Dating Intentionally

Have you ever walked away from a date wondering if you should give it another shot or just move on? In this episode, I’m breaking down a simple three-part framework to help you decide whether to keep seeing someone in those crucial first few dates. I’ll share the exact questions I asked myself back when I was dating, including the ones that helped me recognize when it was worth going on a second (or even tenth) date, and when it was time to let go. I’ll also tell you why enjoying yourself matters more than “feeling the spark,” how to spot dealbreakers early, and why it’s okay to live in the uncertainty of not knowing yet. At the end, I answer a dating dilemma about how to bring up the subject of divorce and an ex when you’re a few months into something new. CONNECT WITH ME: ⁠⁠Ask a question for me to answer on the pod⁠⁠ ⁠⁠Slide into my DMs on IG @dating.intentionally!⁠⁠ MORE FREE ADVICE & CONTENT ⁠⁠Free guides⁠⁠ ⁠⁠⁠Get more dating advice from me on YouTube⁠⁠⁠ DATING COURSES ⁠⁠Master The Dating Apps⁠⁠ ⁠⁠How To Identify Your Needs ⁠⁠ SUPPORT THE POD ⁠⁠Rate on Apple⁠⁠ Learn more about your ad choices. Visit megaphone.fm/adchoicesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

In this second installment of Comparing Notes, I sit down with Ali Jackson, host of Finding Mr. Height, to talk about what often comes up around the six-month mark in a relationship. We get into the real stuff: when to start having check-ins, how to tell if someone could be marriage material, and what it means to settle into comfort and routine without losing the spark. We also explore deal breakers, financial conversations, traveling together, navigating family dynamics, and handling your first conflicts. You'll also hear both of our experiences with this milestone! Listen to Comparing Notes Pt 1 - all about the first 3 months of a relationship! Try Quince Bedding! Get FREE shipping CONNECT WITH ME: ⁠Ask a question for me to answer on the pod⁠ ⁠Slide into my DMs on IG @dating.intentionally!⁠ MORE FREE ADVICE & CONTENT ⁠Free texting templates & dating FAQ guide⁠ ⁠Get more dating advice from me on YouTube⁠ DATING COURSES ⁠Master The Dating Apps⁠ ⁠How To Identify Your Needs ⁠ SUPPORT THE POD ⁠Rate on Apple⁠ Learn more about your ad choices. Visit megaphone.fm/adchoicesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Ok, but what does ENM really mean? In this episode, I talk with Claire Perelman, a sex therapist, about what ethical non-monogamy (ENM) actually is (and isn't). We talk about different types of ENM (polyamory, swinging, open relationships, solo poly etc), “ethical” matters (consent, clarity, agreements), and how jealousy, anxiety, and attachment styles show up in real life. Claire shares her path to ENM, why opening a relationship won’t save a broken one, and the difference between adding sexual variety vs. building additional romantic bonds. Claire shares tips on what to ask on first dates to vet for real ENM (vs. cheaters), sexual health norms, pacing to avoid emotional whiplash, and how to decide if this lifestyle fits your values and nervous system. Listen to Claire's first episode on my show Follow Claire on IG Try Quince Bedding! CONNECT WITH ME: ⁠Ask a question for me to answer on the pod⁠ ⁠Slide into my DMs on IG @dating.intentionally!⁠ MORE FREE ADVICE & CONTENT ⁠Free texting templates & dating FAQ guide⁠ ⁠Get more dating advice from me on YouTube⁠ DATING COURSES ⁠Master The Dating Apps⁠ ⁠How To Identify Your Needs ⁠ SUPPORT THE POD ⁠Rate on Apple⁠ Learn more about your ad choices. Visit megaphone.fm/adchoicesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

In this episode, I delve into what it truly means to be “ready” to date vs ready for a relationship. There’s a big difference between, and most people confuse the two. I’ll share how to tell if you're ready to date or for a relationship (or both), what true dating readiness looks like, and why you don’t need to have every part of your life perfectly together before putting yourself out there. We’ll also talk about dating while still healing from a breakup, the myth of being “fully healed,” and the mindset shifts that make it easier to date with clarity and confidence. Plus, I’m sharing a practical checklist to help you gauge your own readiness and I answer listener questions about emotional availability and long-term intentions. ⁠⁠Check out Quince bedding!⁠ Episodes mentioned: Casual dating #178 Recovering from a break up #70 How to get closer to someone #189 QUESTIONS TO ASK YOURSELF Do I have space in my life for someone? Can I compromise and make decisions w/ someone else in mind? Can I say what I want out loud? When I picture a relationship, do I feel excited or dread? Do I want one because it fits my life right now, or just because I feel lonely or behind? Am I prepared to support someone else's goals, not just focus on myself? Do I know what I need in a partner? CONNECT WITH ME: ⁠⁠Ask a question for me to answer on the pod⁠⁠ ⁠⁠Slide into my DMs on IG MORE FREE ADVICE & CONTENT ⁠⁠Free texting templates & dating FAQ guide⁠⁠ ⁠⁠Get more dating advice from me on YouTube⁠⁠ DATING COURSES ⁠⁠Master The Dating Apps⁠⁠ ⁠⁠How To Identify Your Needs ⁠ SUPPORT THE POD ⁠⁠Rate on Apple⁠⁠ Learn more about your ad choices. Visit megaphone.fm/adchoicesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Discover the top 11 red-flag phrases that signal trouble in early dating. Learn what phrases like 'I don't like labels' and 'I'm not looking for anything serious right now' really mean. Find out how to address potential issues and set boundaries when faced with these red flags. The discussion also covers managing uncertainty in relationships and the importance of clarity regarding exes. Plus, hear about a listener's long-distance dilemma and celebrate dating wins from the audience!

I’m breaking down how to handle workplace crushes without risking your job or your peace of mind! I cover what the research says about how common office romances really are, why you should never date a boss or direct report, and the steps to take if you do want to pursue a crush at work, from grabbing a casual lunch to keeping it professional at the office. I also share my own story about dating at a summer job and answer a listener's dilemma about whether to shoot her shot with a coworker she clicked with at a conference. Check out Quince bedding! CONNECT WITH ME: ⁠Ask a question for me to answer on the pod⁠ ⁠Slide into my DMs on IG @dating.intentionally!⁠ MORE FREE ADVICE & CONTENT ⁠Free texting templates & dating FAQ guide⁠ ⁠Get more dating advice from me on YouTube⁠ DATING COURSES ⁠Master The Dating Apps⁠ ⁠How To Identify Your Needs ⁠ SUPPORT THE POD ⁠Rate on Apple⁠ Learn more about your ad choices. Visit megaphone.fm/adchoicesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

In this episode, I talk with writer and academic Kelly Coyne about intentional living, relationships, and what happens when traditional scripts around dating and marriage fall short. We explore women’s narratives, prenups, communication, gender norms, and the “quiet betrayals” that can erode long-term partnerships. From rethinking chivalry to building a circle of support, this conversation offers a fresh lens on creating sustainable, fulfilling relationships. Get 365 days of FREE shipping with Quince! Find Kelly on IG Kelly's writing CONNECT WITH ME: Ask a question for me to answer on the pod Slide into my DMs on IG @dating.intentionally! MORE FREE ADVICE & CONTENT Free texting templates & dating FAQ guide Get more dating advice from me on YouTube DATING COURSES Master The Dating Apps How To Identify Your Needs SUPPORT THE POD Rate on Apple Learn more about your ad choices. Visit megaphone.fm/adchoicesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

In this episode, I’m breaking down 10 practical, low-pressure ways to build emotional closeness that feel fun, natural, and mutual so you’re not stuck carrying all the weight of “going deep.” I’ll show you how to connect through shared experiences, create emotional safety, and build trust without forcing heavy conversations, plus why emotional intimacy is more than just talking about your feelings. You’ll also hear a listener Q&A on oversharing, one-sided connection, and giving things time to develop, a Dating Dilemma on whether “too slow” is a red flag, and a Text Support breakdown of when not to offer a second date. LINKS MENTIONED: Get free shipping on Quince bedding and more!! Subscribe to my YouTube Channel Listen to episode 174 about new relationships/integration Try the 36 love questions Check out [The And] question cards - use code TALIA Agape question app CONNECT WITH ME: Ask a question for me to answer on the pod Slide into my DMs on IG @dating.intentionally! MORE FREE ADVICE & CONTENT Free texting templates & dating FAQ guide Get more dating advice from me on YouTube DATING COURSES Swipe, Match, Date - Master The Dating Apps How To Identify Your Needs 1-hr Class SUPPORT THE POD Rate on Apple Learn more about your ad choices. Visit megaphone.fm/adchoicesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Welcome to part 1 of Comparing Notes, a new mini series I'm doing with my friend, Ali Jackson of Finding Mr. Height! This entire series will cover the different stages of a new relationship: what to expect, what to focus on and how to get through it with grace. In this episode, we're deep diving into the first 3 months of a new relationship, talking about our own experiences and providing tons of tips and actionable advice. Even if you're currently single, knowing what's to come can help you focus on the right things early on. You'll learn what we wish we knew when we were in new relationships and so much more. Get free shipping on affordable bedding from Quince⁠ RELATED EPISODES: 174. Navigating relationship "firsts" 161. What starting a healthy relationship looks like after being single for 4 years w/ Ali Jackson 85. You're in a new relationship, now what? 79. How to manage emotional triggers in a relationship 49. 10 signs it probably won't work out in a new relationship CONNECT WITH ME: Ask a question for me to answer on the pod Slide into my DMs on IG @dating.intentionally! MORE FREE ADVICE & CONTENT Free texting templates & dating FAQ guide Get more dating advice from me on YouTube DATING COURSES Swipe, Match, Date - Master The Dating Apps How To Identify Your Needs 1-hr Class SUPPORT THE POD Rate on Apple Learn more about your ad choices. Visit megaphone.fm/adchoicesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Maybe you’ve heard the advice to “date multiple people,” but you’re not sure how it actually works, if it’s even possible for you, or why you’d want to try it. In this episode, I’m sharing seven tips on how to approach dating multiple people before getting into a relationship. Multidating isn’t for everyone, but it works well if you're prioritizing dating, and it might be worth trying if you get attached quickly, want to speed up the vetting process, or are curious about a different way to date. Plus, I’m answering a dating dilemma about what to do when you can’t shake the feeling that something is missing in a connection, even when everything else looks good on paper. Here's the previous episode I mentioned about dating other people. Join my new boundaries workshop on Monday, 8/18! Get free shipping on affordable bedding from Quince CONNECT WITH ME: Ask a question for me to answer on the pod Slide into my DMs on IG @dating.intentionally! MORE FREE ADVICE: Free texting templates & dating FAQ guide Get more dating advice from me on YouTube Dating Intentionally on TikTok Read more on the blog DATING COURSES Swipe, Match, Date - Master The Dating Apps How To Identify Your Needs 1-hr Class SUPPORT THE POD Rate on Apple Learn more about your ad choices. Visit megaphone.fm/adchoicesSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.