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PODCAST

✨ Sip on This with Coaching with Ms. D ✨

Deirdre Haggerty

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

business careers

All Episodes

00:43:57

How Grief Began My Second Act

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

2026/03/24

Grief is not something we talk about enough, at least not honestly.In this deeply personal episode of Sip on This, I share how layered loss, family heartbreak, and the unraveling of the life I thought I was supposed to live became the catalyst for my Second Act.This is not a checklist.This is not a polished lesson.This is lived experience.If you are walking through loss, identity shifts, or a season of rebuilding, I hope this conversation reminds you that you are not alone.Subscribe to Sip on This

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00:14:44

The Hidden Cost of Employee Turnover (And Why...

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

2026/03/10

Employee turnover is often treated as a normal part of doing business. But what if it’s one of the most expensive decisions an organization makes? In this episode of Sip on This, we explore a question every business owner and leader eventually faces: Is it cheaper to replace an employee or develop them? Research from the Society for Human Resource Management suggests that replacing an employee can cost six to nine months of their salary, and in many mid-level roles, that number climbs to 100–150% of

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00:24:22

The Relationship That Changes Everything in Your...

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

2026/02/26

In our first act, we build a life.In our second act, we build a relationship with the person living it.For decades we show up for careers, children, partners, and expectations. But at some point, a quiet question surfaces:What about me?In this episode of Sip on This, Deirdre Haggerty explores:• First Act vs Second Act identity• Why self-compassion predicts resilience more than self-esteem• How your inner dialogue determines your growth• Why alignment replaces achievement in midlifeThis is not about

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00:23:01

You’re Not Behind — You’re Reinventing (A Second Act...

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

2026/02/11

Sip on this ☕️ A grounded conversation on identity shifts, alignment, and what reinvention really looks like. If you’ve been feeling stuck, behind, or quietly outgrowing who you used to be… this Second Act conversation was made for you. Sip on this… what if the feeling of being “behind” isn’t failure — but the beginning of alignment? In this episode of Sip on This, ICF-certified coach Deirdre Haggerty explores the myth of invisible timelines, the quiet pressure of comparison culture, and what’s

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00:18:57

Coaching Is Not a Hobby: What a Career Coach Actually...

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

2026/02/04

Coaching is not a hobby — it’s a profession. In this episode of Sip on This, I break down what a career coach actually does, who coaching is for, and why working with a trained, certified coach matters. If you’ve ever felt stuck, burnt out, unsure of your next move, or capable of more but uncertain how to get there, this conversation is for you. We discuss real-world scenarios where coaching makes a difference, including career stagnation, second-act transitions, job-search burnout, impostor

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00:45:30

From Grief to Service: Sip on This – Hospice, Dignity...

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

2026/01/23

When both of your parents die side by side in hospice care, it changes you forever.In this deeply personal episode of Sip on This, host Deirdre Haggerty shares the true story of losing her father to pancreatic cancer and her mother to complications from Alzheimer’s disease—just two days apart, in their living room, on hospice care. That experience moved her from grief to service: fundraising for the Alzheimer’s Association and volunteering as a hospice companion.To explore what hospice really is,

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00:41:21

Acting Wealthy Isn’t What You Think | Manifesting...

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

2026/01/05

Everyone says, “Act wealthy if you want to manifest wealth.”But no one ever explains what that actually means. In this Sip on This episode, I break down why that phrase drove me absolutely nuts — and how my curiosity turned into a journal exercise, a full blog post, and this conversation about manifesting money for 2026, the grounded way. This is not about pretending, flexing, or ignoring reality.It’s about behavior, emotional regulation, self-trust, and intentional action — the things people who

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00:21:38

I Never Saw This Coming: Sip on this ☕️ Season 1 Wrap

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

2025/12/30

I Never Saw This Coming: Sip on this ☕️ Season 1 Wrap PartyWhen I began 2025, I never imagined I’d be hosting a podcast — let alone sharing some of the most personal conversations of my life.This Sip on This 2025 recap brings together powerful moments from:• My career journey and reinvention • Marriage advice with my husband • Divorce support with a mediator • Busting myths about life and careers after 50These clips reflect real conversations about growth, change, resilience, and choosing yourself —

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00:39:20

Sip on This: How to Work From Home Without Losing...

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

2025/12/23

Sip on This: How to Work From Home Without Losing Your Mind | Productivity Tips, Workspace Hacks & Staying SocialWorking from home seems easy… until it isn’t. If your days feel unstructured, your “office” is a corner of your dining room, or you're craving real human connection, this episode will reset everything. In this Sip on This episode, Ms. D — ACC Certified Career & Life Coach — shares how to create a workspace you love, manage your time effectively, network intentionally, and stay

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00:41:36

All’s Not Fair in Divorce: Can You Split Without...

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

2025/12/16

Sip on This: All’s Not Fair in Divorce: Can You Split Without Destruction? (NJ Mediation Expert Jann Bate Catto)All’s not fair in divorce—but it doesn’t have to be destructive. NJ divorce mediator Jann Bate Catto (TLC Mediation) shares how mediation can protect your peace, your wallet, and your future—plus when mediation isn’t the right choice. Guest: Jann Bate Catto, TLC Mediation (NJ)What we cover:Why divorce is emotionally painful—but doesn’t have to be financially brutalHow mediation keeps

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00:22:54

Sit Down, Boomer? Absolutely Not — Why Your Second...

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

2025/12/08

Sit down, Boomer — or actually, don’t.In today’s unapologetic, empowering episode of Sip On This, we’rebreaking down one of the biggest myths society loves to push:✨ That life and careerpossibilities shrink after 50.Spoiler alert: Bullsh*t.HostDeirdre Haggerty, certified career, life & relationship coach andfounder of Coaching With Ms. D, is here to remind you that purposenever expires — and your 50s, 60s, and even 70s can be the mostpowerful and purpose-filled decades of your life.You’llhear:🔥

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00:38:43

More Marriage Advice from Deirdre & Frank After 36...

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

2025/12/03

Sip On This – Episode 14 (Part 2): Marriage Advice with My Husband.In this episode, Deirdre and her husband Frank dive deeper into the complicated, beautiful, and sometimes chaotic realities of 36 years of marriage. From navigating grief, owning a business together, and heated disagreements to building emotional safety, empathy, and better communication — this conversation gets REAL.You’ll hear stories from inside their 36-year partnership, how they learned to fight fair, what almost broke them, and

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00:59:08

Sip On This – PART 1: 36 Years of Marriage, Love,...

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

2025/11/26

✨ Sip On This – PART 1: 36 Years of Marriage, Love, Messiness & the Truth Behind It All ✨ After 36 years of marriage, I’ve learned one truth: Love isn’t something you find… It’s something you build.In this very special episode of Sip On This, I’m joined by my husband—Frank—the love of my life, father of our four sons, my producer, and my partner in every wild, beautiful, messy chapter of our story.We’re pulling down the sheets (literally and figuratively) on:💛 Love at first sight—did he feel it

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00:26:24

From Heartbreak to Healing Post Divorce: Rebuilding...

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

2025/11/21

Sip on this — divorce doesn’t just break a marriage; it can break the partsof you that once felt certain, grounded, and whole.In this emotionally intimate episode, I sit down with Divorce Coach KimberlyLorah to talk about what really happens inside a woman’s heart afterdivorce — the unraveling, the confusion, the unexpected strength, and the quiet rebuilding of identity.Together, we explore how to:• Heal emotionally after divorce• Rebuild confidence in real, grounded ways• Rediscover your voice and

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00:26:43

Healing After Divorce: Rebuilding Fatherhood &...

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

2025/11/18

Sip on This 🎙☕ How do fathers heal after divorce? When families change, fathers often find themselves navigating silence, stigma, and emotional disconnection — especially after divorce. In this powerful episode of Sip on This, Deirdre sits down with Sam Asra, founder of Fathers Connect, to explore what dads truly experience during separation, co-parenting, and rebuilding their identity.Sam opens up about the mission behind Fathers Connect, why men struggle to seek support, and how healing begins

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00:18:16

🎙️ ☕️ on This – Episode 11: Navigating Toxic...

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

2025/11/14

Sip on This: Navigating Toxic Behaviors at WorkAre toxic coworkers or a draining workplace leaving you stressed, anxious, or doubting yourself? You’re notalone. In this episode of Sip on This, Ms. D breaks down how to identify toxic behaviors at work, protect your peace, and build a strategy to reclaim your confidence and advance your career. From setting boundaries and documenting interactions to knowing when it’s time to move on, this episode is packed with practical coaching advice to help you

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00:17:47

🎙️ ☕ on This Ep 10 Rebuilding After Divorce – Career...

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

2025/11/11

What if the end of your marriage isn’t the end of your story — but the start of your comeback? In this empowering episode, Ms. D dives deep into what it really means to rebuild your life and career after divorce. From rediscovering who you are toredefining your professional path, this episode explores how career coaching can help divorced women regain confidence, purpose, and direction.You’ll learn:💡 Why divorce is oftena turning point for personal and professional growth💡 How to rebuild

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00:21:38

🎙☕️ Sip on This Ep. 9: My Journaling Journey—From...

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

2025/11/07

✨ Sip on This Ep. 9: My Journaling Journey—From Chaos to Clarity ✨Are you feeling overwhelmed or scattered? You’re not alone. In this week’s episode, I share how journaling transformed my life—from losing my home and parents to rebuilding with gratitude, reflection, and purpose. Learn how a simple daily writing practice can reduce stress, boost focus, and help you find clarity and emotional balance. Discover how to start journaling today—whether with pen, app, or voice notes—and why consistency, not

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00:17:14

Sip on This: Navigating AI Transitions with a Career...

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

2025/11/04

AI is reshaping the workplace—fast. 🤖 In this episode of Sip on This, career coach Deirdre Haggerty breaks down how to adapt, upskill, and stay relevant in the age of automation. Grab your coffee and learn how to future-proof your career and embrace the #FutureOfWork. #ai☕ AI is coming for your job… or is it creating new opportunities?In today’s episode of Sip on This, host Deirdre Haggerty, certified career coach and founder of Coaching with Ms. D, explores the fast-changing world of AI career

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00:30:36

Sip on This ☕️ ep. 7 - 5 Lessons in Customer Service

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

2025/10/31

🎧 Sip on This 🎙☕️ ep. 7 - 5 Lessons in Customer ServiceIf you don’t like people, customer service might not be for you — but for those who do, it’s one of the most valuable skills you can master. In this episode, I share five key lessons in customer service that can transform not just your work, but your relationships and reputation.From empathy to accountability, these lessons apply whether you’re behind the counter, leading a team, or building a brand.#SipOnThis #CoachingWithMsD #CustomerService

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