confusing them with preferences
  • Why getting curious about someone's behavior can help you make better decisions sooner
  • How to stay grounded in who someone is today instead of who you hope they'll become

Plus, I answer a dating dilemma from a 40-year-old man who just learned that his new girlfriend occasionally smokes cigarettes and he's not sure what to do.

Ready to date with intention? Start your 7-day free trial of Date Tracker at thedatetracker.com! (iOS link)

MENTIONED IN THIS EPISODE

Ep 260 - How to end a situationship

Ep 186 - Tips for taking a dating break

Ep 286 - Balancing effort in early dating

Ep 192 - Sneaky red flags in early dating

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MORE FROM DATING INTENTIONALLY

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297. Hidden Ways Low Self-Worth Shows Up in Dating (And How to Change It) w/ Dr. Marisa G. Franco11 Sep 202600:55:01

How much is your self-worth affecting the way you date? In this episode, I’m talking with psychologist and author Dr. Marisa G. Franco about how our past experiences can shape what we believe we deserve, how we interpret rejection, and even our ability to accept love from someone who genuinely likes us. We’ll also explore what it means to build self-worth and how to stop dating from a place of fear and start going after what you want.

We’re getting into how to...

  • Understand the difference between self-esteem and self-worth
  • Recognize when you’re dating to avoid rejection instead of pursuing what you want
  • Understand why rejection hits some people so much harder than others
  • Identify old experiences that may still be shaping how you see yourself
  • Stop assuming someone doesn’t like you when there’s no evidence they don’t
  • Build self-worth by paying attention and responding to your emotions
  • Know when you’re seeking healthy reassurance versus outsourcing your worth to a partner
  • Navigate dating when you don’t feel completely confident or worthy yet


MENTIONED IN THIS EPISODE

Worth: The New Science of Self-Esteem and Secure Attachment by Dr. Marisa G. Franco

Marisa's website

THANKS TO OUR SPONSORS

😎 Zenni: Get 15% off your first order and free shipping on orders over $65

MORE FROM DATING INTENTIONALLY

Ready to date with more confidence? Start your 7-day free trial of Date Tracker! (iOS link)

Take the quiz: What's holding you back in dating?

Say hi on Instagram

Submit a dating dilemma

Book a 1:1 with me


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296. How to Spot (and Break) the Dating Patterns Keeping You Stuck08 Sep 202600:29:27

There's a reason you keep dating the same people in different fonts: it's your dating patterns.

In this episode, I'm sharing the three patterns I discovered while tracking my own dating life, how they were getting in the way of the relationship I actually wanted, and what I did differently once I could finally see them. I'm also walking you through a simple way to identify your own patterns and turn them into experiments so you can start getting different dating results.

In this episode, you'll learn:

  • What dating patterns actually are and how they can quietly influence who you choose and how you behave
  • Common patterns like getting attached too quickly, chasing unavailable people, staying too long, or writing people off too soon
  • The three dating patterns I discovered in my own dating life
  • Why I stopped rushing physical intimacy and started approaching sex differently
  • How I realized I was trying to earn affection instead of evaluating whether someone was right for me
  • Why consistency can feel less exciting when you're used to chasing someone's attention
  • How tracking my dates helped me spot behaviors I couldn't see in the moment
  • How to turn your own dating patterns into small experiments that help you make different choices

Plus, I answer a dating dilemma from a 41-year-old man figuring out how to start dating again after a 13-year marriage—and how to avoid falling back into old people-pleasing habits.


Ready to date with more confidence? Start your 7-day free trial of Date Tracker! (iOS link)


MENTIONED IN THIS EPISODE

Episode 277 on IRL dating

What my date tracking note looked like & the emoji key

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295. How to Give Someone a Chance Without Settling w/ Jordanne Sculler04 Sep 202600:57:27

How do you stay open-minded in dating without settling for less than what you want? And what happens when someone treats you well, checks a lot of the important boxes, but something still feels… off?

In this episode, I’m joined by licensed therapist Jordanne Sculler to talk about the messy, nuanced parts of dating that don’t fit neatly into a set of rules. We unpack why familiar relationship dynamics can feel more attractive than healthy ones, why self-awareness alone doesn’t always break old patterns, and how to tell when you’re honoring your needs versus shrinking yourself to keep someone around.

Listen for...

  • How to be open in dating without lowering your standards
  • Why dating checklists can get in the way of real connection
  • The difference between self-soothing and suppressing a legitimate need
  • Why someone healthy might initially feel uncomfortable or unfamiliar
  • How to stop focusing so much on whether someone likes you and ask whether you like them
  • What dating disappointment can bring up about your self-worth
  • How social media can reinforce negative stories about dating
  • Grieving the relationship or life timeline you thought you’d have by now
  • Why processing disappointment is different from simply “getting over it”
  • How Jordanne met her husband after initially writing him off


And at the end, we answer a dating dilemma from a woman wondering if she made a huge mistake by ending things with a great guy who didn’t feel like her person.


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294. 5 Tiny Habits That Will Transform Your Dating Life01 Sep 202600:30:55

In this episode, I'm sharing 5 tiny habits that can help you get better dating results, feel more confident and in control, and make dating a little more enjoyable. We’ll talk about how to make decisions without endlessly second-guessing yourself, learn from your dates, show interest without playing games, protect your mindset from dating negativity, and get clear on intentions early.

In this episode, we cover:

  • How being more decisive can build confidence and self-trust
  • Why tracking and reflecting on your dates can help you spot patterns and learn what actually works for you
  • How to show interest when you're interested without playing it cool or worrying about “double texting”
  • Why opting out of negative dating narratives can help you stay open and hopeful
  • How bringing up your intentions early can help you avoid confusion, situationships, and wasted time
  • Dating habits from the Dating Intentionally community that helped people stay grounded and keep going
  • A dating dilemma about bad timing, competing connections, and whether being direct after two dates was “too much”


Ready to date with more confidence? Start your 7-day free trial of Date Tracker! (iOS link)


MENTIONED IN THIS EPISODE

Episode 286 - If they wanted to they would? The truth about effort in dating

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293. Why What Happens After The Date Matters Most (First Date Vibe Check)28 Aug 202600:42:46

What can you learn from a first date that was just okay? And why does what happens after the date sometimes tell you more than the date itself? This is another episode of First Date Vibe Check, where I bring on a listener to walk me through a recent first date, from matching and messaging to the date itself, the post-date feelings, and what happened next.

This time, I’m talking to Katelyn (39), a single mom looking for a long-term relationship. She met “Trey” on Facebook Dating, moved the conversation over to Instagram, and eventually went on a two-hour dinner date.

We’re getting into:

  • Why she prefers active first dates over dinner
  • How she uses Instagram in her dating life
  • The green flags she looks for in dating app conversations
  • How she realized she wasn’t actually that excited about him
  • Why feeling safe and having a “good enough” time doesn’t automatically mean you should go on a second date
  • The post-date interaction that gave her a whole new data point
  • Her firm boundary around second dates at home
  • How she decides whether to give someone another chance
  • And how to spend less time on the apps while getting to the date faster

Plus, Katelyn shares her best advice for staying positive when dating feels like a never-ending series of almosts.


MENTIONED IN THIS EPISODE:

Want to break down a first date with me on the pod? Apply here.

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292. Getting Back Into Dating? How to Start Without Losing Your Mind (Throwback)25 Aug 202600:25:14

Whether you’re newly single, coming out of a long-term relationship, or you’ve simply been out of the dating world for years, getting back into dating can feel overwhelming. The apps have changed, the dating culture has changed, and you may have changed, too. In this episode, I’m breaking down how to get back into the dating scene with less pressure, more confidence, and a whole lot more perspective. Think of this as your dating bestie’s guide to getting your feet wet again without expecting yourself to immediately find your future spouse.

Listen for:

  • How to know if you’re actually ready to date
  • Why your first goal should simply be going on a date, not finding a relationship
  • How to lower the stakes
  • Why awkward, boring, or unsuccessful dates are actually part of the process
  • The different ways to meet people to date
  • How to manage fears around rejection, inexperience, being judged, or someone changing their mind
  • Why you need to stop getting ahead of yourself
  • How journaling, setting intentions, and finding ways to feel confident can make the process feel more manageable
  • The biggest lessons I learned when I jumped back into dating after a six-year relationship


And I'm sharing a new dating dilemma at the end about trying to figure out whether someone wants kids before you date them.


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291. Are No Red Flags a Green Flag? (First Date Vibe Check)21 Aug 202600:35:20

If someone doesn't have any red flags, is that a green flag? This is the third episode of First Date Vibe Check, where I bring on listeners who are actively dating to walk through a recent first date with me, from how they met and planned the date to what actually happened and how they felt afterward.

This time, I'm talking to Jenny, a 27-year-old in the UK who is relatively new to dating and using it to build confidence, meet people, and figure out what she actually wants. She met "Steve" on Breeze, an app that skips the messaging and gets you straight to the date. We're getting into her unconventional first-date setup, the venue that had absolutely no vibe, the spontaneous bar-hopping that followed, and the green flags and amber flags she noticed along the way.


MENTIONED IN THIS EPISODE:

Want to break down a first date with me on the pod? Apply here.

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290. You Don't Need Certainty to Make a Good Dating Decision (Dating Dilemmas)18 Aug 202600:27:07

How much information do you actually need before you make a decision in your dating life? In this episode, I’m answering four real dating dilemmas that all come down to that one question.

We’re talking about dating two people and not knowing who to choose, deciding whether a sexual-health disclosure is a deal breaker, trying to figure out whether a struggling relationship is still worth fighting for, and realizing in hindsight that someone wasn’t quite who you thought they were.

The common thread? You’re rarely going to get 100% certainty in early dating. Instead, you have to learn how to gather information, stay connected to your values, and make decisions based on what you actually know, not what you wish you knew.

Submit a dating dilemma

In this episode:

  • How to choose between two people without turning dating into a competition
  • What to do when someone discloses an STI and you’re unsure how you feel about it
  • How to tell when someone is overwhelmed by life versus no longer prioritizing the relationship
  • What to make of someone who seems great at first but gradually reveals a very different side of themselves
  • Why you should evaluate people against your own needs, not against each other
  • How to make good dating decisions without waiting for perfect certainty


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289. Is It Bad If A First Date Feels Too Easy? (First Date Vibe Check)14 Aug 202600:40:56

What if a first date is too easy and comfortable? This is the second episode of First Date Vibe Check, where I bring on listeners who are actively dating to walk through a recent first date with me, from how they met and planned the date to what actually happened and how they felt afterward.

This time, I'm talking to Carol Ann, a 47-year-old single mom in the Midwest who met Zach on Hinge after taking a several-month break from dating. We're getting into her dating-app approach, the messaging that led to this first date, and how she's learned to trust her body. Carol Ann also shares her thoughts on the spark, the green flags she noticed along the way, and what happened after. Stay tuned for her update at the end.


MENTIONED IN THIS EPISODE:

Want to break down a first date with me on the pod? Apply here.

Get the Date Tracker app so you can do your own vibe checks!

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288. Why Relationships Keep Ending at 3 Months (Is It You or Them?)11 Aug 202600:28:28

Why do so many relationships seem to fall apart at around three months? You finally feel like things are going somewhere, and then suddenly, something shifts. In this episode, I'm breaking down the “three-month cliff” and what’s really happening when a promising relationship suddenly fizzles, pulls back, or ends.

We’ll talk about:

  • The 3 biggest reasons relationships fall apart around three months
  • How to tell whether it’s a genuine incompatibility, a commitment issue, or simply a lack of chemistry
  • Signs that it's you or them (depending on the situation)
  • How to actually make it past the three-month mark
  • Why a three-month relationship that ends is NOT a failure

Plus, I answer a dating dilemma from a 43-year-old man who is worried about eventually outliving his future partner.


MENTIONED IN THIS EPISODE

Episode 285 with Chris Rackliffe about codependency

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287. When a First Date Feels More Friendly Than Flirty (First Date Vibe Check)07 Aug 202600:41:32

This is the first episode of a new series called First Date Vibe Check, where I bring on listeners who are actively dating to walk through a recent first date with me - how they met, how the date got planned, what actually happened, and how they felt afterward.

First up is Savannah, a 30-year-old middle school teacher in California who's had a wild six months, including discovering the boyfriend she'd been dating for three months had a wife. We're discussing everything from why speed dating rebuilt her dating confidence to sending the first message when nobody reaches out to the exact moment a good first date starts to get awkward. Savannah also shares the shift that took the pressure off her first dates: you don't need to feel romantic feelings on date one; you just need to feel safe and curious.

MENTIONED IN THIS EPISODE:

Want to break down a first date with me on the pod? Apply here.

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286. If They Wanted To, They Would? The Truth About Effort In Early Dating04 Aug 202600:26:35

When you’re always the one texting first, planning the dates, and keeping a connection moving forward, it’s easy to start wondering: do they actually like me, or am I doing all the work?

In this episode, I’m breaking down the truth about effort in dating: why some people initiate more than others, what someone’s effort actually tells you about their interest, and how to stop spiraling when someone goes quiet.

Tune in for...

  • What effort and initiation actually look like in dating (and why they matter)
  • The real reasons someone might not initiate, and why the reason doesn’t change what you do next
  • The one question to ask yourself when dating feels one-sided: do you want clarity, connection, or desire?
  • The “I can’t tell” text and exactly when to send it
  • Why “if they wanted to, they would” is complicated dating advice
  • The difference between having standards, setting boundaries, and trying to control someone’s behavior
  • Why initiation chicken and wanting to be chased can keep you stuck
  • How multi-dating helped me stop investing in people who weren’t showing up
  • How to tell the difference between a normal imbalance in effort and a connection that isn’t reciprocal

Whether you’re carrying a connection for a few weeks, wondering why you’re always the one making plans, or staring at your phone trying to figure out what their silence means, this episode will help you stop decoding their behavior and start paying attention to what their effort is showing you.

At the end, I tackle a dating dilemma from a man who reconnected with someone he dated 18 years ago and has spent two months texting without ever meeting up.

MENTIONED IN THIS EPISODE

Book a 1:1 with me

Close The Loop text templates

Free texting guide

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285. Why You Lose Yourself When You Start Dating Someone w/ Chris Rackliffe31 Jul 202600:58:43

Do you tend to go all in when you like someone, to the point where you've lost touch with your own life a bit? I'm chatting with Chris Rackliffe, an anxious attachment coach and author of Needy No More: The Journey from Anxious to Secure Attachment, who's helped thousands of people heal from patterns of trauma, abandonment, and codependency. We're getting into why we lose ourselves in dating and what to do about it.

We cover:

  • The earliest signs you're starting to abandon yourself when you meet someone new
  • Why resentment is the clearest signal a compromise has tipped into self-betrayal
  • Chris's framework for codependency
  • Why guilt is proportional to how long you've been overriding your own needs
  • His concept of emotional diversification, and why spreading out your sources of connection is a protective strategy, not just something nice to have
  • How to apply this whether you're in early dating or an established relationship
  • Whether opposite sleep schedules are actually a dealbreaker

At the end, we tackle a dating dilemma about whether opposite sleep schedules are a dealbreaker.


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284. Rejected? Here's How to Bounce Back Faster In Early Dating28 Jul 202600:29:20

Rejection doesn't have to destroy your confidence or convince you that you'll never find your person. In this episode, I'm sharing how to bounce back faster after getting rejected, ghosted, or hearing "there wasn't a spark." We'll talk about why rejection feels so personal, how to stop the anxiety spirals before they take over, and the mindset shifts that will help you keep your self-worth intact while continuing to date intentionally.

Tune in for...

  • Why rejection feels so much bigger than it actually is
  • How to stop telling yourself hopeless stories after a "no"
  • The 24-hour rule for bouncing back faster
  • Practical ways to stop anxiety spirals after rejection
  • What to say when someone rejects you (and what not to say)
  • Why rejection isn't a reflection of your worth
  • The questions to ask yourself instead of "What's wrong with me?"
  • My own experiences navigating rejection while dating


Whether you've been ghosted before a first date or rejected after a few months of dating, this episode will help you move forward with more confidence and resilience.

MENTIONED IN THIS EPISODE


Instead of asking "what's wrong with me," get curious and reflect on these questions:

  • Am I consistently pursuing people who aren't available or aren't looking for the same thing?
  • Am I showing up as myself, or am I trying to earn someone's approval?
  • Am I choosing people based on mutual interest, or am I getting attached to potential before they've shown consistent effort?
  • Am I overlooking signs that someone isn't able to meet me where I am?
  • Am I being curious, showing interest, and being direct, or am I playing games to get their attention?
  • Am I owning who I am, or leading with my insecurities?



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283. Relationship Compatibility: What Science Says Actually Matters w/ Paul Eastwick 24 Jul 202600:55:34

Is someone being "out of your league" even a real thing? In this episode, I'm chatting with relationship scientist and author Paul Eastwick (Bonded by Evolution: The New Science of Love and Connection) to unpack the science of mate value, why matchmaking based on shared traits almost never works, and what actually predicts compatibility (it's not the traits on your list).

From decoding your own dating patterns to knowing when attraction is genuinely going to grow, this conversation is packed with practical, research-backed advice for anyone who feels stuck comparing partners against a checklist.

In this episode, we cover:

  • Why what you say you want in a partner doesn't predict who you actually choose
  • The truth about mate value and dating "out of your league"
  • Why matchmaking based on shared traits and interests rarely works
  • What actually predicts long-term compatibility (hint: it's not a trait)
  • Why attraction often grows slowly instead of hitting all at once
  • Whether a strict list of dealbreakers helps or hurts you


At the end, we tackle a dating dilemma about a situationship where trust was broken, and whether it's worth trying to repair it.


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Love Factually podcast

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282. Flaky Dates, Slow Texters and Catching Feelings When It's Casual (Dating Dilemmas)21 Jul 202600:25:33

Dating today can be a mess, and so much of that mess stems from confusion, uncertainty, and ambiguity showing up in ways that just infuriate us. In this episode, I'm answering four listener dating dilemmas that each capture a different flavor of that chaos, from the planning-phase ghost to the partner whose humor crosses a line to the slow fade that sends you spiraling over someone you barely know. These aren't rare, one-off situations either. I hear versions of these same four patterns constantly, which is exactly why I wanted to break them down together. I'm covering:

  • What to do when a guy keeps initiating dates that never actually happen
  • Why a plan without a set time, date, and location usually isn't a real plan at all
  • How to know if you're being "managerial" by helping plan a date, or just being reasonable
  • How to handle a new boyfriend whose "jokes" cross a real line
  • What it means when a partner says the only way to be with you is to suppress part of himself
  • Whether to say something when a casual connection's slow responses start to bother you
  • How much effort is reasonable to expect when you're not looking for anything serious
  • How to hold onto your sense of self when someone goes quiet after a great phone call
  • How to tell the difference between an old trigger and an actual red flag in the moment


For each one, I give you the exact tweak I'd make if I were in your shoes, along with the bigger pattern underneath so you can spot it before it drains you again. My hope is that you walk away from this episode more decisive, less likely to spiral, and a little more convinced that most of this isn't actually about you.


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281. Why Closure Is a Lie (And What Actually Helps You Heal) w/ Kelsey Darragh17 Jul 202600:54:02

How do you actually get over a breakup, and why does it feel so impossible? In this episode, I'm chatting with author and mental health advocate Kelsey Darragh to unpack the science of heartbreak, why no-contact is so difficult, and what actually helps you move forward after a breakup (It's not the closure moment you think it is).

From healing after a long-term relationship to knowing when you're ready to date again, this conversation is packed with practical advice for anyone struggling to let go of an ex or rebuild trust in love.

In this episode, we cover:

  • Why the story you tell yourself about your breakup matters
  • The psychology behind no-contact (and how to stick with it)
  • The truth about where closure comes from
  • How to know when you're ready to date again
  • Heartbreak vs. mental health: when to seek extra support
  • Whether you should tell a new partner about mistakes you've made in past relationships

At the end, we tackle a dating dilemma about whether you need to disclose past cheating before entering a new relationship.


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280. How to Vet Someone Before a First Date (Without Overthinking)14 Jul 202600:27:17

Not sure who's worthy of a first date? In this episode, I'm sharing my exact process for deciding who gets a first date, including the one screening step I wish I'd done more of before meeting people in person.

  • The 3 questions to ask yourself before meeting someone
  • What's actually worth paying attention to on a profile (and what to ignore)
  • Why over-vetting someone like a job interview backfires
  • How texting for too long creates a false sense of intimacy
  • Why a quick phone or video screening call beats weeks of DMs
  • How vetting works differently when you meet someone offline vs. on the apps


At the end, I tackle a dating dilemma from a woman whose boyfriend of three months lied about his age.


MENTIONED IN THIS EPISODE

How to nail a first date from start to finish


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Love Island Lessons: Breadcrumbing, Exclusivity & Waiting for Them to Change (Week 6)13 Jul 202600:14:35

It's finale week, which means we're wrapping up this season of Love Island Lessons with five final dating takeaways from Love Island USA Season 8. In this episode, I'm breaking down why exclusivity has a place in modern dating (and why it's not the same as being in a situationship), how to recognize breadcrumbing before you get emotionally invested, and why waiting for someone to change is one of the biggest traps you can fall into. I also share my thoughts on what the compatibility challenge got wrong and why meeting the family is such a meaningful milestone in a relationship. Plus, we recap the finale couples, the winners, and the biggest dating lessons from the villa.


MENTIONED IN THIS EP

Tips for meeting the parents (and other relationship firsts)

How to tell if you're compatible before you catch feelings


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279. Dating Habits That Actually Lead to Relationships w/ Moe Ari Brown10 Jul 202600:50:34

In this episode, I sit down with Hinge's Love & Connection Expert, licensed marriage and family therapist Moe Ari Brown, to unpack what Hinge's latest LGBTQIA+ D.A.T.E. Report reveals about modern dating. We dive into why so many first dates feel like they're going nowhere, the surprising "question deficit" that's making it harder to build connection, and why clarity is becoming one of the most attractive qualities in dating today.

You'll learn...

  • Why so many people aren't asking enough questions on dates and how it's impacting attraction.
  • The best first date habits that actually lead to stronger connections.
  • What Hinge's latest dating research reveals about how dating is changing in 2026.
  • Why uncertainty is making people more intentional about what they want in a partner.
  • The difference between saying you're emotionally available and actually showing it.
  • How to communicate your intentions without killing the vibe.
  • Why consistency matters more than grand romantic gestures.
  • The case for embracing a slow burn
  • How to build attraction through curiosity, clarity, and genuine connection.
  • A listener dating dilemma: What do you do when you have a crush on your non-binary friend and can't tell if the feelings are mutual?


Whether you've been frustrated by awkward first dates, mixed signals, or conversations that never seem to go anywhere, this episode will give you practical insights—and a fresh perspective on what actually helps relationships get off the ground.


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278. Summer Dating Tips: Keep Your Momentum When Everyone's Traveling07 Jul 202600:33:41

Summer dating is the best, IMO. Vacation flings, coordinating dates when everyone's going away, dating app struggles and more - we get into it all in this guide to dating in the summer. At the end, I tackle a dating dilemma about a promising Hinge connection that fizzled out after both people traveled, and how to tell the difference between someone losing interest and your own anxiety talking.

You'll learn...

  • The conversation you need to have before you/they travel
  • The biggest dating app mistake to avoid in the summer
  • My tips for getting to the date quickly even when people's schedules are crazy
  • Advice for deciding to take a break (or not) this summer
  • How to navigate a vacation romance without the heartbreak and drama


MENTIONED IN THIS EP

Ep 277 with Camille Virginia about meeting people IRL

Ep 249 with Eric Resnick about revamping your dating app profile

Ep 186 on how (and when) to take a dating break

The waitlist for Date Tracker, my new dating journaling app coming soon!


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Love Island Lessons: Bad Friend Advice, Exclusivity Tips & Broken Trust (week 5)06 Jul 202600:15:51

Movie Night brought the drama and lots of lessons to learn about dating. I’m watching Love Island USA Season 8 to draw real-life dating lessons from it. This week (Episodes 23–29), I’m breaking down why feeling stressed more often than at peace is a major red flag, why even well-meaning friends can give terrible dating advice, and why you should check in with a friend before pursuing someone they're interested in. I also get into a better way to have the exclusivity conversation, what it actually takes to rebuild trust after betrayal, and why "fixing" a relationship is never one person's job. Plus, I share my thoughts on the aftermath of Movie Night and what all the chaos can teach us about healthy relationships.


MENTIONED IN THIS EP

Tips for becoming exclusive in dating

How to define the relationship


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277. Get Asked Out & Become More Approachable w/ Camille Virginia03 Jul 202600:49:16

Approachability is a skill you can learn. I'm chatting with Camille Virginia, author of The Offline Dating Method and founder of Master Offline Dating, who went from a socially anxious introvert to one of the leading voices on meeting people in real life. I LOVE her book and this convo was so helpful.

We get into:

  • Where "high quality" like-minded single people are (and why you keep missing them)
  • The limiting beliefs holding you back more than a lack of single people
  • How to create a meaningful connection before you ever ask someone out
  • Reading the signals that someone is open to being approached
  • Sending signals that you're open to being approached

At the end, we tackle a dating dilemma about how to safely and gracefully exit a date that's gone wrong.


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276. Are You Compatible? How To Tell Before You Get Too Attached30 Jun 202600:27:04

In this episode, I'm getting into how to gain more certainty in dating by figuring out if you're actually compatible with someone before you're in too deep emotionally. I'm breaking down the three tiers of compatibility (the big stuff, the important stuff, and the emotional stuff), the five things to look for in the first month of getting to know someone, and three ways to actually start building compatibility early on instead of waiting around to "discover" it. I also do a quick gut check for anyone seeing someone right now, plus why chemistry alone can never carry a relationship long-term and how Johnny and I built our own little love languages over time. At the end, I tackle a dating dilemma from a woman whose date ghosted her after they slept together on date two.


MENTIONED IN THIS EPISODE

Download 90+ dating questions


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Love Island Lessons: Casa Amor, Toxic Attachment & False Hope (week 4) 27 Jun 202600:17:56

Casa Amor has officially arrived, and it exposed exactly why so many dating connections fall apart. I’m watching Love Island USA Season 8 to pull real-life dating lessons from the villa. This week (Week 4, Episodes 16–21), I’m breaking down why scorekeeping is a losing strategy, what having high standards actually looks like, and why asking about someone else's dating life too early can backfire. I also get into the red flag behind "I was just joking," why toxic attachments can feel stronger than healthy connections, and how hope can keep us stuck in relationships that aren't actually right for us. There's a lot to unpack after Casa Amor.


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275. Male POV: "If he's not making plans, it doesn't mean anything." w/ Jacob Lucas26 Jun 202600:52:04

I'm chatting with Jacob Lucas, a dating coach who went from the boxing world to building a huge online following, helping people date with intention. We're discussing everything from his "love at first sight" story with his wife (and why he didn't act on those intense early feelings) to the difference between your gut instinct and your anxiety, to why some people text constantly but never actually make plans. Jacob also breaks down how to invite physical touch rather than force it, and why the right person never gets scared off by your boundaries. At the end, we tackle four listener dating dilemmas about long-distance dating with a busy partner, shooting your shot a second time, handling a too-touchy first date, and what to do when the conversation never goes below the surface.


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274. 10 Green Flags You Can Spot On The First 3 Dates23 Jun 202600:30:37

How much can you really know about someone after three dates? Not enough to know if they're your forever person, but definitely enough to spot signs that they're worth continuing to get to know. In this episode, I'm breaking down 10 green flags to look for on the first few dates that tell you to keep going! We'll talk about the difference between real green flags and behaviors that only look promising, why consistency matters more than chemistry, and how to tell whether someone's actions actually match their words.

You'll learn:

  • The #1 green flag that creates connection quickly
  • Why initiative and follow-through are different (and why you need both)
  • How to tell if someone is rushing the connection
  • The role consistency plays in building trust
  • What someone's relationship history can reveal about them
  • Why feeling calm around someone is often a better sign than feeling a spark
  • Green flags submitted by listeners from their own dating experiences
  • Behaviors that seem like green flags—but aren't


Plus, I answer a Dating Dilemma from a listener whose partner struggles with emotional conversations and discuss how couples can navigate different comfort levels around difficult feelings.


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Love Island Lessons: Rushing Sex & Why It Won’t Work Out (Week 3)21 Jun 202600:17:02

Things are not looking good for the islander's connections, and we can learn a lot about dating just from spotting the early signs things won't work out. I’m watching Love Island USA Season 8 to pull real-life dating lessons from the villa. This week (Week 3, Episodes 10–15), I’m breaking down what happens when you rush physical intimacy too soon, why emotional repair breaks down in early relationships, and how defensiveness can quietly destroy a connection before it ever has a chance. I also get into the importance of multi-dating in early stages, why slow-burn connections built on friendship can actually be stronger than instant chemistry, and how extreme highs and lows are often a huge red flag. So much to unpack here.


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273. Limerence vs Love: Why Uncertainty Makes You Want Them More w/ Amanda McCracken19 Jun 202600:50:45

I'm chatting with Amanda McCracken, author of When Longing Becomes Your Lover, about the psychology term taking over dating culture: limerence. We're discussing everything from the difference between a crush and full-blown limerence to how ADHD can fuel the dopamine chase, why distance and uncertainty make feelings burn brighter, and how Amanda finally took her real-life crushes off the pedestal. Amanda also shares how she identified as a late-in-life virgin into her forties, and how she eventually built the secure, "boring," trusting relationship she once avoided. At the end, we tackle a dating dilemma about a casual hookup that turned into real feelings, right before he moved several states away.


MENTIONED IN THIS EPISODE

Book: When Longing Becomes Your Lover: Breaking from Infatuation, Rejection, and Perfectionism to Find Authentic Love

Amanda's work: www.amandajmccracken.com

Instagram: @AmandaJMcCracken

Podcast: The Longing Lab


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272. “Am I Overreacting or Are They Just Not Interested?” (Dating Dilemmas)16 Jun 202600:26:54

We have five new dating dilemmas! I'm answering listener questions about uneven effort, intense early connections, addiction recovery, confusing endings, and relationships that move way too fast.

I get into...

  • What it means when you're always the one initiating dates
  • How to tell the difference between interest and investment
  • Why we ignore red flags when we're excited about someone
  • The mistake people make after noticing a shift in someone's behavior
  • Whether it's too risky to date someone in addiction recovery
  • If sending a "close the loop" text is actually worth it
  • What to do when a new relationship is moving at lightning speed
  • Why trying to decode someone's feelings often keeps you stuck


If you've ever found yourself wondering, "am I overreacting?" or spending more time analyzing someone's behavior than evaluating whether the relationship is working for you, this episode is for you.


MENTIONED IN THIS EPISODE

Free dating FAQ guide: datingintentionally.com/gift

Close the loop text templates on IG


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Love Island Lessons: Falling For Potential & Empty Promises (Week 2)14 Jun 202600:12:45

What can we learn about dating from Love Island? Turns out - a lot. I'm watching Love Island USA Season 8 to pull real-life dating takeaways from the villa. This week (episodes 5-9), I'm getting into early dating expectations, knowing your needs, and how important it is to let someone show you who they are. Actions speak louder than words every time. I also talk about how people pleasing can be harmful and why it's GOOD that secure relationships feel boring. So much to unpack here.


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271. How to Attract a Securely Attached Partner w/ Dr. Amir Levine12 Jun 202600:54:27

Have you read or heard of the book Attached? I'm chatting with Dr. Amir Levine, psychiatrist, neuroscientist, and author of Secure and co-author of Attached, a book that has indefinitely changed my life. In this episode, we break down exactly how to attract and spot a securely attached person in early dating, and how to build more security in your life (whether you're in a relationship or not). At the end, we tackle a dating dilemma from a listener who flew across the country for a guy who then changed his mind.

You'll learn...

  • All about Dr. Levine's CARP and SIMI frameworks
  • Why CARP should be your new non-negotiable dating standard
  • How to do a "CARP intervention" early without it feeling like a big emotional conversation
  • Why a secure relationship is supposed to feel boring
  • The strategy for distancing yourself from someone who isn't meeting your standards
  • Why most of us already have secure people in our lives and keep ignoring them
  • How your attachment style can be totally different with different people (yes, even your pet)


MENTIONED IN THIS EPISODE

Secure by Dr. Amir Levine

Dr. Levine's website: amirlevinemd.com

Attachment Quiz

Dr. Levine's Masterclass: The Science Of Connection


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270. How to Nail a First Date From Confirming to Saying Goodbye (throwback)09 Jun 202600:35:30

In this episode, I'm walking you through everything you need to nail a first date, from confirming the time and getting in the right mindset to navigating the conversation, handling the check, and knowing whether to go in for the kiss. This episode originally aired in January 2024/ At the end, I tackle a new dating dilemma about a woman who's dating a guy who didn't acknowledge her birthday.

You'll learn...

  • Six mindset tips for a first date
  • My fave low-pressure first date questions
  • What to do when your date isn't pulling their weight
  • Who pays for the first date?
  • Why you should NEVER plan date two on date one


MENTIONED IN THIS EPISODE

90+ questions to ask your date!

My dating "rules" episode

Anti-Ghost text templates

Relationship Needs Masterclass - June 22 & 29


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Love Island Lessons: Being Chosen, Anxiety Meltdowns & Multidating (Week 1)07 Jun 202600:16:01

I’m Talia, host of Dating Intentionally, and I’m kicking off a six-week “Love Island Lessons” series alongside Love Island USA Season 8 (spoilers for episodes 1–4) to pull real-life dating takeaways from the villa. Tune in to hear me break down five key lessons about early dating we learned this week in the villa: why trying to be chosen keeps you stuck, how jumping to conclusions pushes people away and tips for navigating a dating culture where multi-dating is the norm. I'm sharing my biggest gripe about first interactions on the show, which can teach us how to have better first dates.

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269. Finding Love in Your 30s After 6 Years of Dating w/ Rachel Saslaw05 Jun 202600:47:56

I'm chatting with my best friend Rachel Saslaw, founder of Storytell NYC. She talks about how she spent six years actively dating before landing a committed relationship with an amazing match in an unexpected way. We're discussing everything from why she refused to subscribe to the "men suck" mentality to using dating as a training ground for self-discovery to the "flirting with life" energy that shifted everything. At the end, we tackle a dating dilemma about a guy who went quiet right before a planned first date, then resurfaced at the last minute with a long explanation.

YOU'LL LEARN...

  • Why hating men won't help you date men (same goes for men dating women!)
  • How to set a "minimum viable goal" for dating when your calendar is packed
  • Why the most aligned version of you is the one who attracts the right person
  • How to give a new person a blank slate after you've been burned
  • The case for grieving your single years and not racing past them
  • Why low-barrier first dates (the coffee walk) beat the high-stakes dinner


MENTIONED IN THIS EPISODE


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268. 3 Signs You're About To Commit To The Wrong Person02 Jun 202600:31:18

In this episode, I'm breaking down the 3 core mistakes that lead people to commit to the wrong person. It's not a broken picker or a shortage of good people out there. I'm covering why dating for potential keeps you stuck, what happens when you don't know or can't communicate your non-negotiable needs, and why ignoring your gut (which is quieter than anxiety) almost always backfires. I share my own stories from past relationships, what these mistakes actually look like in real time, and what to focus on instead, so you can choose someone you don't have to abandon yourself to keep.


MENTIONED IN THIS EPISODE

Download my free dating guides (texting, reflections, FAQ)

Relationship Needs Masterclass

How To Leave Your Situationship


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267. The Unexpected Truth About Finding Love Later In Life w/ Sandy Weiner29 May 202600:56:23

I'm chatting with Sandy Weiner, a dating coach who has spent 13 years helping people date after divorce, and started her own dating journey at 52 after leaving a 23-year marriage. We're discussing everything from knowing when you're actually ready to date again to navigating the "jaded factor" in midlife dating to having the dating conversation with your kids (at any age). Sandy also shares why being picky about what matters and wide open about what doesn't is the mindset shift most people miss, plus how she creatively meets people offline through meetups, classes, and even emailing her network with her dating profile. At the end, we tackle a dating dilemma from a 51-year-old single mom in a casual situation with a separated 43-year-old, and whether she should walk away or stay.


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