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 glass of wine or favorite cocktail! Subscribe now, grab your favorite beverage and join us every Thirsty Thursday for your weekly dose of inspiration, as we toast to the incredible women who are leading the way, one conversation (and cocktail) at a time. Cheers!
What if your next chapter isn’t about starting over…but finally starting to honor who you’ve become?
This week, I’m joined by coach Chanda Coston, a woman whose journey through grief, reinvention, and deep self-discovery mirrors so much of what midlife women are navigating. Chanda helps women in the “third quarter” of life find clarity, build confidence, and create businesses aligned with the season they’re in — and our conversation...
If you’ve ever felt that quiet tug for “something more,” this episode is for you.
I’m sharing the story behind my movement — the real one. The childhood threads, the detours, the pivots, the heartbreaks, and the unexpected joys that shaped the work I do today with women who are ready to serve with heart instead of hustle.
From growing up on an Iowa farm with older parents and a big imagination… to climbing the corporate ladder, navig...
When you’re the only woman in the room, it takes courage to speak up—and even more courage to do it again after being talked over, dismissed, or ignored.
This week, I’m joined by Kae Kronthaler-Williams, a longtime tech executive and author of Not Made for You: How Women Can Challenge Bias, Claim Their Space, and Thrive in a System Built for Men.
Kae shares what it’s really like to navigate male-dominated spaces, the language women c...
If digital marketing makes you want to hide under your desk, take a deep breath—you’re not alone.
This week, I’m joined by Cinthia Pacheco, founder of Digital Bloom IQ, a marketing agency helping women entrepreneurs show up online with heart and strategy. Cinthia has a gift for making SEO, ads, and analytics feel human—because visibility isn’t vanity; it’s service.
In this conversation, we talk about how to bring more intuition into ...
So many women say, “I’d love to start, but I’m not quite ready,” or wait until the timing feels perfect. But as I often remind my clients, readiness isn’t a feeling—it’s something you build through action.
This week, I’m chatting with Rachael Davila, founder of Extra Hands Virtual Assistant and author of Hey, Do I Need a VA?. Rachael’s story is a powerful example of what happens when women take that first imperfect step and allow su...
When Vanessa Menache learned what was really inside most wipes, she couldn’t unsee it. Combining her background in branding with her father’s textile expertise, she launched Raan—the world’s first unbleached, 100% cotton wet wipe.
In this episode, Vanessa opens up about how her curiosity turned into a mission to clean up the industry and educate consumers about what “green” really means.
You’ll hear:
What if the skills you’ve used to care for your family could become the foundation of a business that cares for you?
This week’s guest, Carrie McWherter, is a virtual assistant who turned her natural gift for organization—and a season of caregiving—into a thriving business that helps entrepreneurs reclaim their time (and their sanity).
In our conversation, Carrie shares how she went from caring for her mother-in-law to running a succ...
Most of us grew up whispering about periods—and using products that were far from ideal. Pads, tampons, discomfort, and silence were just part of the deal.
But what if there’s a better way?
In this week’s episode, I’m talking with Arielle Loupos, founder of Flower Girl, a period underwear brand designed to be safe, sustainable, and actually cute. Arielle shares her journey from e-commerce consultant to mission-driven entrepreneur, an...
What if your health, your wealth, and your self-worth were all part of the same story?
This week, I’m joined by Nancy Griffin, founder of Women Worth and Wellness. Nancy believes women are their own greatest asset—and that taking care of yourself is the first step to building wealth, giving generously, and leading boldly.
In this conversation, we dive into:
What if your business didn’t run on hustle—but on presence?
This week, I sat down with Kristi Chaves, a business coach who helps women build successful businesses rooted in alignment and authenticity. Raised in a family of coaches, Kristi brings a unique perspective on leadership, embodiment, and growth.
We covered so much good ground, including:
Hustle harder. Push through. Work until you make it.
Sound familiar? For so many women, hustle culture has become a badge of honor—but behind the scenes, it’s leaving us burned out, resentful, and completely disconnected from the work we’re meant to do.
This week’s conversation is all about breaking free from hustle and building something better. You’ll hear the story of a woman who walked away from abuse, built and scaled multiple b...
One hundred episodes. One hundred conversations. Countless lessons, laughs, and reminders that women are powerful beyond measure.
In this milestone episode, I look back on the stories that have shaped Penny for Your Shots—from Kami Guildner’s wisdom on raising our voices, to Larissa Banting’s reinvention story, to Frankie Elder Reedy’s fire for justice, to Shirah Benarde’s scrunchie-turned-nightcap invention that’s keeping women saf...
Reinvention isn’t just about starting fresh—it’s about showing up, even when life feels messy.
This week, I’m joined by Angel Wilborn, the vibrant host of the GLOE podcast (God, Life, Organization, & Entrepreneurship). Angel recently rebranded her show and stepped into a new chapter with boldness and faith—and she’s here to share what that process really looked like.
Inside this conversation, we cover:
From yacht kitchens to coaching women around the world, Sara Vezensek has never played by the rules—and in this episode, she shares how courage (not confidence) shaped her journey.
Sara’s story takes us from waitressing in Slovenia to risking it all on a yacht job she technically wasn’t “qualified” for, to building a business that helps women claim true freedom: time, money, and location.
In our conversation, we cover:
Chicago boudoir photography meets radical self-confidence in this conversation with photographer Liz Hansen. If you’ve ever wondered what actually happens during a boudoir session—and why so many women call it life-changing—this episode is your backstage pass. “Sexy is a vibe, not a size” sets the tone for a body-positive, age-inclusive approach to portraits that feel like you.
About Liz:
Liz Hansen is the owner and photographe...
What do you get when you mix sunshine, sisterhood, a few bottles of rosé, and a whole lot of heart? Wine Camp 2025—and it was pure magic.
This solo episode is part recap, part invitation, and 100% a celebration of what happens when women gather with intention. Whether you were there in Virginia or watching from afar, this peek behind the curtain will give you all the feels—and a little FOMO (don’t worry, 2026 is calling).
Inside this...
What happens when a cocktail educator, brand strategist, and former Bacardi ambassador decides to launch her own product line—in the middle of a global crisis? You get Cheeky Cocktails…and one seriously inspiring journey.
April Wachtel didn’t just stumble into entrepreneurship. She tested, pivoted, and reimagined her way into it—learning from failure, navigating trolls, and bottling mixers by hand to meet demand. In this candid conv...
Dr. Terri Levine spent years climbing the corporate ladder, eventually becoming CEO of a national healthcare company with nearly 3,000 employees. But behind the title, she felt exhausted, disconnected, and deeply out of alignment. So she walked away—without a backup plan—and said yes to coaching, authenticity, and a business built around service.
In this episode, Terri shares how she:
What if being more visible didn’t mean being more “salesy”?
Rachel Van Dolsen built a thriving PR agency in her twenties, but it wasn’t until she became a mom that she fully stepped into the kind of work that lights her up. Now a sought-after media strategist and soulful storyteller, Rachel helps female founders pitch themselves in a way that’s rooted in purpose—not pressure.
In this episode, we dive into:
What happens when you climb the ladder of success—only to realize it’s leaning against the wrong wall?
This week, I’m talking with Aoife Roche, a fiercely honest, wildly inspiring entrepreneur who walked away from a high-powered corporate role to become a world champion fitness model and launch a purpose-driven marketing agency. Her story is full of bold pivots, mindset gold, and more than a few truth bombs.
Inside this episode, Aoif...
If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.
Ding dong! Join your culture consultants, Matt Rogers and Bowen Yang, on an unforgettable journey into the beating heart of CULTURE. Alongside sizzling special guests, they GET INTO the hottest pop-culture moments of the day and the formative cultural experiences that turned them into Culturistas. Produced by the Big Money Players Network and iHeartRadio.
Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you won’t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, you’ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.
The World's Most Dangerous Morning Show, The Breakfast Club, With DJ Envy, Jess Hilarious, And Charlamagne Tha God!
Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com