Welcome back to another episode of First Round’s on Me, a First Round’s On Media Production. Today we’re shaking things up and diving into the wild world of dating theories, because let’s be real, modern dating sometimes feels like it needs a user manual. And who better to helps us decode it all than Sydney Meister, associate lifestyle editor of PureWow and cohost of Cupid’s Corner, where she turns hours of research into digestible TikTok-worthy wisdom. We’re talking Box Theory, are you dateable or just a situationship placeholder, Cartier vs. Knockoff: are you the real deal or giving discount energy, and the 80/20 rule. Plus, we unpack why Gen Z is ditching dating apps for Instagram DMs and whether “soonicorns,” AKA guys with potential, are worth the investment or just a bad stock pick.If you’re loving the conversation, hit that like button, drop a comment with your thoughts, and hit subscribe for more unfiltered dating talk on First Round’s on Me! ✨For detailed show notes, navigate using the timestamps below:2:25 Does Writing Affect Dating?6:28 Banter13:36 Ideal First Date?16:42 Is Box Theory Real?25:35 Cartier or Knockoff?31:33 Biological Clock39:19 Are “Soonacorns” Worth It?49:20 Be DelusionalDownload FROM: https://firstroundsonme.co Instagram: / firstroundsonme TikTok: / firstroundsonmeapp Joe: https://www.instagram.com/firstroundsonjoe/Hannah : https://www.instagram.com/hannah_glasby/Sydney: https://www.purewow.com/author/sydney-meister

In this episode of First Rounds On Me, we welcome back the incredible Erica Ettin—dating coach, founder of A Little Nudge, and the ultimate myth-buster of modern love. Known for her fearless takedowns of bad dating advice and no-nonsense approach to finding connection, Erica joins us to answer the internet’s burning questions about dating apps, confidence, first impressions, and communication.From the biggest mistakes people make on dating apps, to the truth about “if he wanted to, he would,” to profile photo do’s and don’ts, this episode is packed with insights, laughs, and game-changing advice.Whether you’re single, dating, or just love hearing stories about modern romance, this is the dating advice you actually want to hear.👉 Don’t forget to like, subscribe, and drop your biggest dating app question in the comments!00:00 – Opening banter00:18 – Introduction: Erica Ettin, the no-nonsense dating coach01:11 – Returning guest & the evolution of dating challenges01:47 – The #1 problem clients face with dating apps03:07 – Dating mindset: Job search vs. relationship search04:03 – Learning from every date (building your “resume”)04:49 – Taking ownership: the lunch date story06:08 – Overthinking & communication pitfalls07:53 – Ghosting, double texting & why it doesn’t matter09:17 – Bad dating advice: “If he wanted to, he would…”11:12 – Behind the scenes of running clients’ dating apps13:34 – Pressure, expectations & telling friends about first dates16:20 – Why short app conversations work best17:55 – Dating app algorithms & client expectations21:11 – Confidence, self-love & the struggle in modern dating25:29 – How self-perception impacts attraction29:23 – The dating industry & app complaints31:12 – How to improve dating apps & dating habits32:08 – Video intros, voice notes & FaceTime debates33:15 – Redefining a “successful” date34:33 – Fake Fact Fridays & bad profile bios35:48 – The right photos for your dating profile38:06 – Text or Next: Opening line game43:22 – Pun-ishment or flirt alert: Pickup line showdown45:44 – Closing thoughts & where to find Erica Ettin

Today’s episode is one you won’t want to miss, as we are joined by the renowned Dr. Sophie Keller, PhD—psychologist, author, and expert in positive psychology. With over two decades of experience helping individuals and organizations cultivate happiness and well-being, Dr. Keller has dedicated her career to unlocking the keys to a happier, healthier life.In this episode, we’ll explore the fascinating intersection of modern dating, relationship dynamics, and the psychology behind human connection. From understanding the impact of dating apps to navigating rejection and building resilience, Dr. Keller will share practical tools and insights that will help you find and sustain meaningful connections. Plus, we’ll dive into fun segments like Red Flag or Green Light? and Dating Myth Busters, where Dr. Keller will weigh in on your burning questions about love, dating, and everything in between.If you’re loving the conversation, hit that like button, drop a comment with your thoughts, and hit subscribe for more unfiltered dating talk on First Round’s On Me! ✨Content of this video00:00 - Intro 01:50 Happiness Journey06:04 Bullying & Tall Poppy Syndrome11:33 Behaviors Conducive to Love14:23 Swipe Fatigue 21:24 Are Some People Bad at Dating?26:34 Meet-cute32:43 Opening the Circle of Love35:50 Dating Mythbusters44:22 Red Flag or Green LightDownload FROM: https://firstroundsonme.co Instagram: / firstroundsonme TikTok: / firstroundsonmeapp Joe: / firstroundsonjoe Hannah: / hannah_glasby Dr. Keller:https://www.swiperightloveadvice.com/ https://drsophiekeller.com/

Are we finding love or just finding the ick? 👀In this episode of First Rounds On Me (a First Round’s On Me production), we dive into the dating myths and modern theories that are shaking up today’s relationships. From emotional “exit ramps” to the rise of the “wife drought,” we ask the hard questions:Why do people chase the ick instead of leaning into connection?Are women’s expanding options redefining what partnership means?Is being “too available” actually a red flag—or just a sign of maturity?We share real stories, challenge old gender roles, and unpack why healthy love sometimes feels so uncomfortable in a world obsessed with playing games.💬 Drop your biggest “ick” in the comments—we might feature it in a future episode!👉 If you’ve ever blocked someone for saying “yummy”, panicked at a quick text back, or questioned what “wife material” really means in 2025, this one’s for you.🔔 Don’t forget to subscribe for more unfiltered takes on modern dating.Chapters00:00 – Intro & setting the stage00:25 – The “ick” and emotional exit ramps02:20 – Digital vs. physical icks in dating04:00 – Why we look for reasons to check out05:20 – Personal stories of unexpected icks06:20 – Can an ick turn into something endearing?07:20 – The “green flag ick” (when healthy love feels weird)08:40 – Too available or just emotionally mature?11:45 – Playing games vs. genuine connection12:45 – The “wife drought” theory explained14:20 – Are men scared that women have more options?15:25 – Shifting gender roles & rising standards17:00 – The dating age gap: challenges for men & women21:15 – Redefining partnership in modern relationships22:40 – Why men must rise emotionally as women rise financially23:35 – Wrap-up & next episode teaserDownload FROM: https://firstroundsonme.coInstagram: / firstroundsonmeTikTok: / firstroundsonmeappJoe:https://www.instagram.com/firstroundsonjoe/Hannah :https://www.instagram.com/hannah_glasby/Exclusive Offer - Transform Your Dating Life Today!Say goodbye to swiping left and hello to real connections! First Round’s On Me helps you skip the awkward stages and find meaningful matches. Get a FREE month of FROM’s premium subscription—all you have to do is use our code DATING!

Welcome back to First Round’s On Me! Today, we’re thrilled to welcome a true queen of dating advice, the incredible Ali Jackson! As the co-host of the wildly popular podcast Finding Mr. Height, Ali has been guiding listeners through the ups and downs of modern dating, offering advice that’s equal parts insightful, honest, and empowering.Today, we’ll be diving into Ali’s best first date tips, how to prepare for a date, and what to do after the date to keep things on the right track. Plus, we’ll talk successful relationship advice, navigating dating apps, and of course, play a few fun games that’ll put her expert knowledge to the test.Exclusive Offer - Unlock Your Best Dating Adventure! ❤️✨Tired of the same old dating struggles? FROM is here to help you find genuine connections that last! Use the code DATING or a FREE month of FROM’s premium subscription—available to every listener.Promo Code - DATINGLink - https://from.onelink.me/LQvW/fromIf you’re loving the conversation, hit that like button, drop a comment with your thoughts, and hit subscribe for more unfiltered dating talk on First Round’s On Me! ✨Download FROM: https://firstroundsonme.co Instagram: / firstroundsonme TikTok: / firstroundsonmeapp Joe: / firstroundsonjoe Hannah : / hannah_glasby

Welcome back to FROM — a First Round’s On Me podcast production. Today’s guest is one of the internet’s favorite flirts who has the kind of energy you can't scroll past — Sydney Matthews. She’s clever, fiery, and somehow always knows the perfect thing to say — or, the worst thing to admit. In todays episode, we’re diving headfirst into the deep end of dating chaos — from delusional flirting tactics that somehow work, to controversial dating takes, and the beautiful mess that is modern romance. Nothing is off limits, and no red flag is safe. It’s everything you didn’t know you needed. Sydney Matthews, welcome to the show!00:00 – Intro: Sydney Matthews joins the show01:30 – Dating App Burnout & Why Ghosting Happens04:15 – Sydney’s Thoughts on First Date Nerves06:40 – The “Show Your Personality Fast” Trap09:10 – What Makes a Great First Date?11:30 – Why the 3-Date Rule Actually Works14:05 – Authenticity vs. Performance on Dates16:50 – How to Be Intentional Without Being Intense19:35 – Sydney on Modern Masculinity & Confidence22:10 – Dating in Your 30s vs. Your 20s25:00 – When the Spark Isn’t Instant—Should You Still Go?28:20 – Real Talk: Being Honest About What You Want31:00 – When “Cool” Becomes Confusing33:30 – Why We Set Expectations Without Communicating36:00 – The Little Moments That Create Connection38:45 – Sydney’s Advice for Overthinkers in Dating41:30 – Final Reflections: Self-Worth and Standards44:00 – Outro: What It Means to Date with PurposeIf you’re loving the conversation, hit that like button, drop a comment with your thoughts, and hit subscribe for more unfiltered dating talk on First Round’s on Me!Download FROM: https://firstroundsonme.coInstagram: / firstroundsonmeTikTok: / firstroundsonmeappJoe:https://www.instagram.com/firstroundsonjoe/Hannah :https://www.instagram.com/hannah_glasby/Exclusive Offer - Transform Your Dating Life Today!Say goodbye to swiping left and hello to real connections! First Round’s On Me helps you skip the awkward stages and find meaningful matches. Get a FREE month of FROM’s premium subscription—all you have to do is use our code DATING!

Welcome back to another episode of First Round's On Me! Today, we're thrilled to have the wonderfully witty and insightful Taylor LaVie join us!In today’s episode, we dive into some golden relationship advice from Taylor: slow down! In the rush to find love, we often miss out on the magic of the early stages. Taylor reminds us that savoring those moments is what makes relationships special—there's beauty in a slow burn. Speaking of intimacy, we can't help but chuckle as Taylor shares her hilarious take on the real truths of being in a long-term relationship— including the not-so-glamorous habits that come with comfort. We’ll also tackle the challenges of dating apps—how often does a profile mismatch reality? And what does that mean for your first date plans?And get ready for some laughs as we explore her worst first date ever. Spoiler alert: If a guy offers to cook for you on a first date, it's a major red flag! 🚩Exclusive Offer - Ready to Level Up Your Dating Game? ❤️✨Tired of bad dates, endless ghosting, and mindless messaging? It’s time to make dating exciting again with First Round’s On Me! Discover real, meaningful connections that go beyond the small talk. The best part? You can grab a FREE month of FROM’s premium Terracotta subscription with our code DATING !Promo Code - DATINGLink - https://from.onelink.me/LQvW/fromIf you’re loving the conversation, hit that like button, drop a comment with your thoughts, and hit subscribe for more unfiltered dating talk on First Round’s On Me! ✨Download FROM: https://firstroundsonme.co Instagram: https://www.instagram.com/firstroundsonme/ TikTok: https://www.tiktok.com/@firstroundsonmeapp Joe: https://www.instagram.com/firstroundsonjoe/Hannah : https://www.instagram.com/hannah_glasby/Taylor LaVie: https://www.instagram.com/tayylavie/Content of this video00:00 - Intro03:27 - Austin McBroom’s Dating Show09:07 - Her Relationship with Marco Delveccio & Some Solid Relationship Advice22:42 - Sex and Intimacy32:04 - First Dates/The Worst Date She’s Ever Been On…48:46 - How Well Do You Know Yourself55:00 - This or That58:12 - Outro

On this week’s episode of First Round’s On Me, we're diving deep into modern dating with the incredibly candid and insightful Trenton Acrey! We tackle the paradox of choice in today’s dating world—Trenton shares his thoughts on why many of us don’t even know what we truly want anymore 🤔 We also get into some juicy dating app insights—his pet peeves about profile pics and why it’s essential to have a profile that’s all about YOU. Trenton and Hannah then explore whether men should always foot the bill on dates and why he believes it’s crucial, even if the date doesn’t go as planned. Find out how Trenton views handling players and why he believes matching energy is key to navigating relationships. He also reveals his love for the First Round’s On Me app and its unique features that bring back the authentic, old-school vibe of dating. 🗓️✨And, is respect more important than love in relationships? Trenton weighs in on this and other hot topics, including how many dates it takes to get serious and what truly makes a woman feel confident and valued.If you’re loving the conversation, hit that like button, drop a comment with your thoughts, and hit subscribe for more unfiltered dating talk on First Round’s On Me! ✨Download FROME: https://firstroundsonme.co Instagram: https://www.instagram.com/firstroundsonme/ TikTok: https://www.tiktok.com/@firstroundsonmeapp Joe: https://www.instagram.com/firstroundsonjoe/Content of this video00:00 - Intro05:32 - Dating Scene in Austin08:11 - Ultimate Dating Do’s and Don’ts19:15 - Best way to handle a player?19:51 - FROM’s Features23:22 - Best Date Ideas26:56 - Must Know Dating Rules for Men30:44 - Relationship Secrets from Men36:26 - What Men Need In A Relationship38:35 - How Well Do You Know Yourself?42:49 - This or That Dating Edition45:01 - Rapid Fire