✨ Sip on This with Coaching with Ms. D ✨

☕ 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...

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...

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...

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...

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. Aar...

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 ma...

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 ta...

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...

Why aren't you getting interviews? It may not be your experience. It may be how you're presenting it. In this episode of Sip on This , I break down one of the biggest mistakes I see professionals make when changing careers: trying to market themselves as everything instead of clearly communicating one career direction. We'll talk about: ✅ Why recruiters get confused by unfocused Linke...

How many times have you told yourself:"I'm too old.""They don't like me.""No one will choose me.""I'm not qualified."But where's the evidence? In this episode of Sip on This, I explore one of the biggest reasons people stay stuck—not because they lack talent or ability, but because they repeat the same internal story until it becomes their id...

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...

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...

☕ 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? 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...

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...

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...

“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...

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...

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...

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 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...

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...

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...

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...

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 •...