Series 49: For the Love of What If?

We’ve all ended up where we are today for a reason. But have we ever really examined thr decisions that got us here, and looked differently toward decisions we have yet to make? The “what if’s” in life can either haunt us or cause us to breathe a sigh of relief. We’re going to consider the notion of how life could change for us if instead of thinking about what might have happened or what might be to come, that we actually see what would come to fruition if we just took a leap. What if you quit your job and went for the dream? What if you moved where you wanted? What if you didn’t get the dream you worked on all your life—how do you pivot? In this series we’ll be talking about the hold us back, the reasons to take the leap, and hear from folks who explored the beautiful (and sometimes scary) realm of “what could happen,” and the triumphs and pitfalls within. There is much to embrace in the unknown, so let’s link hands and take a leap into it together.


What If You Fail? Kendra Scott on What She’s Learned from Failure

January 25, 2023

This episode of our What If Series asks what if you have big dreams and what if you didn’t let failure stop you from trying? Our guest is entrepreneur Kendra Scott, an intrepid businesswoman who built a billion dollar business while carrying her baby boy to sales meetings. She started with $500 and eventually created her dream, a 97% women run business that gives back to the community in meaningful ways. She breaks down the “why” and the “how” of building a jewelry empire and that asking for help from her people was key to her success.  In this episode Kendra and Jen discuss: Failing at her first business with a kid and no college degree Where her “Why” came from Intentionally building a woman and mom-centric business The importance of asking…

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What if We Lived in a World Built by Women: Builder & Designer Extraordinaire Emily Pilloton-Lam

January 18, 2023

In this episode of the What If Series, we are asking some big questions around using your experience and skills to start something completely new or get imaginative on how you can positively affect your community with what you already have. What do you bring to the table with the whole totality of your experience that could be a force of good for your community or for the people around you? Our guest is leader and teacher Emily Pilloton-Lam, an inspiring thinker and author of several books and creator of the nonprofit – Girls Garage. She’s taught thousands of gender expansive youth how to use power tools and to dream of a world built more equitably and sustainably, and she’s dreamt about what it would look like if girls/women were empowered to…

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Regret: Our Most Misunderstood Emotion and a Gift to Move Us Forward with Daniel H. Pink

January 11, 2023

We’re knee deep in our What If Series and we’re bringing a twist to the conversation. This powerful interview is a note-taking worthy one; a revealing conversation on one of the most misunderstood emotions we have as humans: regrets. How can we harness our regrets toward momentum instead of drowning in them? Our guest is writer and researcher Daniel H. Pink, a fascinating thinker and author of several books–five of them New York Times bestselling works. His latest book is The Power of Regret: How Looking Backward Moves Us Forward.   In this episode Daniel and Jen discuss: Basic neurology behind regret How age can affect regret The four main types of regret we all feel How to vaporize the negative effects of regret through practical to dos Daniel teaches us to confront…

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Jenna Kutcher on Taking Your Dreams Off the Shelf and Embracing the “What Ifs”

January 4, 2023

It’s our first episode of the new year and we’re kicking it off with a brand new series as well. Jen’s always been fascinated by people who take risks, reinvent themselves, or chase a dream that might seem lofty or impossible. What’s the secret sauce to putting our dreams into action, and “what if” we actually get to that thing we always wanted to do in life?  To start our series off in a powerful way, we’ve got a guest who has lived out her “what If” moment in the face of fear, trepidation and potentially walking away from a more “sure” thing. Podcast, author, and digital marketer Jenna Kutcher excelled at her first corporate job, where after just a few years, she was looking at a big promotion and more money.…

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