Dating Intentionally

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/adchoices

In this episode, Dr. Caroline Leif and I are bringing you the conversation about what it really means to “not be okay”, especially when it comes to dating and our mental health. We cover why sadness or anxiety doesn’t mean we’re broken, and how the pressure to be constantly happy or healed can actually make things worse. Caroline shared practical tools from her new book Help in a Hurry, including how to create a 63-second pause to calm spiraling thoughts and respond with more clarity and confidence. We also talked about how past dating experiences shape our beliefs and how to gently rewire those patterns over time. This conversation was such a powerful reminder that we all have the inner wisdom to navigate hard moments, and that growth starts by giving ourselves compassion. Mentioned in this episode: Caroline's book: Help in a Hurry: Simple Tips for Finding Peace When You're Overwhelmed, Anxious, or Stressed My episode on The Dr. Leaf Show - “Mastering The Art Of Dating” 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 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/adchoices

Discover when and why it's essential to take a break from dating. Learn to recognize the signs of burnout and how to embrace this pause without the fear of missing out. Self-care, personal growth, and engaging solo activities become vital during this time. The discussion also covers how to return to dating with a fresh perspective and offers tactical advice to navigate challenges. Plus, enjoy a juicy dating dilemma about long-distance relationships as the cherry on top!

In this episode of Dating Intentionally, I’m joined by Caroline Winkler, one of my favorite YouTubers with nearly 1M subscribers! Caroline is also the co-host of the Not For Everyone podcast. I reached out to Caroline after seeing her amazing video on relationship with her fiance and how she redefined the age-old advice to "date outside your type." We’re diving into the messy, powerful journey of breaking out of co-dependence and learning how to build real self-trust. Caroline opens up about how she stopped abandoning herself in relationships, started honoring her boundaries, and eventually found someone who could meet her there. We talk emotional availability, the courage it takes to change, and what it really looks like to date intentionally. At the end, we answer a dating dilemma from a woman who doesn't love how her date treats her pet. This one will inspire you!  Here's the video I'm referring to about Caroline's story about her engagement and dating outside of her type! Connect with Caroline Winkler  Check out her podcast here Slide into her DM's on Instagram Caroline's Youtube channel PARTNERS! ⁠⁠⁠⁠⁠Get an extended free trial of Dipsea!⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠Get a discount on your Galatea membership!⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠Mint Mobile: Get your summer savings and shop premium wireless plans!⁠⁠⁠⁠ 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 ⁠⁠⁠⁠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/adchoices

Discover the fine line between healthy pursuit and unhealthy chasing in dating. Learn to spot subtle signs that indicate disinterest and how to save your energy. Personal experiences shed light on mutual interest and the discomfort of unreciprocated affection. The conversation covers effective communication, responding to listener dilemmas, and ensuring boundaries are respected. Plus, tackle the challenges of vague signals with a fresh perspective on dating dynamics.

What you wear on a date matters, but not how you might think! In this episode, I’m joined by professional stylist Cassandra Sethi, founder of Next Level Wardrobe, to talk about how to dress with confidence and put together stylish outfits in under a minute. We get into how to create outfits that reflect who you are and what to do if your closet just isn’t working for you anymore. Cassandra shares practical, no-fluff advice on building a wardrobe you actually like, shopping sustainably, and dressing through body changes or life transitions. She also breaks down go-to first date outfit formulas for both women and men, plus tips for looking casual but still put together. MORE ON CASSANDRA SETHI: Check out Next Level Wardrobe Find Your Style Quiz! Follow Cassandra Sethi on IG PARTNERS! ⁠⁠⁠⁠⁠Get an extended free trial of Dipsea!⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠Get a discount on your Galatea membership!⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠Mint Mobile: Get your summer savings and shop premium wireless plans!⁠⁠⁠⁠ 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 ⁠⁠⁠⁠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/adchoices

Explore the intriguing differences between fleeting sparks and lasting chemistry in dating. Discover why chasing sparks can hinder your romantic prospects and how understanding brain chemistry plays a role. Gain insights into the importance of long-term compatibility over instant attraction. Learn practical strategies for building real chemistry through engaging activities and multiple interactions. Plus, uncover tips on navigating relationships when the initial butterflies seem absent, encouraging a more thoughtful approach to dating.

This bonus discussion dissects the film 'Materialists,' uncovering its insights on love and finance in dating. It critiques how modern relationships can prioritize wealth and appearances over emotional connections. The conversation explores the risks of dating apps, emphasizing the need for genuine connections. Additionally, it contrasts materialism with the pursuit of true love, highlighting the importance of emotional fulfillment. Listeners are invited to share their thoughts on these pressing themes in today's dating culture.

Discover the charm of real-life meet-cutes as listeners share their unique stories of spontaneous connections outside dating apps. From laundromat romances to exciting encounters at adult summer camp, the magic of unexpected meetings shines through. Gain insights on building confidence to start conversations and explore dating in the great outdoors. Plus, get inspired with creative date ideas that go beyond the usual drinks and dinner, encouraging you to embrace adventure and connection in your romantic life.

Ever fallen for a friend? Struggled to balance dating and maintaining your closest connections? In this episode of Dating Intentionally, I’m joined by friendship expert and journalist Anna Goldfarb, author of Modern Friendship, to talk about the emotional intelligence it takes to navigate friendship, dating, and everything in between. We explore the blurred lines between platonic and romantic relationships, how to communicate when feelings for a friend grow, and why the quality of your friendships directly impacts your success in dating. Whether you’re craving deeper connection, feeling burned by fading friendships, or wondering if not having close friends is a red flag, this conversation is for you. At the end, we get into an email from a listener who feels resentful toward her friends' indifference about world issues.  MORE ON ANNA GOLDFARB: ⁠See what’s happening on her Instagram⁠ Her book is SO good- take a peek here  ⁠NEW IRL DATING WORKSHOP⁠ PARTNERS! ⁠⁠⁠⁠⁠Get an extended free trial of Dipsea!⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠Get a discount on your Galatea membership!⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠Mint Mobile: Get your summer savings and shop premium wireless plans!⁠⁠⁠⁠ 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 ⁠⁠⁠⁠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/adchoices