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

Deirdre Haggerty

Sip on This with Coaching with Ms. D features honest conversations about life, career, relationships, and navigating what comes next—especially in midlife. Hosted by ICF-certified coach Deirdre Haggerty, each episode blends practical coaching advice, real-life experience, meaningful conversations, and humor. Explore career transitions, confidence, boundaries, marriage, grief, mental health, leadership, resilience, and reinvention through solo episodes, personal stories, and candid guest conversations. Let’s sip, learn, laugh, and grow together.

  1. 2d ago

    How to Start a Coaching Business: 3 Tips Every New Coach Needs

    ☕ Starting a coaching business takes more than building a website and waiting for clients to show up. In this episode of *Sip on This*, I’m sharing three essential tips every new coach needs to hear: stay consistent, get certified, and be patient.When I began building Coaching with Ms. D, I wondered why the clients weren’t coming quickly enough. But while it felt like nobody was watching, I was building credibility, visibility, confidence—and momentum.In this episode, we talk about:☕ Why consistency matters when growing a coaching business☕ How content, networking, education, and visibility build trust☕ Why professional coaching certification is important☕ How certification can create opportunities in corporate coaching and established coaching platforms☕ Why coaching is a profession—not simply giving advice☕ How to avoid comparing your beginning to another coach’s middle☕ Why patience is essential when attracting coaching clients☕ What AI cannot replace about the human side of coachingYour coaching certification alone will not make you a great coach. You still need experience, continued education, practice, empathy, and the ability to help clients discover their own answers. But certification gives you an ethical and professional foundation—and that foundation matters.If you are a new coach, remember: keep showing up, keep learning, and give people time to know and trust you. The clients will come.If this conversation brought up questions about your own career, you don’t have to figure out your next step alone. I help people navigate career transitions, recognize their transferable skills, rebuild their confidence, and create a realistic plan for what comes next.Schedule a free discovery call: 🌐 coachingwithmsd.com☕ Register for COFFEE WITH MS.D, my free monthly online gathering for real conversation, reflection, and connection: https://www.coachingwithmsd.com/coffee📧 deirdre@coachingwithmsd.com My second-edition cosmetology guide, *Is Beauty School for You? The Future Professional’s Guide to Cosmetology*, is now available on Amazon. IS BEAUTY SCHOOL FOR YOU? If you know someone considering a coaching career, share this episode with them. It may be the conversation they need.Please like, subscribe, and join me for more conversations about life, careers, relationships, and becoming your authentic self—your version, no one else’s.Get the Mug ☕️https://www.coachingwithmsd.com/product-page/sip-on-this-white-glossy-mug📚 Continue Your Growth—and Shop My FavoritesMany viewers ask about the books, journals, beauty products, and clothing featured on Sip on This. I’ve curated Amazon collections featuring items I’ve personally read, used, and worn, and that I genuinely recommend.Explore my Amazon collections:📚 Ms. D’s Book Recommendations✍️ Ms. D’s Journals💄 Ms. D’s Podcast Beauty Favorites👗 Ms. D’s Podcast Wardrobe👉 Explore all of Ms. D’s Amazon favorites: https://www.amazon.com/shop/cocodemilleauthorDisclosure: As an Amazon Associate, I earn from qualifying purchases.Thank you for supporting my free content.#LeaveYourJob #CareerChange #JobBurnout#CareerAdvice #MindsetShift #PersonalGrowth #LifeCoach #midlifetransformation #SelfTrust #womenover40 #careerchange #midlifewomen #coachingwithmsd #genx #selfhelp #siponthis #womenover50 #lifecoachingwomen #lifecoachpodcast #lifecoachingpodcast #careercoachforwomen #siponthis #siponthispodcast #over50 #genx #womenover50 #SecondAct #Midlife #PersonalGrowth #Mindset #Reinvention #LifeCoach#CoachingBusiness #NewCoach #CoachingCertification #CareerCoach

  2. Sep 18

    Thinking About Beauty School? 3 Things to Know Before You Enroll #siponthispodcast

    Thinking about beauty school? Before you sign an enrollment agreement, there are some things you need to know.I spent decades in the beauty industry as a hairstylist, salon manager, beauty writer, educator, school director, and executive director. And there are conversations I wish more future professionals had before enrolling.In this episode of Sip on This, I'm sharing three things to consider before choosing cosmetology school:✂️ Why you should tour and compare more than one school💰 Why tuition isn't necessarily the full cost📚 Why beauty school can prepare you for licensing—but it doesn't build your career for youI'm also taking you inside the completely rebuilt Second Edition of my book, IS BEAUTY SCHOOL FOR YOU? The Future Professional's Guide to Cosmetology, and I explain why the career coach I am today approached this book very differently from the beauty educator who wrote the first edition three years ago.We'll talk about choosing a school, private beauty schools vs. vocational programs, career readiness, tuition and additional costs, state licensing resources, professionalism, customer service, and the 100-question written state board practice exam included in the new edition.Because loving hair, makeup, or beauty is one thing.Building a career working with actual people is another.📕 IS BEAUTY SCHOOL FOR YOU? The Future Professional's Guide to Cosmetology — Second EditionPaperback: $14.99Kindle: $7.99👉 https://www.amazon.com/dp/B0HJ2TTQ4Y☕ Coffee With Ms. DA free monthly online gathering for people navigating change, reinvention, relationships, career transitions, and what comes next.Next gathering: Friday, October 2 at 10 AM ET👉 https://www.coachingwithmsd.com/coffee📧 deirdre@coachingwithmsd.com🌐 Coaching With Ms. D: https://www.coachingwithmsd.com/If this episode helped you, please like, subscribe, and share it with someone considering beauty school.Live your life as your authentic self. Your version. No one else's.📚 Continue Your Growth—and Shop My FavoritesMany viewers ask about the books, journals, beauty products, and clothing featured on Sip on This. I’ve curated Amazon collections featuring items I’ve personally read, used, and worn, and that I genuinely recommend.Explore my Amazon collections:📚 Ms. D’s Book Recommendations✍️ Ms. D’s Journals💄 Ms. D’s Podcast Beauty Favorites👗 Ms. D’s Podcast Wardrobe👉 Explore all of Ms. D’s Amazon favorites: https://www.amazon.com/shop/cocodemilleauthorDisclosure: As an Amazon Associate, I earn from qualifying purchases.Thank you for supporting my free content.#BeautySchool #Cosmetology #CosmetologySchool #BeautyCareer #careerchange #LeaveYourJob #JobBurnout#CareerAdvice #MindsetShift #PersonalGrowth #LifeCoach #midlifetransformation #SelfTrust #womenover40 #careerchange #midlifewomen #coachingwithmsd #genx #selfhelp #siponthis #womenover50 #lifecoachingwomen #lifecoachpodcast #lifecoachingpodcast #careercoachforwomen #siponthis #siponthispodcast #over50 #genx #womenover50 #SecondAct #Midlife #PersonalGrowth #Mindset #Reinvention #LifeCoach

  3. Sep 10

    Are You Living a Story That Isn’t Yours? | Samuel Garza Bernstein #siponthispodcast

    What if the story you believe about yourself isn’t actually true? In this episode of Sip on This, Deirdre Haggerty sits down with award-winning author, screenwriter, playwright, and television producer Samuel Garza Bernstein for a powerful conversation about inherited narratives, identity, reinvention, authenticity, grief, leadership, and learning to question who we were told we should be. Samuel is the Season 3 co-showrunner and co-executive producer of the six-time Emmy Award-winning series After Forever, streaming on Amazon. He is also the author of Roddy McDowall: An Actor’s Life, Cesar Romero: The Joker Is Wild, and Starring Joan Crawford. He co-authored Uncommon Heroes, recipient of the American Library Association Stonewall Book Award for Non-Fiction. Deirdre and Sam discuss: How inherited narratives shape our identitiesWhy reinvention requires curiosity and courageThe difference between privacy and hidingLetting go of who people used to beWhy boundaries are not about controlling othersPeople-pleasing and the need to make everything okayAuthentic LGBTQ+ representationLeadership, respect, and helping people feel seenThe grief and healing behind After ForeverWhy our value is not determined by what we accomplishThe importance of talking to someone when your old story no longer fits Sam leaves us with a powerful reminder: If nothing changes, nothing changes. Give voice to what no longer makes sense, allow yourself not to have every answer—and, for God’s sake, be kind to yourself. Learn more about Samuel Garza Bernstein and his work:https://samuelgarzabernstein.com/ Watch After Forever on Amazon. Contact and representation Film & Television: Jeff Aghassi, Aghassi Literary Management Phone: (310) 403-5148 Email: jeffaghassi@mac.com Books: Lee Sobel Literary Agency Phone: (917) 553-4991 Email: leesobel15@gmail.com Ready to question an old story and create a realistic plan for what comes next? Schedule a discovery call with Deirdre: 🌐 coachingwithmsd.com 📧 deirdre@coachingwithmsd.com Join Coffee with Ms. D, a free monthly online gathering for people navigating change, reinvention, relationships, and career transitions: ☕ https://www.coachingwithmsd.com/coffee If this conversation resonates with you, please like, subscribe, and share it with someone who needs to hear it. Get the Mug ☕️https://www.coachingwithmsd.com/product-page/sip-on-this-white-glossy-mug 📚 Continue Your Growth—and Shop My Favorites Many viewers ask about the books, journals, beauty products, and clothing featured on Sip on This. I’ve curated Amazon collections featuring items I’ve personally read, used, and worn, and that I genuinely recommend. Explore my Amazon collections: 📚 Ms. D’s Book Recommendations
 ✍️ Ms. D’s Journals 💄 Ms. D’s Podcast Beauty Favorites
 👗 Ms. D’s Podcast Wardrobe  https://www.amazon.com/shop/cocodemilleauthor Disclosure: As an Amazon Associate, I earn from qualifying purchases.Thank you for supporting my free content.
 #LeaveYourJob #CareerChange #JobBurnout#CareerAdvice #MindsetShift #PersonalGrowth #LifeCoach #midlifetransformation #SelfTrust #womenover40 #careerchange #midlifewomen #coachingwithmsd #genx #selfhelp #siponthis #womenover50 #lifecoachingwomen #lifecoachpodcast #lifecoachingpodcast #careercoachforwomen #siponthis #siponthispodcast #over50 #genx #womenover50 #SecondAct #Midlife #PersonalGrowth #Mindset #Reinvention #LifeCoach #InheritedNarratives #Reinvention #AuthenticSelf #SamuelGarzaBernstein #SipOnThisPodcast #lgbtq

  4. Sep 1

    IRMAA and Retirement Planning: The Great American Retirement Myth| Jim Capuano #siponthispodcast

    IRMAA and retirement planning may have a much bigger connection to your Social Security, Medicare costs, and retirement income than you realize. What if you've spent decades doing exactly what you were told to do with your retirement savings — only to discover that some of those decisions could have unexpected tax and Medicare consequences later? In this episode of Sip on This, I sit down with Jim Capuano, President of The Integrity Life Brokerage, IRMAA Certified Planner, and one of the founders of The Great American Retirement Myth. Jim breaks down IRMAA — the Income-Related Monthly Adjustment Amount — and explains his argument that the traditional, “cookie-cutter” approach to retirement planning may leave people unprepared for the way taxes, Medicare premiums, and retirement withdrawals can interact. We talk about: • What IRMAA is and why you've probably never heard of it • Why Medicare premiums can affect the Social Security check you actually receive • The “5, 15, 20” concept behind The Great American Retirement Myth • What Jim means by becoming tax diversified• Traditional retirement accounts vs. Roth accounts • Required minimum distributions and taxable retirement income • Why Jim calls tax deferral “cannibalizing your retirement income” • Annuities and cash-value life insurance — including why both can be controversial • Questions to ask your financial professional• Why Jim says it is not too late, even if you're already in your 50s, 60s, or beyond • His upcoming book, The Great American Retirement Myth. One thing I appreciated about this conversation is that Jim isn't asking you to blindly agree with him. He's asking people to understand the system, ask better questions, and make informed decisions about their own financial future. Because if your retirement plan is based on assumptions you've never questioned, it may be time to start asking some questions. ☕ Learn more about JimCapuano Jim@theintegrityLB.com - www.theintegrityLB.com www.retirementmythbook.com Follow The Great American Retirement Myth on Facebook Follow The Integrity Life Brokerage on Facebook ☕ COFFEE WITH MS. D If conversations like this make you realize there are parts of your own life you've been avoiding because they feel overwhelming, join me for Coffee with Ms. D. It's a FREE monthly online gathering for anyone navigating change, reinvention, relationships, career transitions, and discovering what comes next. No networking. No therapy. No pressure. Just real conversation, reflection, and connection. Our next Coffee with Ms. D is Friday, September 4 at 10 AM Eastern. Register: coachingwithmsd.com/coffee 🌐 coachingwithmsd.com 📧 deirdre@coachingwithmsd.com ☕ COACHING WITH MS. D Navigating a career transition, reinvention, or major life decision? Schedule a free discovery call:coachingwithmsd.com Get the Mug ☕️https://www.coachingwithmsd.com/product-page/sip-on-this-white-glossy-mug 📚 Continue Your Growth—and Shop My Favorites Many viewers ask about the books, journals, beauty products, and clothing featured on Sip on This. I’ve curated Amazon collections featuring items I’ve personally read, used, and worn, and that I genuinely recommend. Explore my Amazon collections: 📚 Ms. D’s Book Recommendations
 ✍️ Ms. D’s Journals 💄 Ms. D’s Podcast Beauty Favorites 👗 Ms. D’s Podcast Wardrobe 👉 Explore all of Ms. D’s Amazon favorites:  https://www.amazon.com/shop/cocodemilleauthor Disclosure: As an Amazon Associate, I earn from qualifying purchases.Thank you for supporting my free content.
 DISCLAIMER: This episode is for educational and informational purposes only and does not constitute individualized financial, tax, investment, insurance, or legal advice. The views and projections expressed by the guest are his own. Consult appropriately qualified professionals regarding your individual circumstances. #IRMAA #RetirementPlanning #Medicare #SocialSecurity #Retirement #RetirementIncome #FinancialPlanning #GreatAmericanRetirementMyth

  5. Aug 25

    Emotional Triggers: Why Your Reaction Feels Bigger Than the Moment

    Why can one comment, one tone of voice, or one frustrating moment create an emotional reaction that feels much bigger than what actually happened? In this episode of Sip on This, I sit down with certified JungianLife Coach Aaron King to explore emotional triggers—what they are, how they show up in the body, and what they may reveal about the patterns operating beneath our conscious awareness. Aaron explains why a trigger can be a window into the subconscious and how our earliest experiences may shape the protective roles we carry into our relationships, careers, and choices. We discuss: ☕ Why an emotional reaction may feel out of proportion to the present moment☕ How to recognize where a trigger appears in your body☕ The difference between what actually happened and the story you attached to it☕ How childhood coping mechanisms can later become limiting patterns☕ Jungian shadow work, archetypes, and the parts of ourselves we suppress☕ Why triggers can appear in romantic, professional, and family relationships☕ The relationship between coaching and therapy—and knowing when additional support is needed☕ Using a trigger log and dream journal to identify recurring patterns☕ How awareness creates a pause between the trigger and your response☕ Why the most important relationship is the one you have with yourself Aaron also shares his personal journey through career success, alcoholism, recovery, divorce, reinvention, and relationship coaching. We discuss his book in development, From F-Me to F-Yeah, and the four movements from shameand self-abandonment toward relational sovereignty: F-Me. F-This. F-Off. F-Yeah! It is not about pretending our triggers disappear. It is about recognizing them, understanding what they may be telling us, and choosing how we want torespond. ABOUT AARON KING Aaron King is a certified Jungian Life Coach and the founder of Relationship King. He helps people break toxic relationship patterns, strengthen their boundaries, and stop abandoning themselves to be loved. Before coaching, Aaron spent more than 30 years as an Emmy Award-winning creative director in television, advertising, and brand storytelling. His work now brings together Jungian shadow work, relational practice, recovery, and lived experience to help people understand the triggers and protective roles influencing their relationships, careers, and choices. Aaron lives in northern New Mexico, where he is developing Ranch 69 as a future retreat space. Connect with Aaron:Website & CoachingRead“Why This Gets Under My Skin: Emotional Triggers” LinkedInFacebook Explore coaching, podcast episodes, and Coffee With Ms. D:🌐 coachingwithmsd.com ☕️ https://www.coachingwithmsd.com/coffee Contact Deirdre: 📧 deirdre@coachingwithmsd.com Subscribe to Sip on This for honest conversations aboutrelationships, careers, personal growth, reinvention, and creating a life that truly reflects who you are. This conversation is for educational and informational purposes and is not a substitute for therapy, diagnosis, or mental health treatment. Get the Mug ☕️📚Continue Your Growth—and Shop My Favorites Many viewers ask about the books, journals, beauty products, and clothing featured on Sip on This. I’ve curated Amazon collections featuring items I’ve personally read, used, and worn, and that I genuinely recommend. Explore my Amazon collections: 📚 Ms. D’s Book Recommendations✍️ Ms. D’s Journals💄 Ms. D’s Podcast Beauty Favorites👗 Ms. D’s Podcast Wardrobe  👉 Explore all of Ms. D’s Amazon favorites  Disclosure: As an Amazon Associate, I earn from qualifyingpurchases. Thank you for supporting my free content.  #EmotionalTriggers #ShadowWork #RelationshipCoaching #triggers #MindsetShift #PersonalGrowth #LifeCoach #midlifetransformation  #SelfTrust #womenover40 #midlifewomen#coachingwithmsd #genx #selfhelp #siponthis #womenover50 #lifecoachingwomen#lifecoachpodcast

  6. Aug 11

    How to Know When It’s Time to Leave Your Job: 6 Signs & What to Do Next

    How do you know when it’s time to leave your job—and when you’re simply going through a difficult season? One bad Monday doesn’t necessarily mean you should quit. But when your job begins to drain your confidence, affect your health, conflict with your values, and change who you are outside of work, it may be time to examine the pattern. In this episode of Sip on This, I break down six signs it may be time to leave your job: ☕ Your job is affecting who you are outside of work. ☕ You no longer recognize yourself at work. ☕ You’ve outgrown your role. ☕ Your values no longer align with the workplace. ☕ You’ve tried to improve the situation, but nothing changes. ☕ Fear is the primary reason you’re staying. I also discuss how to document workplace concerns, evaluate your finances, update your résumé and LinkedIn profile, identify your transferable skills, and create a thoughtful exit plan before making a major career decision. Knowing it may be time to leave does not mean you have to quit tomorrow. There is a difference between deciding to leave and being prepared to leave. If you’re navigating a career transition, questioning your next step, or rebuilding your professional confidence, schedule a discovery call at:🌐 coachingwithmsd.com https://www.coachingwithmsd.com 📧 deirdre@coachingwithmsd.com ☕️ Coffee With Ms. D, my free monthly online gathering for real conversation, reflection, and connection: https://www.coachingwithmsd.com/coffee Subscribe for conversations about careers, relationships, reinvention, and creating a life that reflects your authentic self. Get the Mug ☕️ 📚 Continue Your Growth—and Shop My Favorites Many viewers ask about the books, journals, beauty products, and clothing featured on Sip on This. I’ve curated Amazon collections featuring items I’ve personally read, used, and worn, and that I genuinely recommend. Explore my Amazon collections: 📚 Ms. D’s Book Recommendations ✍️ Ms. D’s Journals 💄 Ms. D’s Podcast Beauty Favorites
 👗 Ms. D’s Podcast Wardrobe 👉 Explore all of Ms. D’s Amazon favorites: https://www.amazon.com/shop/cocodemilleauthor Disclosure: As an Amazon Associate, I earn from qualifying purchases.Thank you for supporting my free content. #LeaveYourJob #CareerChange #CareerAdvice #MindsetShift #PersonalGrowth #LifeCoach #midlifetransformation #SelfTrust #womenover40 #careerchange #midlifewomen #coachingwithmsd #genx #selfhelp #siponthis #womenover50 #lifecoachingwomen #lifecoachpodcast #lifecoachingpodcast #careercoachforwomen #siponthis #siponthispodcast #over50 #genx #womenover50 #SecondAct #Midlife #PersonalGrowth #Mindset #Reinvention #LifeCoach #genx

  7. Aug 6

    3 Keys to a Successful Marriage After 37 Years Together - Sip on This GenX Marriage Advice

    Everyone wants to know the secret to a happy marriage. After 37 years with my husband, Frank, I've learned there isn't one. There are no magic tricks, perfect formulas, or fairy-tale relationships. But there are three habits that have helped us build a marriage that has endured life's ups, downs, laughter, disagreements, and everything in between. In this episode of Sip on This, we talk about:☕ Why your spouse is NOT responsible for your happiness☕ Why laughter is more powerful than perfection☕ How communication creates connection☕ Why you should never stop dating your spouse Marriage isn't about finding the perfect person. It's about choosing each other again and again. 💚 Join Coffee with Ms. D (FREE): https://www.coachingwithmsd.com/coffee 🌐 Coaching: https://www.coachingwithmsd.com 👍 If this episode resonated with you, please like, subscribe, and share it with someone who could use a little encouragement. Get the Mug ☕️ https://www.coachingwithmsd.com/product-page/sip-on-this-white-glossy-mug 📚 Continue Your Growth—and Shop My Favorites Many viewers ask about the books, journals, beauty products, and clothing featured on Sip on This. I’ve curated Amazon collections featuring items I’ve personally read, used, and worn, and that I genuinely recommend. Explore my Amazon collections: 📚 Ms. D’s Book Recommendations✍️ Ms. D’s Journals💄 Ms. D’s Podcast Beauty Favorites👗 Ms. D’s Podcast Wardrobe 👉 Explore all of Ms. D’s Amazon favorites:  https://www.amazon.com/shop/cocodemilleauthor Disclosure: As an Amazon Associate, I earn from qualifying purchases. Thank you for supporting my free content #Marriage #RelationshipAdvice #MarriageTips #HealthyRelationships #SipOnThis

  8. Jul 30

    Professional Etiquette: The Small Mistakes That Cost You Client #siponthispodcast #coachingwithmsd

    Have you ever tried to hire someone only to be met with silence? No returned phone call. No email. No follow-up. In this episode of Sip on This, I explore what professional etiquette really means in today's business world—and why timely communication is one of the simplest ways to build trust with clients. Professional etiquette isn't about being perfect. It's about respecting another person's time, communicating consistently, and creating a positive customer experience from the very first interaction. In this episode, we discuss: ✔️ What professional etiquette really means ✔️ Why communication builds trust ✔️ Email, phone, and social media etiquette ✔️ When it's time to stop chasing a business ✔️ The customer experience every professional should create. If you've ever wondered whether professionalism still matters in today's fast-paced world, this conversation is for you. ☕ Read the companion blog 🌐 Coaching With Ms. D 📅 Join Coffee with Ms. D 📧 Contact 👍 If this episode resonated with you, please Like, Subscribe, and Share it with someone who values professionalism and great customer service. Get the Mug ☕️ 📚 Continue Your Growth—and Shop My Favorites Many viewers ask about the books, journals, beauty products, and clothing featured on Sip on This. I’ve curated Amazon collections featuring items I’ve personally read, used, and worn, and that I genuinely recommend. Explore my Amazon collections: 📚 Ms. D’s Book Recommendations
 ✍️ Ms. D’s Journals
 💄 Ms. D’s Podcast Beauty Favorites
 👗 Ms. D’s Podcast Wardrobe 👉 Explore all of Ms. D’s Amazon favorites Disclosure: As an Amazon Associate, I earn from qualifying purchases. Thank you for supporting my free episodes. #ProfessionalEtiquette #BusinessCommunication #customerexperience

About

Sip on This with Coaching with Ms. D features honest conversations about life, career, relationships, and navigating what comes next—especially in midlife. Hosted by ICF-certified coach Deirdre Haggerty, each episode blends practical coaching advice, real-life experience, meaningful conversations, and humor. Explore career transitions, confidence, boundaries, marriage, grief, mental health, leadership, resilience, and reinvention through solo episodes, personal stories, and candid guest conversations. Let’s sip, learn, laugh, and grow together.