Deirdre Haggerty
✨ 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.
Author
Deirdre Haggerty
Category
Podcast website
Latest episode
Jul 9, 2026
Where to listen?
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Episodes
Why I Created Coffee with Ms. D | Real Community in a World Full of Sales Pitches 09.07.2026 11:53
Everywhere we turn, someone is trying to sell us something. A networking event becomes a referral group. A LinkedIn connection becomes a sales pitch. A simple conversation turns into a business opportunity. It can be exhausting. Not every relationship needs to be monetized. In this episode of Sip on This, I share why I created Coffee with Ms. D - a free monthly community built on conversation, enc...
Living with Schizophrenia: Rita's Inspiring Story of Recovery, Motherhood & Hope 02.07.2026 56:00
What is it really like to live with schizophrenia? In this powerful episode of Sip on This , Rita shares herdeeply personal journey through schizophrenia, suicidal thoughts, recovery, motherhood, grief, resilience, and advocacy. After experiencing severe mental illness while working overseas as a registered nurse, Rita fought her way back through treatment, counseling, community support, volunteer...
The Moment You Realize Your Life No Longer Fits You | Reinvention, Identity & Second Acts 23.06.2026 17:03
☕ Sometimes the hardest moment in life isn't failure. It's waking up one day and realizing… everything looks fine—but something feels off. Your career works. Your relationships look good. You built this life. But somewhere along the way… You changed. In this episode of Sip on This, we're talking about that quiet moment nobody prepares you for—the moment you realize your life no longer...
What Actually Happens in a Coaching Session (And Why It Works) | Sip on This 16.06.2026 12:58
What actually happens in a coaching session? Do coaches tell people what to do? Is coaching therapy? Do clients leave with all the answers? Short answer: No. In this episode of Sip on This, I pull back the curtain on coaching and talk honestly about what happens once that Zoom screen turns on. We talk about: ☕ Coaching vs. therapy ☕ Why coaches don't give advice ☕ How questions create clarity...
The Lie About Starting Over After 40 (And Why Reinvention Changes Everything) | Sip on This 09.06.2026 14:54
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 di...
You Don’t Need Another Strategy — You Need Clarity 26.05.2026 11:48
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 sear...
Why People Get Angry When You Set Boundaries | Sip on This Podcast 21.05.2026 19:30
“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. Th...
Why Some Coaching Leaves You More Confused Than Clear 13.05.2026 11:59
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, bur...
Confidence Doesn’t Come First — Here’s How You Build It 08.05.2026 18:50
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...
Fake Celebrity Tried to Catfish Me… Then Blocked Me (Gen X Doesn’t Fall for This) 29.04.2026 13:46
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...
I Left After 3 Months… Now They’re Closing 24.04.2026 9:37
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 h...
Still Menstruating at 58? The Truth About Perimenopause No One Talks About 16.04.2026 17:31
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 50s Symptoms that don’t match what you hear online Mood swings...
How Grief Began My Second Act 24.03.2026 43:57
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...
The Hidden Cost of Employee Turnover (And Why Development Is Cheaper) 10.03.2026 14:44
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...
The Relationship That Changes Everything in Your Second Act 26.02.2026 24:22
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 •...
You’re Not Behind — You’re Reinventing (A Second Act Conversation) 11.02.2026 23:01
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 Hag...
Coaching Is Not a Hobby: What a Career Coach Actually Does (Second Act Conversations): Sip on this ☕️ 04.02.2026 18:57
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...
From Grief to Service: Sip on This – Hospice, Dignity & Volunteering 23.01.2026 45:30
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...
Acting Wealthy Isn’t What You Think | Manifesting Money for 2026 Without Pretending Sip on this ☕️ 05.01.2026 41:21
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....
I Never Saw This Coming: Sip on this ☕️ Season 1 Wrap 30.12.2025 21:38
I Never Saw This Coming: Sip on this ☕️ Season 1 Wrap Party When 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 c...
Sip on This: How to Work From Home Without Losing Your Mind | Productivity Tips, Workspace Hacks & Staying Social 23.12.2025 39:20
Sip on This: How to Work From Home Without Losing Your Mind | Productivity Tips, Workspace Hacks & Staying Social Working 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 —...
All’s Not Fair in Divorce: Can You Split Without Destruction? (NJ Mediation Expert Jann Bate Catto) 16.12.2025 41:36
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 c...
Sit Down, Boomer? Absolutely Not — Why Your Second Act Career After 50 Might Be the Most Powerful Chapter of Your Life | Sip On This e. 16 08.12.2025 22:54
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. Host Deirdre Haggerty , certified career, life & relationship coach andfounder of Coaching With Ms. D , is here to remind you that purposenever expire...
More Marriage Advice from Deirdre & Frank After 36 Years of Matrimony @coachingwithmsd #siponthis 03.12.2025 38:43
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...
Sip On This – PART 1: 36 Years of Marriage, Love, Messiness & the Truth Behind It All 26.11.2025 59:08
✨ 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 ou...
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