Cover image of show ✨ Sip on This with Coaching with Ms. D ✨

✨ Sip on This with Coaching with Ms. D ✨

Podcast by Deirdre Haggerty

English

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About ✨ Sip on This with Coaching with Ms. D ✨

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 .

All episodes

33 episodes

episode You Don’t Need Another Strategy — You Need Clarity artwork

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 [https://www.coachingwithmsd.com?utm_source=chatgpt.com] 📚 Recommended reads mentioned/inspired by this episode: • Atomic Habits [https://amzn.to/4fBdXSs] • The Mountain Is You [https://amzn.to/4f7mfkO] • Think Again [https://amzn.to/4fGa66A] • The Gifts of Imperfection [https://amzn.to/4fEf3Nc] • Breaking the Habit of Being Yourself [https://amzn.to/4f3bMa9] Disclosure: As an Amazon Associate, I earn from qualifying purchases * Readers [ ⁠https://www.amazon.com/dp/B07LFG3XZ4?ref=ppx_yo2ov_dt_b_fed_asin_title&th=1⁠] * Lip Gloss [https://amzn.to/4bR0OBs] * Mascara [https://amzn.to/3PtQkQP⁠] * Eyeshadow [https://amzn.to/4dG1ig1⁠] * Green Bracelet [https://amzn.to/4tsSSy9] * Journals [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] A 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. [deirdre@coachingwithmsd.com.] #MindsetShift #PersonalGrowth #LifeCoach #midlifetransformation  #SelfTrust #womenover40 #careerchange #midlifewomen #coachingwithmsd #genx #selfhelp #siponthis #womenover50 #lifecoachingwomen #lifecoachpodcast #lifecoachingpodcast #careercoachforwomen

26 May 2026 - 11 min
episode Why People Get Angry When You Set Boundaries | Sip on This Podcast artwork

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

21 May 2026 - 19 min
episode Why Some Coaching Leaves You More Confused Than Clear artwork

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 frustrating * The difference between awareness and clarity * Why endless reflection keeps people stuck * How effective coaching creates movement and direction * The power of guided questions and actionable insight If 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

13 May 2026 - 11 min
episode Confidence Doesn’t Come First — Here’s How You Build It artwork

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.

8 May 2026 - 18 min
episode Fake Celebrity Tried to Catfish Me… Then Blocked Me (Gen X Doesn’t Fall for This) artwork

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 work * The subtle behavioral cues most people miss * Why Gen X is not the easy target they think And yes… he blocked me. Sip on this. ☕ 👉 If this helped you, share it with someone who needs to hear it.

29 Apr 2026 - 13 min
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