High Five Hot Mess Podcast

High Five Hot Mess Podcast
  • 5.0 (4)
  • Comedy

The High Five Hot Mess Podcast is where we show up, glow up and inevitably spill something. Hosted by longtime friends and 30 year “we’re fine, everything’s fine” veterans Lisa and Lisa, this weekly show turns everyday chaos into connection through real life stories, pop culture commentary, product and experience reviews and listener submissions. If you’re out here juggling work, life, side hustles, family, therapy, hydration goals and the existential dread that hits at 3 a.m., welcome home. At its core, High Five Hot Mess is about finding the high five moments in life—the tiny wins, the off t

  1. 1d ago

    Your Authenticity Is Your Biggest Strength — And Your Biggest Weakness

    Your Authenticity Is Your Biggest Strength — And Your Biggest WeaknessWhat if the very thing that makes you different is also the thing that makes life harder? In this Gold Star episode of High Five Hot Mess, Lisa Wilson and Lisa Smith dive into one of the biggest contradictions of adulthood: authenticity. Is being yourself really the key to happiness—or does it come with a price? From workplace pressure to fit in, to being told to change your appearance, to the hilarious (and unforgettable) "Sexy for Jesus" party story, this conversation explores why showing up as your authentic self isn't always easy—but why it's almost always worth it. Along the way, the Lisas discuss: Why authenticity can be both your greatest strength and your greatest weaknessThe difference between high self-monitors and low self-monitorsHow trying to become someone else slowly erodes your confidenceThe surprising cost of fitting inLearning to like yourself after years of judgmentWhy authentic relationships are built on trust—not performanceThis episode became one of the foundation stones of High Five Hot Mess because it's the first time we stopped trying to sound like podcasters... and simply sounded like ourselves. If you've ever felt like you had to shrink yourself, change yourself, or become someone else just to belong, this conversation is for you. 🖐 High Five Hot Mess is a podcast for anyone trying to figure out adulthood without pretending to have all the answers. Every week, we tackle the messy, funny, and surprisingly universal moments that remind us we're not doing life alone. 🎧 Listen wherever you get your podcasts: Spotify: https://open.spotify.com/show/6S9F... Apple Podcasts: https://podcasts.apple.com/... Amazon Music: https://music.amazon.com/... YouTube: https://www.youtube.com/@HighFiveHotMess 👍 If you enjoyed this episode, please Like, Subscribe, and Share. It helps more than you know. 👇 Tell us in the comments: Has being your authentic self ever cost you something—or has it changed your life for the better? We'd love to hear your story. #HighFiveHotMess #Authenticity #BeYourself #PersonalGrowth #WomenOver40 #GenX #SelfAcceptance #Confidence #Friendship #Podcast #LifeLessons #MentalHealth #Career #Relationships #GoldStarEpisode

  2. Jul 16

    Without My Job, Who Was I? | Rebuilding After Quiet Firing

    Without My Job, Who Was I? | Rebuilding After Quiet Firing What happens when the job you've built your entire identity around suddenly disappears? Lisa Smith spent more than 20 years building a successful career. Then, after a divorce, becoming a single parent, and a decade of trying to fit into increasingly toxic workplaces, she realized something was terribly wrong. She wasn't being coached. She wasn't being fired. She was being quietly erased. In this Gold Star episode of High Five Hot Mess, Lisa shares the moment she realized she was being quietly fired, how losing her career shattered her sense of identity, and what it took to rebuild her confidence after 40. This conversation isn't just about work. It's about what happens when the title you've carried for years is gone—and you're left asking: "Without my job... who was I?" If you've ever questioned your worth after losing a job, changed careers later in life, experienced a toxic workplace, or wondered who you are outside of your career, this episode is for you. 🖐 High Five Hot Mess is a podcast for anyone trying to figure out adulthood without pretending to have all the answers. Every week, we tackle the messy, funny, and surprisingly universal moments that remind us we're not doing life alone. 🎙 Listen to High Five Hot Mess wherever you get your podcasts: Spotify: https://open.spotify.com/show/6S9F... Apple Podcasts: https://podcasts.apple.com/... Amazon Music: https://music.amazon.com/... YouTube: https://www.youtube.com/@HighFiveHotMess 👍 If this episode resonated with you, please like, subscribe, and share it with someone who needs to hear they're not alone. Tell us in the comments: Have you ever tied your identity to your job? What happened when that changed? #HighFiveHotMess #QuietFiring #CareerChange #Identity #WomenOver40 #GenX #StartingOver #WorkplaceCulture #ToxicWorkplace #Midlife #PersonalGrowth #Podcast #CareerTransition #LifeAfterLayoff #GoldStarEpisode

  3. Jul 9

    The Best Thing We Built Wasn't the Podcast

    One year ago, we hit Publish on our very first episode with absolutely no idea what we were doing. We thought we'd record in Microsoft Teams. We thought editing would be easy. We thought sponsors would be our biggest problem. Instead, we threw iPads, accidentally deleted episodes, cried in the shower, fought with podcast software, got banned from Facebook, and somehow kept showing up every Thursday anyway. In this anniversary episode, we're looking back at everything we've learned—from launching Gold Star Whores to becoming High Five Hot Mess—and why we realized the best thing we built wasn't a podcast at all. It was a place where people could show up exactly as they are and realize they aren't the only ones trying to figure life out. In this episode: Why we completely changed our podcast (twice)The hilarious origin story behind Gold Star WhoresThe editing disaster that almost ended the podcast before it beganThe Jordan Catalano story that still makes us laughWhat surprised us most about creating a podcastWhy confidence comes from doing things before you're readyThe listener messages we'll never forgetThe people who helped us survive Year OneWhat we're taking into Year Two Whether you're thinking about making a big life change, starting over, or just trying to make it to next Thursday, this episode is for you. Thank you for being part of our first year. Here's to finding the high fives in a hot mess world. 🖐️

  4. Jul 2

    High Five Hot Mess | Help! I Need an Adult: Hospice: What Families Wish They Knew

    Show NotesHigh Five Hot Mess | Help! I Need an Adult: Hospice – What Families Wish They Knew Most families don't learn about hospice until they're in the middle of a crisis. One phone call changes everything, and suddenly you're expected to make impossible decisions for someone you love. In this episode of Help! I Need an Adult, Lisa Wilson and Lisa Smith sit down with hospice physician Dr. Jordan Grumet to answer the questions families wish they'd asked long before they needed the answers. Together, they unpack what hospice actually is, when it's time to consider hospice care, who pays for hospice, what the first visit looks like, and why so many families carry unnecessary guilt after a loved one dies. Jordan also shares the lessons he's learned from thousands of hospice patients—including the regrets people carry at the end of life, how to have difficult conversations before a crisis, and the surprisingly peaceful reality of dying that most of us never hear about. Whether you're caring for aging parents today or simply want to be prepared for the future, this episode offers practical guidance, reassurance, and hope. In this episodeWhat Is Hospice Care?Who Pays for Hospice? Medicare & Hospice BenefitsWhen Is It Time for Hospice?Advance Directives & End-of-Life PlanningThe Most Common End-of-Life RegretsHow Do We Love Without Being Destroyed by Grief?Resources from Dr. Jordan Grumet🌐 Official Website: https://jordangrumet.com/ 🎙 Earn & Invest Podcast: https://www.earnandinvest.com/ 📚 Taking Stock: A Hospice Doctor's Advice on Financial Independence, Building Wealth, and Living a Regret-Free Life 📚 The Purpose Code: How to Unlock Meaning, Maximize Happiness, and Leave a Lasting Legacy 📚 The Healthcare Heist 📰 The Purpose Code Newsletter (Substack): https://jordangrumet.substack.com/ Connect with High Five Hot Mess🎧 Apple Podcasts 🎧 Spotify 📺 YouTube 📸 Instagram: @highfivehotmesspodcast If this episode helped you better understand hospice, we'd love it if you would follow the show, leave a review, and share it with someone who may need it one day. None of us gets a manual for becoming the adult in the room—but together, we can be a little more prepared.

  5. Jun 25

    Help! I Need an Adult Money -When You Suddenly Become the Adult in the Room with Dr. Jordan Grumet

    When did you become the adult in the room? For many of us, it happens without warning. One day your parents are handling everything. The next day you're trying to figure out where the bank accounts are, who's paying the bills, whether there's a will, and how you're supposed to make decisions nobody prepared you for. In this episode of our Help! I Need an Adult series, we sit down with hospice physician, author, and podcast host Dr. Jordan Grumet to talk about the financial, emotional, and practical realities of caring for aging parents and loved ones. We discuss: Why financial power of attorney may be the most important document you've never completedHow to start difficult conversations before a crisis happensWhat to do when you suddenly become responsible for a parent's financesThe difference between dignity and safety when making care decisionsMedicaid, long-term care, and the realities families face when money is tightWhy these situations are often more about agency than financesICE (In Case of Emergency) binders and family planning conversationsWhat Jordan has learned from years of caring for patients at the end of lifeWhether you're helping aging parents, caring for a spouse, planning for your own future, or simply realizing nobody handed you the instruction manual for adulthood, this conversation is packed with practical advice and perspective. About Dr. Jordan GrumetDr. Jordan Grumet (Doc G) is a hospice physician, author, speaker, and host of the Earn & Invest Podcast. His work explores the intersection of money, purpose, legacy, and the lessons we can learn from people at the end of life. Connect with JordanJordan Grumet Official WebsiteEarn & Invest PodcastThe Purpose CodeTaking Stock: A Hospice Doctor's Advice on Financial Independence, Building Wealth, and Living a Regret-Free LifeThe Healthcare HeistThe Purpose Code Newsletter (Substack)Mentioned in This EpisodeFinancial Power of AttorneyEstate PlanningElder Care AttorneysLong-Term Care PlanningMedicaid & Medicare ResourcesICE (In Case of Emergency) BindersFamily Financial Meetings

  6. Jun 18

    We Thought There'd Be More Adults: Caring for Aging Parents, New Responsibilities & the Gen X Crisis

    What happens when the people who always told you to "figure it out" suddenly need you to figure it out for them? In this episode of High Five Hot Mess, Lisa Wilson and Lisa Smith talk about the moment so many adults eventually face: becoming responsible for aging parents, family finances, medical decisions, caregiving, and problems nobody prepared us to handle. Growing up Gen X, many of us learned how to survive on our own. We were the latchkey kids, the problem-solvers, the ones who figured things out because there wasn't another option. But no one prepared us for the day we'd be asked to take care of the very people who raised us. The Lisas share personal stories about growing up independent, helping sick parents, managing family crises, navigating money problems, and discovering that caregiving is far more complicated than anyone warns you about. If you've ever found yourself coordinating doctor appointments, helping with bills, managing a parent's health crisis, worrying about dementia, or wondering how you somehow became the responsible adult in the room, this conversation is for you. In This Episode• Growing up Gen X and learning to survive on your own • The moment you realize you're now the adult • Caring for aging parents who don't want help • Family finances, joint accounts, and difficult money conversations • Caregiver stress, burnout, and responsibility overload • Sibling dynamics during family crises • Why caregiving creates family conflict • End-of-life conversations nobody wants to have • What happens when parents never planned for aging • Becoming the family fixer Coming Soon: Help! I Need an AdultThis episode launches a new HFHM mini-series exploring questions so many families are facing right now: • Help! I Need an Adult: Cancer • Help! I Need an Adult: Dementia • Help! I Need an Adult: Family Finances • Help! I Need an Adult: End-of-Life Planning We'll be bringing in experts to help answer the questions we wish someone had answered for us. Join the ConversationWhat's the most adult responsibility you've been unexpectedly handed? Have you found yourself caring for a parent, spouse, sibling, or family member when you never imagined you'd be responsible for someone else's survival? Tell us your story in the comments. Keywords: aging parents, family caregiving, caregiver stress, Gen X, sandwich generation, elder care, dementia, family finances, adult children, caregiving burnout, caregiving responsibilities, helping aging parents, family dynamics, caregiver support, High Five Hot Mess podcast.

  7. Jun 11

    I Love AI. It Also Made Me Cry. Twice.

    This week, AI made Lisa cry. Twice. Not because of a family crisis. Not because of work. Not because of a fight. Because of robots. One chatbot refused to schedule carpet cleaning no matter how many times Lisa Smith explained she never picked Sunday. Meanwhile, Lisa Wilson spent four weeks battling podcast software, support tickets, audio glitches, AI processing, and what can only be described as robot nonsense. The weird part? Lisa loves AI. AI helped create the High Five Hot Mess intro music. AI helps brainstorm ideas, organize thoughts, and turn messy concepts into something useful. So how can something be both amazing and absolutely infuriating? In this episode, Lisa and Lisa discuss: • AI customer service fails • The chatbot that wouldn't stop arguing • How AI nearly broke their podcast • AI actors, AI voices, and the future of entertainment • Whether AI is really coming for our jobs • The environmental impact of data centers • Why Lisa says "please" and "thank you" to AI • Finding balance before the robot overlords arrive Plus, the question we're all trying to answer: Is AI making our lives better... or just making us cry in new and creative ways? 🖐 We'd love to hear from you: What's one thing AI has made better in your life? And what's one thing you never want AI to replace? Connect with us: YouTube: High Five Hot Mess Podcast Instagram: @highfivehotmess Facebook: High Five Hot Mess Podcast Remember to hydrate, unclench your jaw, roll your shoulders back, and high five somebody.

  8. Jun 4

    I Love My Life. Why Do I Want to Run Away from Home at 55?

    I had a go bag. Not a hurricane go bag. A leave-my-life go bag. For years, Lisa Wilson kept a secret "leave-my-life" bag at work...cash, a burner phone, extra clothes, and a plan to disappear if she ever needed to start over. The strange part? She wasn't trying to escape a bad life. She loved her husband. She loved her friends. She loved her job. So why did she still feel the need to have an exit strategy? In this episode of High Five Hot Mess, Lisa Wilson and Lisa Smith explore the difference between performing a life and actually living one. They talk about: ✅ The secret "go bag" that started a seven-month therapy conversation ✅ Feeling grateful for your life while still feeling disconnected from it ✅ Why so many people fantasize about running away, starting over, or living a completely different life ✅ The hobbies, dreams, and parts of ourselves that quietly disappear as responsibilities grow ✅ Being known only as "the capable one" ✅ Why "just because I'm good at it doesn't mean I want to do it" became the accidental theme of the episode ✅ Fantasy careers, floral shops, dance studios, cult leadership, and the lives we imagine we'd be living if nobody expected anything from us Most importantly, they ask a question many people secretly wonder: Are you living your life... or performing it? Question for the comments: What percentage of your life feels like living... and what percentage feels like performing? 🎙️ High Five Hot Mess is a comfort-comedy podcast about friendship, reinvention, happiness, modern life, and all the weird contradictions that come with being human. If you've ever looked around and thought: "Wait... how did I get here?" This episode is for you. ❤️ #HighFiveHotMess #Podcast #Midlife #Friendship #LifeTransitions #Authenticity #PersonalGrowth #WomenOver40 #GenX #ComfortComedy #Reinvention #MentalHealth #SelfDiscovery #PerformingALife #LivingYourLife

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5
out of 5
4 Ratings

About

The High Five Hot Mess Podcast is where we show up, glow up and inevitably spill something. Hosted by longtime friends and 30 year “we’re fine, everything’s fine” veterans Lisa and Lisa, this weekly show turns everyday chaos into connection through real life stories, pop culture commentary, product and experience reviews and listener submissions. If you’re out here juggling work, life, side hustles, family, therapy, hydration goals and the existential dread that hits at 3 a.m., welcome home. At its core, High Five Hot Mess is about finding the high five moments in life—the tiny wins, the off t

Information

  • Creator
    High Five Hot Mess Podcast
  • Years Active
    2026
  • Episodes
    29
  • Rating
    Explicit
  • Copyright
    © 2026 High Five Hot Mess Podcast
  • Show Website
    High Five Hot Mess Podcast

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