Penny for your Shots

Hosted by Penny Fitzgerald

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Episodes

140

Latest episode

Jun 2026

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EN-US

About the show

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!

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60 recent

June 11, 2026Episode 14013 min

Follow the Nudge: What's Ahead on Penny for Your Shots

What if the ideas that keep nudging you aren't random at all?In this special solo episode, Penny shares an exciting preview of what's ahead on Penny for Your Shots and the experiences she's creating for women who are ready for more connection, confidence, courage, and joy.From upcoming conversations about building confidence through golf and advocating for women's health, to Wine Camp, Sipper Club, and launching Pour Decisions with Penny and Jeff, this episode is a reminder that you don't have to wait until everything is perfect to begin.Sometimes the bravest thing we can do is simply follow the nudge.In This Episode:• Upcoming conversations about confidence, connection, and women's health • Why women need more spaces to show up exactly as they are • What Wine Camp is really all about • How Sipper Club creates community one cocktail at a time • The six-year journey behind launching Pour Decisions with Penny and Jeff • Why joy deserves a place on your priority list • The permission slip to stop waiting and try something newWhether you're considering your next chapter, craving deeper connection, or simply need a reminder that it's never too late to follow what lights you up, this episode is for you.Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-callWine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecampBecome an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insiderLove cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sipExplore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.comFollow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

June 4, 2026Episode 13951 min

Trust Your Gut: Danielle Frank on Reinvention & Joy

What if the thing you're supposed to do next doesn't make sense to anyone but you?Danielle Frank has built a fascinating career that took her from Hollywood publicity to the luxury wine and spirits industry, where she's spent more than two decades representing some of the world's most iconic brands. Along the way, she's made some bold decisions, including ending relationships that no longer fit, walking away from toxic work environments, and finally publishing a book she wrote 14 years earlier.In this conversation, Danielle shares why trusting your gut is often the first step toward finding the life you're actually meant to live.You'll hear: • How Danielle went from Hollywood to the world of champagne • Why she quit a toxic job without having a backup plan • The difference between intuition and impulsiveness • How confidence is built through action, not certainty • The story behind A Wine Lover's Guide to Parenting • Why it's never too late to pursue a dream you've put on hold • The importance of becoming your own hype womanThis episode is for any woman standing at a crossroads and wondering whether she should take the leap.Connect with Danielle:Website: www.daniellefrankauthor.comInstagram: @createagreatstoryLinkedIn: Danielle FrankEmail: danielle@daniellefrankauthor.netWhen’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local wines, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes.📍 Dates: July 30–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecampBring your besties or come solo—you’ll leave with new favorites either way. Wine Camp 2026 is calling. Are you in?Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-callWine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecampBecome an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insiderLove cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sipExplore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.comFollow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

May 28, 2026Episode 13851 min

How Caring for Her Mom Inspired Vicky McGrath’s Business

What do you do when a deeply personal heartbreak opens the door to your life’s next purpose?After watching her mother decline from Alzheimer’s and seeing her father struggle as the primary caregiver, Vicky McGrath realized how many families were navigating aging and dementia completely overwhelmed and unsupported. Instead of saying “someone should help,” she became the person who did.In this episode, Vicky shares how she started a senior home care business in her 40s with zero healthcare experience and built a company that now supports hundreds of seniors and families across Ontario.This conversation is honest, emotional, practical, and deeply relevant for anyone caring for aging parents or wondering if it’s too late to start over.In this episode: • The early signs of dementia families often miss • Why caregiving can feel so isolating • The importance of having a care plan before a crisis • What families need to know about aging at home • Starting a meaningful business later in life • Why your hardest experiences can become your purposeConnect with Vicky: https://seniorcarebusinesscampus.com/Learn more about Ladies' Executive Golf Society (LEGS): https://ladiesexecutivegolfsociety.com/When’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local wines, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes.📍 Dates: July 30–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecampBring your besties or come solo—you’ll leave with new favorites either way. Wine Camp 2026 is calling. Are you in?Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-callWine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecampBecome an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insiderLove cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sipExplore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.comFollow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

May 21, 2026Episode 13712 min

Feeling Stuck? Small Shifts to Help You Feel Better Again

Feeling stuck lately? You’re not alone.In this follow-up to last week’s vulnerable conversation about overwhelm, Penny shares gentle, practical ways to begin moving forward again when life feels heavy, messy, or emotionally off.This isn’t about hustling harder or pretending everything’s fine. It’s about small shifts that help you reconnect with yourself, your joy, and the people you serve.Through stories, mindfulness practices, sensory grounding, and reflections on community, connection, and Wine Camp memories, Penny offers encouragement for anyone navigating overwhelm, burnout, or uncertainty right now.In this episode: Why asking a better question changes everything The difference between hustle culture and feminine momentum Simple grounding practices that help you feel better fast How mindfulness helps move you from overwhelm into action Why joy and connection matter more than perfection The role community plays in healing and growth If you’ve been waiting to “get it together” before showing up again, this episode is your reminder that you don’t have to do this alone.✨ Book a complimentary Connection Call: Penny for Your Shots Coaching Call🥰 Get 30 days of Calm:https://www.calm.com/gp/766EHFRXKF376Y46FJ Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-callWine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecampBecome an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insiderLove cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sipExplore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.comFollow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

May 14, 2026Episode 13612 min

You Don’t Have to Carry It All Alone | Solo Episode

What happens when the woman who’s always encouraging everyone else suddenly feels overwhelmed herself?In this vulnerable solo episode, Penny opens up about feeling foggy, stretched thin, and unexpectedly emotional after running out of pre-recorded guest episodes and realizing: “Oh… this week it’s just me.”But what unfolds is a powerful reminder that overwhelm does not mean you’re failing. It often means you’ve been carrying too much for too long.This conversation is for the women who are: • Holding everything together • Building businesses while supporting everyone else • Feeling stuck between excitement and exhaustion • Wondering if they’re the only ones struggling with visibility, confidence, or momentumPenny shares honest reflections on midlife reinvention, imperfect action, asking for support, and why women were never meant to quietly shrink themselves with age.Key Takeaways: • Why “foggy brain” seasons don’t mean you’re off track • The mindset shift that helps overwhelmed women move forward • How small actions build confidence and clarity • Why visibility can feel vulnerable for women entrepreneurs • The importance of community, connection, and letting yourself be supportedKey Topics: • Midlife reinvention • Women entrepreneurs and overwhelm • Visibility and confidence • Rediscovering yourself after 40 • Taking imperfect action • Community and support for women • Building a meaningful life and businessWant support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-callWine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecampBecome an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insiderLove cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sipExplore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.comFollow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

May 7, 2026Episode 13514 min

Women, Wine, & Connection: What Makes Wine Camp Special

What if the thing you really needed wasn’t another productivity hack… but a few days away with women who simply get you?In this solo episode, I’m sharing the story behind Wine Camp and why this experience has become one of the most meaningful parts of my work. Yes, there’s incredible wine. Yes, there’s beautiful scenery. But what happens at Wine Camp goes far beyond tastings and vineyard tours.It’s about connection.It’s about friendship.It’s about women giving themselves permission to slow down, laugh, reconnect, and remember who they are outside of their daily responsibilities.I’m also sharing: How Wine Camp first began Why these friendships form so quickly What makes the Finger Lakes wine region so special The wines I’m most excited to share this year What women really leave with after the experience ends Whether you’re already joining us, Wine Camp curious, or simply craving more joy and connection in your life, this episode will give you a feel for what Wine Camp is truly about.Wine Camp 2026: 📍 Finger Lakes, New York 📅 July 30 – August 2, 2026Learn more: pennyforyourshots.com/winecampKey Topics: Women reconnecting with themselves in midlife Why friendship matters more than we realize The power of shared experiences for women Finger Lakes wine country and Riesling wines Saying yes to yourself again Creating meaningful connection through travel and community Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-callWine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecampBecome an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insiderLove cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sipExplore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.comFollow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

April 30, 2026Episode 13437 min

Why Women Hide Their Brilliance (and How to Be Seen) with Shauna VanderHoek

Why do we hold ourselves back from being seen? Especially when we know we’re meant for more..?In this episode, Penny sits down with author and book mentor Shauna VanderHoek to talk about the real reason so many women stay stuck: fear of visibility.Shauna shares her journey from corporate consulting to helping entrepreneurs publish books; and how her own fear of being seen showed up at the exact moment she was stepping into something bigger.This conversation is about more than books. It’s about becoming the woman who’s willing to be seen.In This Episode, You’ll Hear: Why visibility feels so uncomfortable (and what to do about it) How writing a book can elevate your authority and impact The surprising ways fear can show up in your life and body Why your business growth is directly tied to your personal growth How to move through the blocks that are keeping you stuck Key Topics: Visibility and mindset for women entrepreneurs Writing and publishing a business book Overcoming fear of judgment Personal growth and business success Building authority as a female entrepreneur Connect with Shauna: Website: askshauna.com LinkedIn: Shauna VanderHoek Excerpt from The Book You’re Meant to Finish: A Reflective Journal for Nonfiction Writers to Overcome Blocks, Gain Clarity, and Get Unstuck: http://askShauna.com/gift Free summit for business owners and message-driven writers: https://yourbookyourmessage.com/When’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local wines, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes.📍 Dates: July 30–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecampBring your besties or come solo—you’ll leave with new favorites either way. Wine Camp 2026 is calling. Are you in?Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-callWine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecampBecome an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insiderLove cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sipExplore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.comFollow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

April 23, 2026Episode 1331 hr 15 min

Reinventing Your Life and Money Mindset with Diane Farber

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 it’s uncomfortable.This conversation is also a gentle (and sometimes not-so-gentle) nudge for women to take ownership of their financial future. Because being “taken care of” isn’t the same as being informed.In this episode: What it really takes to reinvent yourself at any stage of life The courage behind changing careers later in life Why fear doesn’t mean stop; it means GO The importance of financial literacy for women What happens when you don’t understand your money How to stay curious, connected, and engaged as you age If you’ve been waiting for the “right time” to make a change… this might be it.When’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local wines, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes.📍 Dates: July 30–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecampBring your besties or come solo—you’ll leave with new favorites either way. Wine Camp 2026 is calling. Are you in?Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-callWine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecampBecome an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insiderLove cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sipExplore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.comFollow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

April 16, 2026Episode 1321 hr 1 min

Your Hormones Aren’t the Problem, They’re Your Power | Dr. Aumatma Simmons

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 you’ve ever felt “off,” exhausted, or out of sync with your life… your body might not be failing you. It might be trying to guide you.In this episode: • Why hormones have been misunderstood (and mislabeled) for years • The real reason women experience burnout • What it means to live a “fertile lifestyle” • How toxins, mindset, and stress impact your body • Why intuition is deeply connected to your physiology • The difference between men’s 24-hour cycle and women’s 28-day rhythmKey Topics: • Hormonal health for women • Burnout and energy cycles • Intuition and body awareness • Fertility and lifestyle • Women’s leadership and energyTo connect with Dr. Aumatma: Website: https://holisticfertilityinstitute.com/hormonal Instagram: @holisticfertilitydoctorWhen’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local wines, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes.📍 Dates: July 30–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecampBring your besties or come solo—you’ll leave with new favorites either way. Wine Camp 2026 is calling. Are you in?Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-callWine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecampBecome an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insiderLove cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sipExplore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.comFollow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

April 9, 2026Episode 13157 min

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

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 this episode: Why budgeting has such a heavy emotional charge for so many women The difference between a budget and a system How to simplify, separate, and automate your money Real client stories that show what’s actually possible How to create space for the things that matter most to you Key Topics: Money shame and mindset Simple budgeting systems Organizing your finances Spending without guilt Women and financial empowerment Resources & Links:• Budget Besties system: https://budgetbesties.com/pennyWhen’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local wines, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes.📍 Dates: July 30–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecampBring your besties or come solo—you’ll leave with new favorites either way. Wine Camp 2026 is calling. Are you in?Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-callWine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecampBecome an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insiderLove cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sipExplore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.comFollow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald