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PODCAST

Penny for your Shots

Penny Fitzgerald

Welcome to Penny for your Shots, the podcast that uncorks the stories and insights of exceptional female entrepreneurs and leaders. Hosted by Penny Fitzgerald, this show is your front-row seat to engaging and inspiring discussions served over a glass of your favorite libation.Each episode, brilliant women from diverse fields and backgrounds will share their journeys, challenges, and experiences with stories that empower, educate, and entertain. And, we"ll include memories shared with friends over a

business entrepreneurship

All Episodes

75:30

Reinventing Your Life and Money Mindset with Diane...

Penny for your Shots ·

2026/04/23

What if the life you’re living right now… isn’t the final version?In this episode, Penny sits down with Diane Farber — her neighbor, friend, and a woman who proves that reinvention doesn’t have an expiration date.Diane shares her journey from social worker to financial advisor, building a career from scratch in her 40s, and then starting over again in a brand new community in her 80s. Her story is layered with courage, curiosity, and the kind of wisdom that only comes from doing the thing, even when

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61:45

Your Hormones Aren’t the Problem, They’re Your Power...

Penny for your Shots ·

2026/04/16

What if your hormones weren’t the problem, but instead were the key to everything?In this episode, I sit down with Dr. Aumatma Simmons, a naturopathic doctor who’s spent nearly 20 years studying hormones, fertility, and the deeper wisdom of the female body.We talk about why so many women feel burned out trying to keep up with systems designed for men—and how understanding your natural cycle can change the way you live, work, and make decisions.This conversation is both validating and eye-opening. If

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57:14

Bougie on a Budget: Spend Without the Stress | Budget...

Penny for your Shots ·

2026/04/09

If the word “budget” makes you want to pour a glass of wine at 9am… stay with me.This conversation with the Budget Besties is not about restriction. It’s about freedom.Shana and Vanessa are on a mission to take the shame out of money and replace it with simple, real-life systems that actually work. Because most women aren’t bad with money... they’ve just never been shown how to manage it in a way that fits their life.And the best part? You don’t have to give up the things you love to make it work.In

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40:28

Starting Over at 50: Building Freedom with Belinda...

Penny for your Shots ·

2026/04/02

Starting over at 50 can feel overwhelming. Or, it can become the beginning of something extraordinary.In this episode, Belinda Sandor shares how she rebuilt her life during a major transition: divorce, financial stress, and becoming a single mom... and turned it into a thriving virtual assistant business that now gives her freedom and flexibility at 65.Her story is a beautiful example of what’s possible when women stop waiting for permission and start creating lives that actually fit.In this

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52:16

It’s Your Turn: Reinventing Life After 50 with Karen...

Penny for your Shots ·

2026/03/26

What if the moment you’ve been waiting for… is right now?Karen Ansen joins me for a conversation that will feel very familiar if you’ve ever looked around your life and thought, “Okay… what’s next for me?”After years of building a career, raising a family, and showing up for everyone else, Karen found herself at a turning point—one that led her to reconnect with herself, redefine her purpose, and create a life and business that truly fit.This episode is about more than reinvention. It’s about

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31:27

Why the Finger Lakes Is the Next Must-Visit Wine...

Penny for your Shots ·

2026/03/19

If the Finger Lakes isn’t on your travel list yet… it might be after this conversation.In this episode, I’m joined by Caley McKnight, an enology student at Cornell University who’s immersed in one of the most exciting (and underrated) wine regions in the country. Together, we explore what makes the Finger Lakes so special—and why it’s quickly becoming a must-visit destination for wine lovers.From cool-climate wines and vineyard life to hidden gems you won’t want to miss, this episode is part wine

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50:24

Grow Your Business by Growing You: Breaking Free from...

Penny for your Shots ·

2026/03/12

Sometimes the thing holding your business back isn’t strategy, marketing, or systems.Sometimes it’s the patterns you didn’t even know were there.In this episode of Penny for Your Shots: Conversations & Cocktails with Brilliant Women, Penny sits down with trauma-informed therapist, speaker, and author Dr. Shannon South to explore how our past experiences can quietly shape the way we lead, build businesses, and show up in our lives.Dr. Shannon shares how hidden emotional patterns can influence

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45:36

Control-Alt-Delete Self-Doubt: A Real Confidence Reset

Penny for your Shots ·

2026/03/05

What if the voice telling you to play small… isn’t telling the truth?In this episode, Penny sits down with keynote speaker, author, and confidence coach Simone Knego to talk about the stories women tell themselves—and how those stories shape everything from leadership to self-worth.Simone shares her REAL Confidence Method and a simple mindset reset that helps interrupt the spiral of self-doubt when it shows up (because it always does).From redefining leadership around the kitchen table to dropping

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61:08

From Small-Town Bar to Children’s Author at 65

Penny for your Shots ·

2026/02/26

What if the dream you’ve been carrying for decades is still waiting for you?Susan Lienau is 65 years young. She’s spent over 40 years running a small-town bar in northeast Iowa. She’s helped launch a community museum, serves on the city council, co-owns an Airbnb—and somewhere between raising four boys and welcoming six grandchildren, she finally decided to write the children’s book she’d imagined her entire life.Not because it was convenient.Not because she suddenly had “extra time.”But because she

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53:51

Time Poverty Is Real: Stop Hiding in Busy

Penny for your Shots ·

2026/02/19

Busy doesn’t mean productive. And exhausted doesn’t mean successful.In this episode, Peggy Sullivan — former corporate executive turned researcher and speaker — shares what 12 years of data revealed about time poverty, burnout, and the hidden damage of hustle culture.If you’ve ever felt like there’s never enough time, like your calendar is packed but your goals aren’t moving, this conversation will feel both validating and empowering.Peggy breaks down:• What “time poverty” really is • How chronic

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42:04

Busy, Capable, and Still Stuck? Let’s Talk Confidence

Penny for your Shots ·

2026/02/12

You can be busy, capable, and doing all the “right” things—and still feel stuck.If you’ve ever wondered why your results don’t match your potential, this episode is for you.In this conversation, Penny sits down with Nada Lena Nasserdeen, founder of Rise Up For You, international speaker, and author. Nada has worked with Fortune 500 companies and entrepreneurs around the world, helping people build confidence, communicate more effectively, and step into leadership. But what makes her work so powerful

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48:59

You’re Not Starting Over—You’re Building on Everything

Penny for your Shots ·

2026/02/05

If you’re in a season of transition and quietly wondering, “Did I miss my window?”—this episode is for you.Penny is joined by Julie DeLucca-Collins, confidence coach, author, and fellow podcaster, for an honest conversation about career pivots, self-trust, and why you’re never truly starting over. Julie shares how being laid off during the pandemic became the catalyst for building a purpose-driven business—and how confidence is less about being fearless and more about trusting yourself enough to

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39:31

When Your BS Meter Gets Better With Age

Penny for your Shots ·

2026/01/29

There’s a moment many women reach—usually after a few decades of living—when things get clearer. The stories don’t quite add up anymore. The excuses land flat. And that inner voice gets a whole lot louder.In this episode of Penny for Your Shots, I sit down with therapist Gina Haras for a thoughtful conversation about wisdom, discernment, and why our “BS meter” tends to get sharper with age. We explore how experience shapes clarity, why empathetic women often question themselves early on, and how

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46:43

Self-Worth, Power, & Using Your Voice with Intention

Penny for your Shots ·

2026/01/22

If you’ve ever questioned your value, your voice, or whether you’re really using your seat at the table the way you’re meant to—this episode is for you. I’m joined by Sarah Barnes-Humphrey, a longtime logistics leader, podcast host, nonprofit founder, and author whose work centers on self-worth, inclusion, and creating spaces where people feel safe, seen, and heard. Sarah shares her journey through male-dominated industries, unexpected career pivots, and the quiet inner work of protecting sel...

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58:08

You Don’t Need Consensus to Lead—You Need Clarity

Penny for your Shots ·

2026/01/15

If you’ve ever felt like you know what good leadership looks like—but still catch yourself waiting for agreement, approval, or buy-in—this episode will feel like permission you didn’t know you needed.I’m joined by Tami Reiss (aka Tami from Miami), and this conversation beautifully reinforces what I teach again and again: you don’t need consensus to lead—you need clarity.This isn’t about becoming more forceful, louder, or more “corporate.” It’s about trusting your instincts, making clean decisions,

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47:58

From Overwhelmed to Organized: Systems That Give You...

Penny for your Shots ·

2026/01/08

Have you ever hired help—only to feel more overwhelmed than before? More questions. More messages. More mental clutter than ever?In this episode of Penny for Your Shots, I’m joined by Melissa Morris, founder of Agency Authority, for a grounding, practical conversation about why burnout doesn’t magically disappear when you build a team—and how the right systems can truly give you your life back.This isn’t about rigid processes or complicated tech. It’s about clarity, intention, and creating simple

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4:49

Stop Treating Joy Like a Luxury: A New Year Reset

Penny for your Shots ·

2026/01/01

What if the most powerful New Year reset isn’t about doing more—but about finally letting yourself matter again?In this short solo episode, Penny shares a surprising insight from a recent workshop that revealed just how many women are quietly carrying too much—while putting their own joy on hold.If you’re the strong one, the caregiver, the helper, or the woman everyone depends on, this conversation is a gentle reminder that service doesn’t require self-sacrifice—and that joy isn’t a luxury.This

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14:38

When Entrepreneurship Is Hard—and You Keep Going Anyway

Penny for your Shots ·

2025/12/25

Entrepreneurship can be meaningful, joyful, and deeply fulfilling—and it can also be really hard.In this solo episode, Penny shares a candid look back at 2025 and the behind-the-scenes realities of building a purpose-driven business. This is an honest conversation about what it looks like to keep going when the path feels slower, heavier, or more uncertain than you expected.If you’ve ever questioned your purpose, wondered if you should quit, or felt the tension between gratitude and exhaustion, this

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56:21

From Small Town Roots to Big Careers—and Finding Your...

Penny for your Shots ·

2025/12/18

Some conversations feel like a catch-up over wine—and then turn into something deeper. This episode is one of those. I’m joined by Aimee Goeman, someone I knew of growing up in small-town Iowa but didn’t truly know until now. Our families crossed paths the way they do in rural communities—through church, farming, and familiar names—before life carried us in different directions. Years later, we sat down to talk about what sticks with you from where you’re from… and how you carry it forward. A...

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50:19

From Crisis to Clarity: Melissa Hampton on What...

Penny for your Shots ·

2025/12/11

What happens when life brings everything to a full, heartbreaking stop?This week, I’m joined by Melissa Hampton, a financial planner, entrepreneur, and mom whose world changed overnight when her seven-year-old son faced a life-threatening medical crisis. What followed was four months in the hospital, a surrender she never expected, and a profound rebuilding of what mattered most. Melissa shares how this experience reshaped her business, her boundaries, and the way she shows up for her clients and

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133 results

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