Possibilities with Monique de Maio

Monique de Maio
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Possibilities with Monique de Maio leads you to a place of intention, happiness, and fulfillment. Her conversations are with REAL WOMEN (not superstars, super coaches, or supermodels) who have real lives, real families, and real careers. They speak with Monique about women's leadership, career advancement, personal growth, empowerment, wellness, fitness, and nutrition. Please join us. You'll feel welcome when you do.

  1. APR 9

    Business Q&A: What 50+ Years of Combined Experience Actually Sounds Like | Featuring Stephanie Baker

    Most business podcasts follow a script. A host asks a question. A guest gives a polished answer. Everyone sounds smart. Nobody says anything new. This is not that conversation. In this episode of Possibilities with Monique de Maio, we introduce a new format: Business Q&A: In the Room Two leaders. Real decisions. No theory. Monique sits down with Stephanie Baker, former Chief Commercial Officer, COO, and CMO at EBG, for something different: A real-time business debrief between two operators with 50+ years of combined experience. No scripts. No polished talking points. Just two people who have been in a lot of rooms… processing out loud what they’ve actually seen, what they’ve gotten wrong, and what they now recognize immediately when they walk into a company that’s in trouble. In this episode, we explore: → Why “we need more sales” is almost never the real problem → How to spot a broken org chart in the first 30 days → When a rebrand request is actually a symptom → What changes first when leadership teams stop being honest → Why fighting your way to the top is the wrong strategy → The role of value alignment in building teams that actually work If you’ve ever sat in a room where everyone agreed in the meeting and nothing changed afterward... If you’ve ever been handed an org chart that looked fine but felt completely broken... Or if you’re navigating growth that isn’t landing the way it should... This conversation will feel familiar. TIMESTAMPS 00:00 Introduction: A Different Kind of Business Conversation 01:53 What 50+ Years of Experience Teaches You to Spot in 30 Days 07:22 The “We Need More Sales” Problem: Why It’s Usually Not the Real Issue 11:43 When the Org Chart Looks Fine on Paper 14:14 The Role of the Consultant vs. the Insider 19:03 When a Rebrand Request Is Actually a Symptom 25:59 Brand Promises You Haven’t Earned the Right to Make 29:51 What Changes First When Honesty Leaves the Room 33:37 Value Alignment: The Non-Negotiable Foundation 36:58 What People Don’t Know About Stephanie (Bikram Yoga for 20 Years) 38:21 What She Now Questions About Leadership 40:26 On Helping Each Other: Why Women Can’t Do It Alone 45:51 Worst and Best Career Advice (The Job in Amsterdam) 50:51 Closing: If This Sounds Like Your Company, You Know Where to Find Us ABOUT OUR GUEST Stephanie Baker is a senior executive with more than 20 years of experience leading commercial strategy, operational transformation, and growth across travel, entertainment, and consumer sectors. Most recently, Stephanie served as Chief Commercial Officer at EBG, one of the largest privately held travel and entertainment companies in the U.S., where she led product strategy, corporate sales, business development, marketing, digital customer experience, and partner development. During her 14 years at EBG, she also held the roles of Chief Operating Officer and Chief Marketing Officer. Earlier in her career, Stephanie held senior leadership roles at Madison Square Garden Entertainment and Feld Entertainment, where she drove marketing strategy, production growth, and international expansion across Europe. She currently serves on the Iron Eagle Advisory Board, is a board member of Thrive Women in Travel, and is a member of Chief. This podcast is part of our mission to amplify women who are redefining work, life, and leadership. Follow Monique for More Possibilities: Instagram: https://www.instagram.com/moniquedemaio LinkedIn: https://www.linkedin.com/in/moniquedemaio Newsletter: https://www.moniquedemaio.com/newsletter-sign-up Explore Strategic Navigator Sessions with Monique: https://www.moniquedemaio.com/strategic-navigator/ Book Monique as a speaker for your next event: https://www.moniquedemaio.com/contact Grab her award-winning, bestselling book The 7 Secrets to Creating a Life You Love: A Practical Guide for Women in Leadership: https://www.amazon.com/Secrets-Creating-Life-You-Love/dp/B0CLHV526G

    50 min

  2. APR 1

    When AI Rewards Good Marketing

    Something happened this week that made one thing very clear. The way buyers research and choose vendors has already changed. And most companies have not caught up. LinkedIn recently published new research, drawing on data from Semrush and Profound, showing that LinkedIn is now the #1 most-cited domain for professional queries across major AI search engines. That means when your buyers use tools like ChatGPT, Perplexity, or Google AI Overviews to research solutions and build shortlists, the content being surfaced is coming from LinkedIn. Not your website. Not your brochures. LinkedIn. In this solo episode of Possibilities, Monique breaks down what this shift actually means, why it validates a strategy she has been pushing for years, and what B2B leaders need to do right now to stay visible in a buying journey that is already happening without them. This episode covers: → Why LinkedIn is now the primary source cited by AI search engines → What buyers are doing before they ever contact you → The biggest objections leaders still have, and why they no longer hold up → How thought leadership impacts credibility, referrals, and valuation → What AI actually rewards when it comes to content → Three actions to take immediately Don’t be generic. Stand for something. Own it. If your business is playing on LinkedIn but your brand and sales are stagnant, this is where to start. ABOUT MONIQUE Author. Speaker. Strategic Navigator. Monique de Maio helps women leaders and organizations move from chaos to clarity, in business and in life. Founder of OnDemandCMO and an active CMO, Monique brings more than 30 years of marketing and leadership experience across global brands, Wall Street, nonprofit, and publishing. Her work sits at the intersection of strategy and humanity, cutting through noise, simplifying the complex, and delivering solutions that actually work. As host of the Possibilities with Monique de Maio podcast, Monique explores the real conversations behind growth, reinvention, and decision-making. Through her Strategic Navigator work, she applies the same rigor used in business strategy to help women think clearly about their careers, wellness, and life design, without burning everything down. Follow Monique for More Possibilities: Instagram: https://www.instagram.com/moniquedemaio LinkedIn: https://www.linkedin.com/in/moniquedemaio Newsletter: https://www.moniquedemaio.com/newsletter-sign-up Book Monique as a speaker for your next event: https://www.moniquedemaio.com/contact Grab her award-winning, bestselling book The 7 Secrets to Creating a Life You Love: A Practical Guide for Women in Leadership: https://www.amazon.com/Secrets-Creating-Life-You-Love/dp/B0CLHV526G Referenced Research: LinkedIn Marketing Blog, “How to Leverage LinkedIn for AI Visibility in 2026” by Davang Shah https://www.linkedin.com/business/marketing/blog/content-marketing/how-to-leverage-linkedin-for-ai-visibility-in-2026

    16 min

  3. MAR 19

    What's the Real ROI of Your Life?

    I once spent an entire Friday driving across three states to pick up secondhand furniture for my kid's college apartment. I was proud of us. Resourceful. Practical. Smart with money. Except when I ran the actual numbers - including my time, the gas, the storage, and what it cost to get it all moved in - it was 40% more expensive than just ordering new from Wayfair. I had optimized for the feeling of being a good mom and called it a financial decision. Those are not the same thing. In this solo episode of Possibilities, Monique breaks down why senior leaders who apply rigorous ROI thinking to every business decision often wing it completely when it comes to their personal choices - and what to do about it. This episode explores: → Why we make business decisions analytically and personal decisions emotionally - and where that gets us in trouble → The two sides of personal ROI (and the one input nobody ever counts) → The non-profit board seat: when to show up and when to write the check → The conference you attend every year out of habit → The compounding cost of staying in the wrong role, relationship, or situation too long →The hardest ROI calculation Monique has ever had to make - and what it taught her → Three questions that will change how you make every personal decision you have been avoiding This is not about being cold or transactional about your life. It is about being honest. There is a difference. If there is a decision you have been making on autopilot - a role, a relationship, a commitment, a direction - and you have never actually run the numbers on it, this episode is for you. Most of us never run the numbers. Start today. ABOUT MONIQUE Author. Speaker. Strategic Navigator. Monique de Maio helps women leaders and organizations move from chaos to clarity, in business and in life. Founder of OnDemandCMO and an active CMO, Monique brings more than 30 years of marketing and leadership experience across global brands, Wall Street, nonprofit, and publishing. Her work sits at the intersection of strategy and humanity, cutting through noise, simplifying the complex, and delivering solutions that actually work. As host of the Possibilities with Monique de Maio podcast, Monique explores the real conversations behind growth, reinvention, and decision-making. Through her Strategic Navigator work, she applies the same rigor used in business strategy to help women think clearly about their careers, wellness, and life design, without burning everything down. Follow Monique for More Possibilities: Instagram: https://www.instagram.com/moniquedemaio LinkedIn: https://www.linkedin.com/in/moniquedemaio Newsletter: https://www.moniquedemaio.com/newsletter-sign-up Book Monique as a speaker for your next event: https://www.moniquedemaio.com/contact Grab her award-winning, bestselling book The 7 Secrets to Creating a Life You Love: A Practical Guide for Women in Leadership: https://www.amazon.com/Secrets-Creating-Life-You-Love/dp/B0CLHV526G

    13 min

  4. MAR 6

    Your Intuition Is a Secret Weapon: Why High-Performing Women Must Learn to Trust It | Featuring Cathy Williams

    What if one of the most powerful leadership tools you have… is the one most women were taught to ignore? In this episode of Possibilities with Monique de Maio, Monique sits down with Cathy Williams, a trailblazer in body-based healing and creative arts therapy, for a powerful conversation about intuition, body awareness, and why so many high-performing women lose touch with their inner guidance system. Cathy’s work helps women reconnect with something many of us were conditioned to override: the wisdom of our own bodies. Because here’s the truth: Your intuition is not mystical. It’s biological. It’s psychological. And when you learn to trust it, it becomes one of the most powerful decision-making tools you have. Together, Monique and Cathy explore why high-achieving women often disconnect from their intuition, how societal expectations train women to override their internal signals, and what happens when women learn to reconnect with themselves again. This is not about slowing down. It’s about listening differently. And when women do that, everything changes. In this episode, we explore: → Why intuition is a powerful (and underused) leadership tool → How high-performing women become disconnected from their bodies → Why society teaches women to override their internal signals → How intuition can improve decision-making and personal clarity → The role body awareness plays in emotional intelligence → Why healing and leadership are more connected than we realize → Practical ways to start reconnecting with your intuition If you’ve ever had a gut feeling you ignored… If you’ve ever overridden your instincts to appear “logical”… Or if you’re navigating a season of uncertainty in life or leadership… This conversation may help you reconnect with the guidance system you already have. Timestamps: 00:00 Introduction to Body-Based Healing and Intuition 01:26 Cathy's Journey: From Journalism to Healing 05:36 Discovering Intuition and Body Connection 10:26 The Process of Healing: Guiding Women Back to Themselves 16:16 Building Intuition: A Continuous Journey 18:38 Confidence and Intuition: The High-Performing Woman's Dilemma 25:59 The Importance of Showing Your Human Side 27:16 Understanding the Connection Between Body and Mind 29:03 Exploring Personal Guidance Systems 31:37 Guided Meditation for Intuition 36:11 The Power of Intention and Time Management 39:57 Advice to My Younger Self: Keep Going ABOUT OUR GUEST Cathy Williams is a trailblazer in the world of body-based healing and creative arts therapy. Through her work, Cathy helps women reconnect with their bodies, rebuild trust in their intuition, and rediscover their internal guidance system. Her signature Intuitive Self sessions support women in learning how to listen to their bodies again, and help them navigate life, leadership, and personal growth with greater clarity and confidence. Cathy’s work combines body awareness, creative expression, emotional intelligence, and intuitive development to help women reconnect with themselves in a world that often teaches them to disconnect. Her approach is compassionate, empowering, and deeply transformative. This podcast is part of our mission to amplify women who are redefining work, life, and leadership. Follow Monique for More Possibilities: Instagram: https://www.instagram.com/moniquedemaioLinkedIn: https://www.linkedin.com/in/moniquedemaioNewsletter: https://www.moniquedemaio.com/newsletter-sign-up Explore Strategic Navigator Sessions with Monique: https://www.moniquedemaio.com/strategic-navigator/ Book Monique as a speaker for your next event: https://www.moniquedemaio.com/contact Grab her award-winning, bestselling book The 7 Secrets to Creating a Life You Love: A Practical Guide for Women in Leadership:https://www.amazon.com/Secrets-Creating-Life-You-Love/dp/B0CLHV526G

    52 min

  5. MAR 3

    Stop Competing. Start Owning What Makes You Different.

    If you sound like everyone else, you are competing. And competing is exhausting. In this solo episode of Possibilities, Monique unpacks a pattern she’s seeing across C-suite leaders, founders, hybrid executives, and growth-stage companies: Brilliant people and strong businesses, all stuck inside labels. COOs assumed to want the CEO seat. CMOs who operate like operators. CHROs who function as culture architects and leadership mentors. Companies hiding behind “customer-centric” messaging and generic brand promises. The problem isn’t confidence. It isn’t experience. It isn’t even branding. It’s ownership. When you let a title, logo, or market label define you, you shrink your positioning. When you claim what you uniquely bring to the table, everything shifts. This episode explores: Why titles can quietly limit executive opportunity How hybrid leaders become “unhireable” when they fail to claim their power The real meaning of business differentiation Why differentiation is not a tagline exercise The one question every founder and executive must answer If you are navigating a career pivot, redefining your leadership identity, repositioning your company, or trying to stand out in a crowded market, this conversation will challenge how you think about competition. Because the goal is not to compete better. The goal is to own something so clearly that comparison becomes irrelevant. And if you’re ready to go deeper into your particular competition and comparisons, , explore my Strategic Navigator Sessions designed for leaders who refuse to blend in. Stop competing. Start owning what makes you different. ABOUT MONIQUE Author. Speaker. Strategic Navigator. Monique de Maio helps women leaders and organizations move from chaos to clarity, in business and in life. Founder of OnDemandCMO and an active CMO, Monique brings more than 30 years of marketing and leadership experience across global brands, Wall Street, nonprofit, and publishing. Her work sits at the intersection of strategy and humanity, cutting through noise, simplifying the complex, and delivering solutions that actually work. As host of the Consider the Possibilities podcast, Monique explores the real conversations behind growth, reinvention, and decision-making. Through her Strategic Navigator work, she applies the same rigor used in business strategy to help women think clearly about their careers, wellness, and life design, without burning everything down. Follow Monique for More Possibilities:Instagram: https://www.instagram.com/moniquedemaio LinkedIn: https://www.linkedin.com/in/moniquedemaio Newsletter: https://www.moniquedemaio.com/newsletter-sign-up Book Monique as a speaker for your next event: https://www.moniquedemaio.com/contact Grab her award-winning, bestselling book The 7 Secrets to Creating a Life You Love: A Practical Guide for Women in Leadership:https://www.amazon.com/Secrets-Creating-Life-You-Love/dp/B0CLHV526G

    18 min

  6. FEB 4

    Confidence Isn’t Born, It’s Built: What Changes When Women Stop Waiting | Featuring Mary Alice Duff

    What if confidence isn’t something you’re born with, but something you build one decision at a time? In this episode of Possibilities, Monique sits down with Mary Alice Duff, fractional COO, entrepreneur, and portfolio careerist, for a grounded and powerful conversation about confidence, self-trust, and what truly changes when women stop waiting for permission. This is not a conversation about moving abroad. It’s a conversation about what makes bold life decisions possible in the first place. Mary Alice shares her unconventional journey from social work to entrepreneurship, the lessons learned from building and closing a business, and why self-employment became a tool for designing a life that actually feels good. Together, Monique and Mary Alice unpack why high-performing women fear embarrassment more than failure, how perfectionism keeps women stuck, and what “stop waiting” actually looks like in practice. In this episode, we explore: Why confidence is built, not born What happens when women stop auditioning for approval and start trusting themselves Why high-achieving women struggle more with embarrassment than failure How micro moments and small decisions compound into real confidence Why self-awareness is essential for leadership and entrepreneurship How self-employment and fractional leadership can create agency and flexibility Why patience and perseverance matter more than hustle This episode is a reminder that confidence does not arrive before action. Action builds confidence. If you’ve been feeling stuck, second-guessing yourself, or waiting for the “right moment,” this conversation may be the nudge you need. ABOUT OUR GUESTMary Alice Duff is a fractional COO, entrepreneur, and portfolio careerist who partners with small business owners to build profitable, sustainable companies without burnout. She works closely with founders of experiential and people-driven businesses, helping them gain clarity across operations, finances, and strategy. With a background spanning social work, nonprofit leadership, and entrepreneurship, Mary Alice brings a rare blend of operational rigor and human insight to her work. She also coaches experienced professionals who want to transition from traditional employment into confident, sustainable fractional leadership roles. Mary Alice currently lives in the south of France with her family and writes about the messy, joyful reality of self-employment, leadership, and designing a life that aligns with your values. Website: https://www.maryaliceduff.com Mary Alice’s Future Fractional coaching program is currently open for enrollment. This podcast is part of our mission to amplify women who are redefining work, life, and leadership. Follow Monique for More Possibilities Instagram: https://www.instagram.com/moniquedemaio LinkedIn: https://www.linkedin.com/in/moniquedemaio Newsletter: https://www.moniquedemaio.com/newsletter-sign-up Explore Strategic Navigator Sessions with Monique: https://www.moniquedemaio.com/strategic-navigator/ Book Monique as a speaker for your next event: https://www.moniquedemaio.com/contact Grab her award-winning, bestselling book The 7 Secrets to Creating a Life You Love: A Practical Guide for Women in Leadership: https://www.amazon.com/Secrets-Creating-Life-You-Love/dp/B0CLHV526G

    39 min

  7. FEB 1

    The Magic of 3 Words: How to Create a True North for Your Year (and Your Life)

    Welcome back to Consider the Possibilities with Monique de Maio where real-life experience meets practical wisdom… In this episode, Monique shares a powerful, deceptively simple framework she’s used for years to create clarity, focus, and alignment: the magic of choosing three words. Forget resolutions. Forget vision boards that don’t stick. This is about creating a true north. A lens through which you make decisions about your time, energy, money, relationships, and opportunities. Monique walks you through: Why traditional goal-setting often fails How a single theme can shift your entire year Why the number three is wired into how humans think and decide How to choose three words that actually change how you show up How to use those words as a daily decision-making filter When (and why) it’s okay to change your words mid-year This episode is reflective, practical, and grounding, especially if you’re done people-pleasing, overthinking, or living for optics instead of meaning. This podcast is part of our mission to amplify women who are redefining work, life, and leadership. Want Help Choosing Your Three Words? I created a simple, guided worksheet to help you walk through this process intentionally. Download the complimentary worksheet →  HERE And if you get stuck, truly stuck, you are not doing it wrong. Sometimes clarity needs conversation. You are always welcome to reach out. ABOUT MONIQUE Author. Speaker. Strategic Navigator. Monique de Maio helps women leaders and organizations move from chaos to clarity, in business and in life. Founder of OnDemandCMO and an active CMO, Monique brings more than 30 years of marketing and leadership experience across global brands, Wall Street, nonprofit, and publishing. Her work sits at the intersection of strategy and humanity, cutting through noise, simplifying the complex, and delivering solutions that actually work. As host of the Consider the Possibilities podcast, Monique explores the real conversations behind growth, reinvention, and decision-making. Through her Strategic Navigator work, she applies the same rigor used in business strategy to help women think clearly about their careers, wellness, and life design, without burning everything down. Follow Monique for More Possibilities: Instagram: https://www.instagram.com/moniquedemaioLinkedIn: https://www.linkedin.com/in/moniquedemaioNewsletter: https://www.moniquedemaio.com/newsletter-sign-up Book Monique as a speaker for your next event: https://www.moniquedemaio.com/contact Grab her award-winning, bestselling book The 7 Secrets to Creating a Life You Love: A Practical Guide for Women in Leadership:https://www.amazon.com/Secrets-Creating-Life-You-Love/dp/B0CLHV526G

    16 min

  8. JAN 22

    Why I’ll Never Retire: Boldness, Aging, and the Stories Women Are Afraid to Tell | Featuring Judy Katz

    What if aging wasn’t a slowdown, but an invitation to go bigger? In this episode of Possibilities with Monique de Maio, Monique sits down with Judy Katz, an accomplished ghostwriter, author, publisher, and storyteller who found her true calling at 65 and is still creating, writing, and building at 85. Judy challenges everything we’ve been taught about aging, boldness, and self-confidence. She shares why she’ll never retire, how fear keeps women from telling their stories, and why it’s never too late to do the work that matters most. With warmth, humor, and unapologetic honesty, this conversation explores storytelling as empowerment, writing as legacy, and why women must stop waiting for permission to begin. This is a conversation about longevity without limitation. Boldness without apology. And choosing purpose at any age. If you’ve ever thought “maybe it’s too late”, this episode is for you. WE EXPLORE: Why Judy refuses to retire and what keeps her energized at 85How aging stereotypes quietly limit women’s choicesThe real reason women hesitate to write their storiesWhy boldness is built, not inheritedWhat actually makes a powerful story worth tellingThe four types of aspiring authors (and where most women get stuck)How storytelling becomes legacy, healing, and impactWhy “service mentality” matters more than job titlesWhat Judy would tell her 30-year-old self about money, courage, and timing CHAPTERS 00:00 – Introduction to Judy Katz and her journey 02:54 – Challenging the myths around aging and relevance 05:40 – Why boldness is learned, not inherited 08:30 – Fear, self-doubt, and waiting too long to begin 11:15 – What actually makes a story worth telling 14:14 – How Judy helps people uncover the right book 17:04 – Trauma, resilience, and storytelling as empowerment 19:50 – Why women hesitate to write (and how to move past it) 22:32 – Career advice, self-advocacy, and knowing your value 25:18 – Service mentality vs. entitlement in work and life 28:04 – Money, legacy, and what Judy wishes she’d done sooner 38:08 – How to connect with Judy + special listener offer ABOUT OUR GUEST Judy Katz is a book collaborator, ghostwriter, publisher, and marketer who has completed more than 60 books across memoir, business, and social impact. Her work includes award-winning and bestselling titles such as Angel of the Ghetto and A Question of Respect, a Wall Street Journal bestseller. At age 65, Judy began helping others become successful authors — and at 85, she continues to write, mentor, and redefine what’s possible in a third act. Judy is passionate about changing the conversation around aging, empowering women to tell their stories, and helping people write the book they were born to write. ATTENTION POSSIBILITIES SEEKERS: Mention "Monique" or the "Possibilities podcast" and Judy will offer a complimentary 20–30 minute consultation to help you identify what book you should write! FOLLOW MONIQUE FOR MORE POSSIBILITIESInstagram: https://www.instagram.com/moniquedemaio LinkedIn: https://www.linkedin.com/in/moniquedemaio Newsletter: https://www.moniquedemaio.com/newsletter-sign-up Book Monique as a speaker for your next event: https://www.moniquedemaio.com/contact Grab her award-winning, bestselling book The 7 Secrets to Creating a Life You Love: A Practical Guide for Women in Leadership:https://www.amazon.com/Secrets-Creating-Life-You-Love/dp/B0CLHV526G This podcast is part of our mission to amplify women who are redefining work, life, and leadership.

    37 min
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Possibilities with Monique de Maio leads you to a place of intention, happiness, and fulfillment. Her conversations are with REAL WOMEN (not superstars, super coaches, or supermodels) who have real lives, real families, and real careers. They speak with Monique about women's leadership, career advancement, personal growth, empowerment, wellness, fitness, and nutrition. Please join us. You'll feel welcome when you do.

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