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 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! 

  1. 5d ago

    It's Not Bragging. It's Letting the Right People Find You. | Lynn Harris

    Have you ever done something meaningful and kept it to yourself because talking about it felt like bragging? Lynn Harris is the founder of Gold Comedy, the online school and community helping women and non-binary creators build comedy careers, side hustles, and creative confidence — but this conversation goes way beyond comedy. Lynn and I talk about the real difference between bragging and simply letting people know what you do, and why staying quiet about your gifts isn't humility, it's a habit that keeps you small. In this episode: - Why staying quiet about what you do isn't humility, it's a habit - How two of Lynn's students changed their careers in midlife by no longer keeping quiet - The real difference between an anecdote and a story worth telling - Why being specific, not broad, is what actually makes people relate to you More from Lynn Harris & Gold Comedy: - Gold Comedy: https://www.goldcomedy.com/ - Explore classes & community: https://club.goldcomedy.com/ - Build and Pitch Any Idea with Ryan Cunningham (starts Sept 28): [ INSERT YOUR ROOTABL AFFILIATE LINK ] - Use code GOLD10PERCENTOFF for 10% off any Gold Comedy class or membership - Book a free comedy consult with Lynn: https://calendly.com/chat-with-lynn-harris/chat-about-your-comedy-goals-w-lynn-harris-gold-comedy Also mentioned in this episode - Dead Moms Club: It'll Be Funny, We Promise: https://youtu.be/vYwpnawcC1M Wine Camp is laughter, adventure, girlfriend connection—shared over some very good wine and cocktails. We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun. Registration is limited to the first 40 women. Learn more and save your spot at https://winecamp.info. Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call  Wine Camp 2027 - Join the list or save your spot: https://www.pennyforyourshots.com/winecamp Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com Follow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

    It's Not Bragging. It's Letting the Right People Find You. | Lynn Harris
  2. Aug 27

    Build a Life You Control: What's the Worst That Could Happen? with Melissa Broughton

    Ever caught yourself wondering if the "safe" job is actually the risky one? This week I'm sitting down with Melissa Broughton, owner of Busy Bee Advisors and creator of the One Hour Bookkeeper training system, to talk about what it really takes to leave corporate behind and build something that's actually yours. Ten years into her own business, Melissa's found a rhythm most corporate jobs could never offer — the freedom to fly out for her son's college football games every weekend, fire a client who isn't a fit, and build an income on her own terms. We talk about: - Why corporate "job security" isn't what it used to be - A simple exercise for facing the fear that keeps women stuck ("what's the worst that could happen?") - The real story behind a $90,000 fraud catch — and why the human touch still matters even with AI in the mix - What to actually plan for before you take the leap Melissa's sharing a free 3-step guide to work-life balance with our listeners: https://gift.1hourbookkeeper.com/penny Wine Camp is laughter, adventure, girlfriend connection—shared over some very good wine and cocktails. We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun. Registration is limited to the first 40 women. Learn more and save your spot at https://winecamp.info. Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call  Wine Camp 2027 - Join the list or save your spot: https://www.pennyforyourshots.com/winecamp Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com Follow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

    Build a Life You Control: What's the Worst That Could Happen? with Melissa Broughton
  3. Aug 20

    You Already Have the Skills, with Sarah Noked

    Have you ever looked at your own past (a job, a business, twenty years of running a household) and quietly decided that none of it counts toward what you want to do next? This week I'm sitting down with Sarah Noked, a 20-year Online Business Manager (OBM) and the founder of OBM School, who admits she believed exactly that when she started her own business, even though she'd already run a landscaping company from the ground up. In this episode, you'll hear: What an OBM actually does, and why it's different from hiring a VAWhy Sarah calls the idea of "having no transferable skills" a total farceHow to know if your "why" is strong enough to carry you through the hard daysWhy documenting your systems (yes, even the ones in your head right now) might be the single biggest thing missing from your businessWhat quality of life actually looks like on the other side of twenty years of building something realSarah's free resources for our community: OBM Starter Kit: https://www.obmschool.com/penny-starter SOP Kit: https://www.obmschool.com/penny-sop-kit Find Sarah at https://www.sarahnoked.com/, on Instagram (https://www.instagram.com/sarahnoked/), LinkedIn (https://www.linkedin.com/in/sarahnoked/), and on YouTube at The OBM Show with Sarah Noked. Read the full blog post: https://www.pennyforyourshots.com/blog/you-already-have-the-skills Wine Camp is laughter, adventure, girlfriend connection—shared over some very good wine and cocktails. We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun. Registration is limited to the first 40 women. Learn more and save your spot at https://winecamp.info. Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call  Wine Camp 2027 - Join the list or save your spot: https://www.pennyforyourshots.com/winecamp Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com Follow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

  4. Aug 13

    Your Story Doesn't Have to Be Polished to Matter | Elizabeth Brett

    Have you been telling the same version of your story for so long it started to feel like a performance instead of the truth? This week I sit down with Elizabeth Brett, a former NBC reporter turned storytelling coach, to talk about what happens when we stop polishing our stories and start telling the true ones. Elizabeth spent almost a decade shaping thirty-minute interviews into ninety-second segments, covering everything from presidential campaigns to hurricanes, to the Olympics. Somewhere in the middle of that career, she left it all behind after a heartbreak that made her question everything, and built a new one helping women find their voice. We talk about: - The difference between your origin story and what Elizabeth calls your North Star story - Her sovereignty filter for knowing what's actually yours to share, and when - A near-death experience in the ocean with her daughter that reshaped how she shows up - Why your story was never really about you in the first place And yes, we also talk mocktails, because a girl's gotta relax at the end of the day too. Find Elizabeth at elizabethbrett.com or on Instagram @elizabethsbrett. Wine Camp is laughter, adventure, girlfriend connection—shared over some very good wine and cocktails. We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun. Registration is limited to the first 40 women. Learn more and save your spot at https://winecamp.info. Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call  Wine Camp 2027 - Join the list or save your spot: https://www.pennyforyourshots.com/winecamp Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com Follow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

    Your Story Doesn't Have to Be Polished to Matter | Elizabeth Brett
  5. Aug 6

    How to Stop Letting Fear Make Your Decisions | SL Gillespie

    How many decisions do we make because we truly want something—and how many do we make because fear, an old belief, or some invisible “rule” tells us we should? This week, Penny sits down with SL Gillespie for a conversation that starts with golf and goes far beyond the course. They talk about confidence, self-talk, intuition, joy, and the beliefs women carry about success, money, achievement, and what we're “supposed” to do. SL also shares how she uses EFT (tapping) in her coaching to help women calm the nervous system and work through the beliefs that keep them stuck. In this episode: • Recognizing when fear is making the decision • Questioning the rules and beliefs we've carried for years • Why criticizing yourself isn't the path to success • Building confidence on—and off—the golf course • Using EFT/tapping to work with the nervous system • Trusting yourself, following joy, and making decisions differently Learn more about SL: https://thegolfadvantageforwomen.com/ https://thegolfadvantageforwomen.com/about/ Learn more about LEGS: https://legs.golf/ Wine Camp is laughter, adventure, girlfriend connection—shared over some very good wine and cocktails. We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun. Registration is limited to the first 40 women. Learn more and save your spot at https://winecamp.info. Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call  Wine Camp 2027 - Join the list or save your spot: https://www.pennyforyourshots.com/winecamp Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com Follow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

    How to Stop Letting Fear Make Your Decisions | SL Gillespie
  6. Jul 30

    Self-Care Is Survival: Stop Playing Small and Start Choosing Yourself | Cass UK

    Women are often so busy taking care of everyone else that caring for themselves begins to feel selfish. Cass UK believes self-care isn’t selfish—it’s survival. After a traumatic childbirth experience nearly cost Cass and her baby their lives, she stopped waiting for the right time and committed fully to the business she had been building alongside her nursing career. In this conversation, Penny and Cass discuss making a change before life forces us to, recognizing the value of the skills we’ve gathered throughout our careers and lives, moving through imposter syndrome, and allowing other people to support us. They also explore what becomes possible when women stop playing small, trust what they already know, and give themselves permission to want more. Connect with Cass UK: Website: https://cassukonline.com LinkedIn: https://www.linkedin.com/in/cassuk/ Cass is also the author of The Delicious Way, available on Amazon. Wine Camp is laughter, adventure, girlfriend connection, and the kind of conversations that leave you feeling completely refreshed—shared over some very good wine and cocktails. We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun. Registration is limited to the first 40 women. Learn more and save your spot at https://wi Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call  Wine Camp 2027 - Join the list or save your spot: https://www.pennyforyourshots.com/winecamp Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com Follow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

    Self-Care Is Survival: Stop Playing Small and Start Choosing Yourself | Cass UK
  7. Jul 23

    You Know What to Do… So Why Can’t You Get Started? | Barb Hubbard

    Have you ever known exactly what you wanted (or needed) to do, but still couldn’t seem to get started? ADHD coach and EFT tapping practitioner Barb Hubbard explains why getting started isn’t always as simple as making a list, managing our time better, or trying harder. We talk about the overlap between ADHD symptoms, chronic stress, sleep deprivation, and perimenopause... And why so many capable women find themselves feeling overwhelmed, distracted, or frozen. Barb also introduces us to EFT tapping, a simple practice that may help calm the nervous system, bring the thinking brain back online, and create enough clarity to take the next step. She even walks us through a gentle tapping exercise during the conversation. In this episode, we talk about: • Why motivation and executive function can make getting started difficult • How ADHD and perimenopause can sometimes look surprisingly similar • Why procrastination is often an emotional issue rather than a time issue • How fight-or-flight affects focus, prioritization, and problem-solving • Using EFT tapping to calm the body and mind • A simple tapping practice you can try for yourself • Why consistency matters less than knowing how to restart • Creating a list of tools to use when overwhelm takes over • Moving through fear, visibility, and imposter syndrome • The importance of intentionally making time for our girlfriends Links & Mentions from This Episode Barb Hubbard Coaching: https://barbhubbardcoaching.com Connect with Barb on LinkedIn: https://www.linkedin.com/in/barbhubbard/  Sometimes the next step isn’t to push harder. Sometimes it is to pause, calm the noise, and give ourselves enough space to hear what comes next. Wine Camp is laughter, adventure, girlfriend connection—shared over some very good wine and cocktails. We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun. Registration is limited to the first 40 women. Learn more and save your spot at https://winecamp.info. Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call  Wine Camp 2027 - Join the list or save your spot: https://www.pennyforyourshots.com/winecamp Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com Follow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

    You Know What to Do… So Why Can’t You Get Started? | Barb Hubbard
  8. Jul 16

    Why Being Yourself Is Good for Business with Deanna Dolecki & Ashley Ruggeri

    We spend so much time trying to make our businesses look polished, professional and perfectly put together that sometimes we edit out the very thing people would connect with most: ourselves. Deanna Dolecki is the president of Blue Duck Agency, where Ashley Ruggeri serves as account director. Together, they also host the Ducks Unplugged podcast—an unscripted mix of business, work, life and the wonderfully ridiculous debates that happen when two women with different perspectives stop trying to sound polished and simply let themselves talk. Deanna and Ashley share why their podcast became more effective when they stopped trying to make every episode perfect, how being themselves helps clients understand what it is actually like to work with them, and why fun, creativity and human connection still matter in business. We also talk about resilience, career pivots, raising children who may eventually work in jobs that do not exist yet. And, naturally, whether anyone should get bangs. In this episode, we talk about: Following the fun as a business strategyWhy people want to work with people they likeCreating trust through real human connectionUsing AI without losing your ideas, creativity or voiceReleasing imperfect work and learning from the responseHiring for personality, motivation and other intangiblesWhy trying something and changing direction is not failureMaking room for both meaningful conversations and ridiculous debatesConnect with Deanna and Ashley: Website: https://www.blueduckagency.com/ Ashley’s LinkedIn: https://www.linkedin.com/in/ashley-ruggeri/ Deanna’s LinkedIn: https://www.linkedin.com/in/deanna-dolecki-45b2482/ Company LinkedIn: https://www.linkedin.com/company/blueduckagency/ Facebook: https://www.facebook.com/blueduckagency/ Instagram: https://www.instagram.com/blueduckagencymarketing/  Wine Camp is laughter, adventure, girlfriend connection—shared over some very good wine and cocktails. We're heading to Temecula, CA, July 15–18, 2027, for brand-new experiences centered around women, community, connection, and a whole lot of fun. Registration is limited to the first 40 women. Learn more and save your spot at https://winecamp.info. Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/call  Wine Camp 2027 - Join the list or save your spot: https://www.pennyforyourshots.com/winecamp Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com Follow Penny on Instagram: @penny4yourshots Or on Facebook: Penny (Kuhlers) Fitzgerald

    Why Being Yourself Is Good for Business with Deanna Dolecki & Ashley Ruggeri
5
out of 5
23 Ratings

About

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!