Penny for your Shots

How Women Build Confidence Through Connection with Jillian Johnson

59 min · 18. juni 2026
episode How Women Build Confidence Through Connection with Jillian Johnson cover

Description

What if confidence isn't something you find... but something you build? In this week's conversation, Penny sits down with Jillian Johnson, founder of LEGS (Ladies Executive Golf Society), to explore how connection, community, and a little bit of courage can transform the way women show up in their lives and businesses. While golf may have brought these women together, this conversation is really about something much bigger: creating opportunities, embracing joy, and stepping into spaces where we may not have always felt invited. Jillian shares how she went from corporate employee benefits consulting to building a national organization designed to help women feel confident, connected, and empowered through golf. They also explore why play matters, how community supports our mental health, and why women deserve spaces that encourage collaboration over competition. Please note: This episode includes discussion of trauma and attempted assault. Listener discretion is advised. In this episode: • How Jillian turned an idea into a national community for women • Why confidence is built through connection and experience • The networking opportunities many women miss and how to change that • Why fun and play are essential, not optional • The role community plays in women's well-being • How to stop worrying about what others think and start showing up authentically If you've been craving more confidence, meaningful friendships, or permission to try something new, this conversation is for you. Connect with Jillian: Website: legs.golf [https://www.ladiesexecutivegolfsociety.com/] LinkedIn: Jillian Johnson, founder of #LEGS [https://www.linkedin.com/in/jillian-foss/] 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/winecamp Bring 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-call [https://tidycal.com/pennyforyourshots/discovery-call] Wine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecamp [https://www.pennyforyourshots.com/winecamp] Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider [https://www.pennyforyourshots.com/insider] Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip [https://www.pennyforyourshots.com/sip] Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com [https://www.pennyforyourshots.com] Follow Penny on Instagram: @penny4yourshots [https://www.instagram.com/penny4yourshots/] Or on Facebook: Penny (Kuhlers) Fitzgerald [https://www.facebook.com/PennyFitzyWine]

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141 episodes

episode How Women Build Confidence Through Connection with Jillian Johnson artwork

How Women Build Confidence Through Connection with Jillian Johnson

What if confidence isn't something you find... but something you build? In this week's conversation, Penny sits down with Jillian Johnson, founder of LEGS (Ladies Executive Golf Society), to explore how connection, community, and a little bit of courage can transform the way women show up in their lives and businesses. While golf may have brought these women together, this conversation is really about something much bigger: creating opportunities, embracing joy, and stepping into spaces where we may not have always felt invited. Jillian shares how she went from corporate employee benefits consulting to building a national organization designed to help women feel confident, connected, and empowered through golf. They also explore why play matters, how community supports our mental health, and why women deserve spaces that encourage collaboration over competition. Please note: This episode includes discussion of trauma and attempted assault. Listener discretion is advised. In this episode: • How Jillian turned an idea into a national community for women • Why confidence is built through connection and experience • The networking opportunities many women miss and how to change that • Why fun and play are essential, not optional • The role community plays in women's well-being • How to stop worrying about what others think and start showing up authentically If you've been craving more confidence, meaningful friendships, or permission to try something new, this conversation is for you. Connect with Jillian: Website: legs.golf [https://www.ladiesexecutivegolfsociety.com/] LinkedIn: Jillian Johnson, founder of #LEGS [https://www.linkedin.com/in/jillian-foss/] 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/winecamp Bring 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-call [https://tidycal.com/pennyforyourshots/discovery-call] Wine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecamp [https://www.pennyforyourshots.com/winecamp] Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider [https://www.pennyforyourshots.com/insider] Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip [https://www.pennyforyourshots.com/sip] Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com [https://www.pennyforyourshots.com] Follow Penny on Instagram: @penny4yourshots [https://www.instagram.com/penny4yourshots/] Or on Facebook: Penny (Kuhlers) Fitzgerald [https://www.facebook.com/PennyFitzyWine]

18. juni 202659 min
episode Follow the Nudge: What's Ahead on Penny for Your Shots artwork

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 new Whether 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-call [https://tidycal.com/pennyforyourshots/discovery-call] Wine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecamp [https://www.pennyforyourshots.com/winecamp] Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider [https://www.pennyforyourshots.com/insider] Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip [https://www.pennyforyourshots.com/sip] Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com [https://www.pennyforyourshots.com] Follow Penny on Instagram: @penny4yourshots [https://www.instagram.com/penny4yourshots/] Or on Facebook: Penny (Kuhlers) Fitzgerald [https://www.facebook.com/PennyFitzyWine]

11. juni 202613 min
episode Trust Your Gut: Danielle Frank on Reinvention & Joy artwork

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 woman This episode is for any woman standing at a crossroads and wondering whether she should take the leap. Connect with Danielle: Website: www.daniellefrankauthor.com [http://www.daniellefrankauthor.com] Instagram: @createagreatstory LinkedIn: Danielle Frank Email: danielle@daniellefrankauthor.net 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/winecamp Bring 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-call [https://tidycal.com/pennyforyourshots/discovery-call] Wine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecamp [https://www.pennyforyourshots.com/winecamp] Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider [https://www.pennyforyourshots.com/insider] Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip [https://www.pennyforyourshots.com/sip] Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com [https://www.pennyforyourshots.com] Follow Penny on Instagram: @penny4yourshots [https://www.instagram.com/penny4yourshots/] Or on Facebook: Penny (Kuhlers) Fitzgerald [https://www.facebook.com/PennyFitzyWine]

4. juni 202651 min
episode How Caring for Her Mom Inspired Vicky McGrath’s Business artwork

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 purpose Connect with Vicky: https://seniorcarebusinesscampus.com/ [https://seniorcarebusinesscampus.com/] Learn more about Ladies' Executive Golf Society (LEGS): https://ladiesexecutivegolfsociety.com/ [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/winecamp Bring 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-call [https://tidycal.com/pennyforyourshots/discovery-call] Wine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecamp [https://www.pennyforyourshots.com/winecamp] Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider [https://www.pennyforyourshots.com/insider] Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip [https://www.pennyforyourshots.com/sip] Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com [https://www.pennyforyourshots.com] Follow Penny on Instagram: @penny4yourshots [https://www.instagram.com/penny4yourshots/] Or on Facebook: Penny (Kuhlers) Fitzgerald [https://www.facebook.com/PennyFitzyWine]

28. maj 202651 min
episode Feeling Stuck? Small Shifts to Help You Feel Better Again artwork

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 [https://www.pennyforyourshots.com/call?utm_source=chatgpt.com] 🥰 Get 30 days of Calm: https://www.calm.com/gp/766EHFRXKF376Y46FJ [https://www.calm.com/gp/766EHFRXKF376Y46FJ]  Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-call [https://tidycal.com/pennyforyourshots/discovery-call] Wine Camp 2026: Join the list or save your spot: https://www.pennyforyourshots.com/winecamp [https://www.pennyforyourshots.com/winecamp] Become an Insider for weekly updates, tips, inspiration, and episode extras: https://www.pennyforyourshots.com/insider [https://www.pennyforyourshots.com/insider] Love cocktails + community? Join the Sipper Club: https://www.pennyforyourshots.com/sip [https://www.pennyforyourshots.com/sip] Explore all things Penny: coaching, podcast, events, & more: https://www.pennyforyourshots.com [https://www.pennyforyourshots.com] Follow Penny on Instagram: @penny4yourshots [https://www.instagram.com/penny4yourshots/] Or on Facebook: Penny (Kuhlers) Fitzgerald [https://www.facebook.com/PennyFitzyWine]

21. maj 202612 min