✨ Sip on This with Coaching with Ms. D ✨

Deirdre Haggerty
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Sip on This with Coaching with Ms. D, Deirdre Haggerty, is where real talk meets growth. Career and life coach Ms. D offers raw insights on career pivots, leadership, impostor syndrome, and relationships—all over a cup of coffee and from an over-50 perspective. Each episode blends honesty, humor, and coaching wisdom to help you find clarity and confidence in work and life. Sip, reflect, and take the next step forward. Sip on this — because your next breakthrough might just start here. Learn more at www.coachingwithmsd.com .

  1. 3d ago

    The Lie About Starting Over After 40 (And Why Reinvention Changes Everything) | Sip on This

    Starting a business at 52.Going back to school at 60.Writing the book.Leaving the relationship.Starting over.People love saying:“Wow… you're starting over.”But I disagree.You are not starting over.You are building from experience.In this episode of Sip on This, I talk about reinvention, second acts, midlife transitions, why experience is one of your greatest assets, and why your story did not disqualify you—it prepared you.This conversation is for anyone who feels behind, too old, too late, or wondering if they missed their chance.🎙 Watch the full episode.And tell me in the comments:If you stopped believing it was too late… what would you do next?☕ Want real conversation? Join Coffee with Ms. D:https://www.coachingwithmsd.com/coffee📚 Book recommendations on reinvention and starting over.Atomic Habits by James ClearWhy: Small changes → identity shifts.Designing Your Life by Bill Burnett & Dave EvansWhy: Excellent for reinvention and career redesign.Think Again by Adam GrantWhy: Releasing old identities and embracing change.The Gifts of Imperfection by Brene BrownWhy: Letting go of expectations and embracing authenticity.The Second Mountain by David BrooksWhy: Letting go of expectations and embracing authenticity.The Alchemist by Paulo CoelhoWhy: Trusting timing and following what calls you. And I love this book.White tank top: https://amzn.to/4uUGreHReaders: https://amzn.to/4vFAxhGLip Gloss: https://amzn.to/4bR0OBsMascara: https://amzn.to/3PtQkQPEyeshadow: https://amzn.to/4dG1ig1Green Bracelet: https://amzn.to/4tsSSy9Journals: https://amzn.to/4qhni3sDisclosure: As an Amazon Associate, I earn from qualifying purchases#siponthis #siponthispodcast #over50 #genx #womenover50 #SecondAct #Midlife #CareerChange #PersonalGrowth #WomenOver40 #Mindset #Reinvention #LifeCoach #lifecoachingwomen #lifecoachpodcast #lifecoachingpodcast Music used in this video is licensed through Canva Pro and is authorized for commercial use, including YouTube distribution.

    15 min

  2. May 26

    You Don’t Need Another Strategy — You Need Clarity

    If another podcast, self-help book, online course, productivity hack, or planner was going to “fix” your life… you’d already be fixed. The problem usually isn’t a lack of information.It’s a lack of clarity. In this episode of Sip on This, I’m talking about the endless self-help loop, why high-functioning people often stay stuck in overconsumption, and how transformation happens when you stop searching and start aligning with yourself again. We discuss:☕ Why information and transformation are NOT the same thing☕ How self-help can quietly become avoidance☕ Why intelligent people still struggle to move forward☕ The role coaching plays in clarity, accountability, and self-trust☕ Why action—not more strategy—is what changes your life 🎙 If this resonated with you, book a free discovery call:Coaching with Ms. D 📚 Recommended reads mentioned/inspired by this episode: • Atomic Habits • The Mountain Is You • Think Again • The Gifts of Imperfection • Breaking the Habit of Being Yourself Disclosure: As an Amazon Associate, I earn from qualifying purchases ReadersLip GlossMascaraEyeshadowGreen BraceletJournalsCosmetology Guide: Products on page: MugJournalA Professional Career, Life, and Relationship Coach is here for YOU. Schedule your FREE 15-Minute Discovery Call. Let’s Connect: 732-800-6416, deirdre@coachingwithmsd.com. #MindsetShift #PersonalGrowth #LifeCoach #midlifetransformation  #SelfTrust #womenover40 #careerchange #midlifewomen #coachingwithmsd #genx #selfhelp #siponthis #womenover50 #lifecoachingwomen #lifecoachpodcast #lifecoachingpodcast #careercoachforwomen

    12 min

  3. May 21

    Why People Get Angry When You Set Boundaries | Sip on This Podcast

    “Boundaries are easy to support… until they inconvenience someone else.” In this episode of Sip on This, we discuss:☕ workplace burnout☕ people-pleasing☕ emotional exhaustion☕ toxic workplace dynamics☕ executive overwhelm☕ boundary creep☕ and why so many professionals fear saying no Many professionals are not exhausted from the work itself.They’re exhausted from unmanaged access. This conversation explores:• after-hours expectations• emotional labor• over-accommodation• passive-aggressive responses to boundaries• workplace retaliation fears• and how coaching can help professionals communicate more confidently without abandoning themselves in the process I help professionals navigating burnout, career transitions, workplace overwhelm, and second-act reinvention build confidence, advocate for themselves, and create careers aligned with their values — not everyone else’s expectations. ☕ Sip on that. #Boundaries #CareerCoaching #BurnoutRecovery #ProfessionalBoundaries #PeoplePleasing #WorkplaceBurnout #WomenInLeadership #CareerTransition #ExecutiveBurnout #SipOnThisPodcast

    20 min

  4. May 13

    Why Some Coaching Leaves You More Confused Than Clear

    Have you ever left a coaching session or even therapy feeling more confused than clear? In this episode of Sip on This, I’m talking about the difference between surface-level coaching and guided transformation. Questions alone don’t create change. Guided questions that lead to clarity, action, and movement do. This episode is for high-functioning professionals, women navigating career pivots, burnout, leadership stress, and anyone wondering why they still feel stuck despite “doing the work. ☕ We’re talking about: Why some coaching feels frustratingThe difference between awareness and clarityWhy endless reflection keeps people stuckHow effective coaching creates movement and directionThe power of guided questions and actionable insightIf this resonates, I offer free discovery calls through Coaching with Ms. D. 🎧 Like, subscribe, and share with someone who may need clarity today. #SipOnThisPodcast #LifeCoach #CareerCoach #WomenOver40 #WomenOver50 #CareerChange #MidlifeReinvention #PersonalGrowth #SelfDiscovery #Coaching #MindsetShift #BurnoutRecovery #AuthenticLiving #SecondAct #ProfessionalWomen #CareerPivot #EmotionalIntelligence #LeadershipDevelopment #LifeTransitions #Clarity

    12 min

  5. May 8

    Confidence Doesn’t Come First — Here’s How You Build It

    What happens when life diminishes your confidence?Burnout.Toxic relationships.Failure.Grief.Self-doubt.In this episode of Sip on This, I talk about the truth behind confidence, rebuilding self-belief after life knocks it out of you, and why confidence is built through action—not mindset alone.Sometimes confidence is real.And sometimes you’re just holding it together while learning to trust yourself again.This episode explores:✔ confidence vs self-trust✔ rebuilding after burnout or toxic environments✔ why vulnerability matters✔ controlled uncomfortable action✔ how to build confidence one step at a timeIf you’ve ever felt like you looked confident on the outside while questioning everything internally… this episode is for you.☕ Sip on that. 👉Gift Cards Available Now🔗 https://www.coachingwithmsd.com/category/all-products👉Discounted sessions for Mother’s Day 🔗https://www.coachingwithmsd.com/second-act-resetDisclosure: As an Amazon Associate, I earn from qualifying purchasesThink Again: https://amzn.to/49n0ythReaders: https://www.amazon.com/dp/B07LFG3XZ4?ref=ppx_yo2ov_dt_b_fed_asin_title&th=1Lip Gloss: https://amzn.to/4bR0OBsMascara: https://amzn.to/3PtQkQPEyeshadow: https://amzn.to/4dG1ig1Green Bracelet: https://amzn.to/4tsSSy9Journals: https://amzn.to/4qhni3sCosmetology Guide: https://www.amazon.com/dp/B0CH775V9NProducts on page:Mug: https://www.coachingwithmsd.com/product-page/sip-on-this-white-glossy-mugJournal: https://www.coachingwithmsd.com/product-page/hardcover-journalNow streaming:🎧 Listen on 👉 Spotify: https://open.spotify.com/show/6DvNCOUFDxWeM34zMnCcNf?si=wk3oTJwtTc-XlT389uxlDwApple Podcasts:  https://podcasts.apple.com/us/podcast/sip-on-this-with-coaching-with-ms-d/id1843231306  YouTube https://www.youtube.com/@coachingwithmsdiHeart Radio: https://www.iheart.com/podcast/1333-sip-on-this-with-coaching-298586055Podchaser: https://www.podchaser.com/SipOnThisWithCoachingWithMsD#leadership #personalgrowth #selftrust #careerdevelopment #mindset #resilience #midlifereinvention #lifecoachingwomen #lifecoachpodcast #siponthis #womenover50 #siponthis #lifecoachingpodcastMusic used in this video is licensed through Canva Pro and is authorized for commercial use, including YouTube distribution.

    19 min

  6. Apr 29

    Fake Celebrity Tried to Catfish Me… Then Blocked Me (Gen X Doesn’t Fall for This)

    He thought I’d fall for it… He picked the wrong Gen X woman. A “celebrity” followed me… and within minutes, he was in my DMs. For about five seconds, it looked real. No, it didn't. Then the pattern showed up. The script.The positioning.The emotional hook. And here’s the truth—The more visible you become, the more sophisticated these scams get. Especially if you’re a woman building something in your second act. But here’s what they don’t expect: Discernment. In this episode of Sip on This, I break down: How impersonation scams actually workThe subtle behavioral cues most people missWhy Gen X is not the easy target they thinkAnd yes… he blocked me. Sip on this. ☕ 👉 If this helped you, share it with someone who needs to hear it.

    14 min

  7. Apr 24

    I Left After 3 Months… Now They’re Closing

    I left a job after three months—not because I couldn’t do the work, but because something felt off. Weeks in, the patterns were clear: micromanagement, lack of trust, constant correction, and a culture you could feel the moment you walked in. I recently found out they’re closing their doors. This episode isn’t about vindication—it’s about validation.It’s about trusting your instincts before you have proof. In this episode, I break down: The real signs of a toxic workplaceWhy these environments don’t improve—they collapseHow to recognize patterns earlyWhy your instincts are data, not weaknessIf you’re questioning your work environment right now, this conversation is for you. Sip on this:Not every opportunity is meant to last.Some are meant to show you what you will never tolerate again. 👉Gift Cards Available Now🔗 https://www.coachingwithmsd.com/category/all-products 👉Discounted sessions for Mother’s Day 🔗 https://www.coachingwithmsd.com/second-act-reset Disclosure: As an Amazon Associate, I earn from qualifying purchases Lip Gloss: https://amzn.to/4bR0OBsMascara: https://amzn.to/3PtQkQP Eyeshadow: https://amzn.to/4dG1ig1 Green Bracelet: https://amzn.to/4tsSSy9Journals: https://amzn.to/4qhni3s Cosmetology Guide: https://www.amazon.com/dp/B0CH775V9N Products on page: Mug: https://www.coachingwithmsd.com/product-page/sip-on-this-white-glossy-mug Journal: https://www.coachingwithmsd.com/product-page/hardcover-journal #lifecoachingwomen  #lifecoachpodcast #lifecoachingpodcast

    10 min

  8. Apr 16

    Still Menstruating at 58? The Truth About Perimenopause No One Talks About

    At 58, I am still menstruating regularly… and no, I don’t have hot flashes. So what does that mean? In this episode of Sip on This, I share my real experience navigating perimenopause later than expected—and why the “average” menopause narrative doesn’t fit every woman. We’re talking about: Late perimenopause and still cycling in your 50sSymptoms that don’t match what you hear onlineMood swings, brain fog, and identity shiftsHormone Replacement Therapy (HRT)Why support matters during midlife transitionsIf your experience doesn’t match what you’ve been told is “normal”… you are not alone. 👇 Share your experience in the comments. At 58 and still menstruating, this episode breaks the “average” menopause narrative wide open. Ms. D shares her personal experience with perimenopause, the symptoms that don’t get talked about enough, and how this stage of life impacts identity, confidence, and daily living. What You’ll Learn Why the “average age of menopause” doesn’t tell the whole storyWhat perimenopause actually feels like beyond hot flashesThe mental and emotional symptoms women often overlookThe physical changes that can feel unfamiliar and frustratingHow HRT, movement, and mindfulness can support this transitionWhy coaching support can help you navigate this phase with clarityKey Takeaways Average does NOT equal universalPerimenopause is a full-body, full-system shiftSymptoms can overlap with mental health experiencesYour experience is valid—even if it doesn’t match the narrativeSupport (medical + emotional) is essentialResources Mentioned Hormone Replacement Therapy (HRT)Working with a menopause-informed physicianDaily movement, meditation, and lifestyle adjustmentsWork With Me Ready for your Second Act? 👉 Book your free Discovery Call: https://coachingwithmsd.com Work With Me Ready for your Second Act? 👉 Book your free Discovery Call: https://coachingwithmsd.com

    18 min
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About

Sip on This with Coaching with Ms. D, Deirdre Haggerty, is where real talk meets growth. Career and life coach Ms. D offers raw insights on career pivots, leadership, impostor syndrome, and relationships—all over a cup of coffee and from an over-50 perspective. Each episode blends honesty, humor, and coaching wisdom to help you find clarity and confidence in work and life. Sip, reflect, and take the next step forward. Sip on this — because your next breakthrough might just start here. Learn more at www.coachingwithmsd.com .

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