Maybe I Can® with Debbie Weiss

Send us Fan Mail In this episode, I open up about something deeply personal: what it felt like to completely lose myself while caring for everyone else. I share the moment I realized I had become disconnected from my joy, my identity, and even my laugh. Maybe you’ve felt it too, that quiet sense of going through the motions, showing up for everyone but yourself. Through reflection, honesty, and a...

Send us Fan Mail We’re halfway through the year, can you believe it? In this episode, I’m doing a personal mid-year check-in and inviting you to do the same. No pressure, no perfection, just an honest look at where we are, what’s worked, what hasn’t, and where we want to go next. I’ll walk you through a simple reflection exercise to help you refocus for the second half of the year and share what I...

Send us Fan Mail This weekend, I had the rare experience of being completely alone—no kids, no plans, just me and my dog Yogi. And I’ll admit, at first, that old familiar feeling crept in… the fear that being alone might turn into feeling lonely . But what I discovered was the opposite. I felt grounded, centered, and deeply connected to myself. In this episode, I’m sharing why being alone doesn’t...

Send us Fan Mail We’ve all had those “if only I had…” moments. In this episode of the Maybe I Can® Podcast , I open up about my own experiences with regret, including stories from my dad’s life and the final weeks with my husband, and how those moments shaped me. Regret can weigh us down, but it doesn’t have to keep us stuck. Let’s talk about how to move through it with grace, perspective, and a l...

Send us Fan Mail In this episode of the Maybe I Can® Podcast, I’m getting real about something many of us struggle with: being our own worst critic. After giving a keynote speech that left me on a high, I received the photos and video — and immediately started picking myself apart. Sound familiar? We’ll dive into: ✨ Why our inner critic shows up (especially after moments of success) ✨ The power...

Send us Fan Mail What if you haven’t outgrown your dreams—just drifted away from them? In this episode, we explore what happens when we stop dreaming. As we grow older, it’s easy to trade bold aspirations for practical realities. Maybe someone told you your dream was unrealistic. Maybe life just got busy. But here’s the truth: 92% of people never pursue their dreams —and the most common regret at...

Send us Fan Mail In today’s episode of the Maybe I Can podcast, we’re diving into something so many of us struggle with: taking action . We have dreams, plans, and to-do lists… but often we get stuck waiting for the “perfect” moment. That stops today. I’m sharing 5 simple and powerful hints to help you finally move forward, even if you’re not ready, even if it’s messy, even if you’re scared. I als...

Send us Fan Mail I wasn’t expecting to attend my son’s college graduation alone. But there I was—proud, emotional, and deeply aware of who was missing. In this episode of the Maybe I Can podcast, I share what it felt like to face a moment that should’ve been joyful… but also brought up grief and reflection. Life has a way of shifting underneath us—sometimes without our permission—and I know I’m no...

Send us Fan Mail In today’s powerful episode, I’m joined by the incredible Lena Wilson—a speaker, coach, and compassionate guide for women navigating life after loss, divorce, and major life transitions. Lena shares her deeply personal journey of rediscovering who she was after the end of her marriage, and how she learned to embrace her own voice, desires, and purpose in midlife. We talk about the...

Send us Fan Mail Have you ever felt totally drained before your day even starts? I’ve been there—and it turns out, the biggest energy zapper isn’t always what we think. In this episode, I’m sharing how things like clutter, unfinished tasks, and all those mental “to-dos” can quietly weigh us down and keep us stuck in survival mode. From unpacked boxes to nagging decisions, I open up about my own ex...

Send us Fan Mail In this heartfelt episode, I reflect on three significant anniversaries in my life: the 30th anniversary of my insurance agency, the 2nd anniversary of my 'Maybe I Can' podcast, and what would have been my 31st wedding anniversary with Gary. I share the struggles and self-doubt I faced when starting my podcast and how I overcame them with persistence and coaching. I reco...

Send us Fan Mail Hi, I'm Debbie Weiss and in this episode of the Maybe I Can podcast, we delve into the empowering realization that no one is coming to save you. While it might sound harsh, it's incredibly liberating. I share my personal journey and examples of when I expected someone or something to change my life.  Whether it's waiting for the right partner, a dream job, more mone...

Send us Fan Mail In this episode of the Maybe I Can Podcast, I’m talking about something that doesn’t come easy to many of us—giving ourselves permission to rest. After a recent vacation in Punta Cana, I noticed a big shift in myself: I was finally able to unplug and truly relax. Meanwhile, my cousins stayed constantly busy, and it really made me reflect on how deeply rooted hustle culture is in o...

Send us Fan Mail In this episode, I’m sharing five powerful lessons I’ve learned since becoming a widow. While my journey is uniquely mine, I believe these lessons are universally relatable for anyone navigating through loss or major life transitions—whether it’s from divorce, becoming an empty nester, retiring, or experiencing another shift in life. I’ll take you through the lessons I’ve gained a...

Send us Fan Mail Welcome back to the Maybe I Can Podcast! In this episode, I'm diving deep into self-deception and the lies we often tell ourselves. Sharing my personal journey of overcoming self-lies, I encourage you to call out your own excuses that keep you stuck. From thinking it's too late to start something new to believing you're not good enough, I've been there too. Tog...

Send us Fan Mail In this episode of the Maybe I Can® Podcast, I delve into the common practice of catastrophizing, drawing from personal experiences to illustrate how it can hold us back. By flipping the script to focus on the best possible outcomes rather than the worst, we can transform our mindset and open ourselves up to new opportunities. I offer actionable steps, including a reflective exerc...

Send us Fan Mail In this episode of Maybe I Can®, we’re exploring six powerful sprinkles that aren’t in The Sprinkle Effect but are essential for personal growth: Patience, Acceptance, Forgiveness, Self-Compassion, Confidence, and Letting Go. Each of these small yet transformative shifts can help you navigate challenges, release what no longer serves you, and step into a more fulfilling life. We’l...

Send us Fan Mail In this episode of Maybe I Can, I’m sharing the four habits that have had the greatest impact on my life over the past several years: meditation, journaling, gratitude practice, and waking up early. I’ll take you through how each habit has transformed my mindset, reduced stress, and helped me create a more intentional and fulfilling life. Whether you're looking to find more c...

Send us Fan Mail In this episode, we explore the hidden cost of keeping secrets—especially those fueled by shame and embarrassment. When we refuse to acknowledge a problem, we often dig ourselves into a deeper hole, creating more stress, anxiety, and even self-sabotage. Through personal stories and real-life examples, we’ll unpack why we hide the truth, how it impacts our relationships and well-be...

Send us Fan Mail In this episode, I dive into my lifelong struggle with the fear of judgment—how it started in childhood, shaped my habits as an adult, and led to people-pleasing and seeking constant external validation. I share the ways this fear has influenced my decisions, from obsessively responding to messages to worrying about how others perceive me as a mother, business owner, and individua...

Send us Fan Mail In this episode, I sit down with love attraction coach Shannon Ichikawa to explore the journey of finding lasting love at different life stages. We discuss how dating in your 30s, 40s, 50s, and beyond differs, along with the unique challenges faced by widows, divorced women, and those who have never been married. Shannon shares powerful insights on overcoming "love blocks,&qu...

Send us Fan Mail In this episode, we dive into the insights from Morgan Housel’s The Psychology of Money , uncovering how our behaviors and emotions shape financial success far more than mathematical formulas. We explore the importance of long-term thinking, the true meaning of wealth as freedom, and how to align money with personal happiness. By redefining our relationship with money, we can make...

Send us Fan Mail In this episode, I sit down with Karen Olson, founder and CEO Emeritus of Family Promise, whose personal journey of loss and resilience sparked a nationwide movement to combat family homelessness. Karen shares how her experiences—losing her mother at a young age and encountering individuals experiencing homelessness—shaped her empathy and purpose. We discuss the challenges of addr...

Send us Fan Mail In this episode, we explore the exhausting cycle of holding on too tightly to control outcomes and the transformative power of loosening our grip. Drawing from personal experiences, we delve into why we cling to control, the emotional and physical toll it takes, and the surprising freedom that comes with letting go. Through practical steps like mindfulness, reframing perspectives,...

Send us Fan Mail In this episode of Maybe I Can, titled “A Sprinkle of Delight: Finding Joy in Life’s Little Details”, we explore the magic of small, simple joys that brighten our days. From fun holiday earrings to the perfect cup of coffee, these tiny moments of delight can lift our spirits, shift our mindset, and remind us that happiness is often found in the details. I share personal stories, t...