Who’s the Boss? Dreams, Legacy & Leading with Anna Halfpenny

In this heartfelt and energizing episode, I am sitting down with Anna Halfpenny, a powerhouse brand strategist, mentor, and fractional CMO who’s built her business around helping others bring their vision to life — all while honouring the dream that started it all.Anna opens up about her childhood dream to become the next Angela Bauer from Who’s the Boss - a confident, creative, sharp advertising executive. That vision, mixed with the legacy of her immigrant parents, shaped a powerful personal mission: to build a life where family, entrepreneurship, and big dreams could coexist ... and Flourish!💫Together, we talk about:The quiet (and not-so-quiet) dreams that guide our choicesThe influence of family legacy, especially from entrepreneurial parentsWhat it means to live your dream out loudBuilding a business that’s strategic, values-aligned, and still flexible enough for real life - and real values (family is number one priority for her!)Why dreaming isn’t just for the vision board — it’s a strategy too - for your 40s! ...and ... your 50s!!!Anna’s clients are building brands with soul and strategy — and she’s walking that same walk at home, raising two amazing kids while showing up in her business with clarity, purpose, and flow.This episode is for the visionary. The strategist who still holds space for what if.... and the leader who knows that big dreams don’t expire — they evolve.This conversation is an invitation to reflect on your own dreams... the ones you’ve built, the ones you’ve shelved, and the ones still whispering, “It’s your turn.”Please connect with Anna:Website: https://www.rubyandfoster.com/Instagram:https://www.instagram.com/rubyandfoster/LinkedIn: https://www.linkedin.com/in/anna-halfpenny-57098915/Kimberly SniderWebsite:                       https://peoplebrain.caInstagram:                    https://www.instagram.com/overflow_podcast/LinkedIn:                      https://www.linkedin.com/in/kimberly-j-snider/OVERFLOW Gratitude Journal: 📖 Available now on Amazon.ca and Amazon.com.Support this show http://supporter.acast.com/overflow-with-kimberly-snider. Hosted on Acast. See acast.com/privacy for more information.

What this episode covers

In this heartfelt and energizing episode, I am sitting down with Anna Halfpenny, a powerhouse brand strategist, mentor, and fractional CMO who’s built her business around helping others bring their vision to life — all while honouring the dream that started it all.Anna opens up about her childhood dream to become the next Angela Bauer from Who’s the Boss - a confident, creative, sharp advertising executive. That vision, mixed with the legacy of her immigrant parents, shaped a powerful personal mission: to build a life where family, entrepreneurship, and big dreams could coexist ... and Flourish!💫Together, we talk about:The quiet (and not-so-quiet) dreams that guide our choicesThe influence of family legacy, especially from entrepreneurial parentsWhat it means to live your dream out loudBuilding a business that’s strategic, values-aligned, and still flexible enough for real life - and real values (family is number one priority for her!)Why dreaming isn’t just for the vision board — it’s a strategy too - for your 40s! ...and ... your 50s!!!Anna’s clients are building brands with soul and strategy — and she’s walking that same walk at home, raising two amazing kids while showing up in her business with clarity, purpose, and flow.This episode is for the visionary. The strategist who still holds space for what if.... and the leader who knows that big dreams don’t expire — they evolve.This conversation is an invitation to reflect on your own dreams... the ones you’ve built, the ones you’ve shelved, and the ones still whispering, “It’s your turn.”Please connect with Anna:Website: https://www.rubyandfoster.com/Instagram:https://www.instagram.com/rubyandfoster/LinkedIn: https://www.linkedin.com/in/anna-halfpenny-57098915/Kimberly SniderWebsite: https://peoplebrain.caInstagram: https://www.instagram.com/overflow_podcast/LinkedIn: https://www.linkedin.com/in/kimberly-j-snider/OVERFLOW Gratitude Journal: 📖 Available now on Amazon.ca and Amazon.com.Support this show http://supporter.acast.com/overflow-with-kimberly-snider. Hosted on Acast. See acast.com/privacy for more information.

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This episode was published on July 15, 2025.

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