127. From Academia, to Diplomacy, to Bourbon: Ashley Donahey’s Journey to Entrepreneurship

Overview

We all have ambitions for both our personal and professional lives. The question is how do we pursue them sustainably and with resilience so we can get fulfillment and joy from both. 

In this new post-pandemic environment, we need new ideas, narratives, and models to consider and to test for ourselves.

As part of a new periodic series, I’m speaking with people from a variety of disciplines about how they live and work. In the next two episodes, I’ll be speaking to entrepreneurs about their experiences with the ambition it takes to start a new business and the resilience required to make it sustainable.

In today’s conversation with Ashley Donahey, we’ll touch on how personal and professional dreams enrich our lives, how our ambitions evolve and take shape as we grow, and why it’s so important to find ways to enjoy ourselves along the journey.

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126. Building Resilience: Practical Strategies for Personal and Professional Well-Being with Marie-Helene Pelletier

Overview

If you’re feeling exhausted, overwhelmed or burned out, you’re not alone. But rather than push or grind through it as so many of us try to do, today’s guest offers a different approach: a resilience plan.

A resilience plan is a proactive strategy for managing our resilience, even as external factors impact us. Building resilience isn’t just for individuals either, it’s vital for the health of our teams.

In this conversation, Dr. Marie-Hélène Pelletier and I talk about consciously building resilience so that we can operate at our best and achieve our goals and ambitions without burning out.

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125. Strategies for Navigating Ambiguity and Finding Clarity in Life and Work

Overview

As we leave January behind, many of us are still in the process of figuring out what we want out of this year.

When we’re setting goals or ambition seeking, it’s not uncommon to be unsure of what we want, while at the same time longing to be clear on the path forward.

That desire for clarity can put us on a path of aiming for what we should be doing or pursuing. But if our ambitions are going to be sustainable, we have to make them our own.

Living with the ambiguity as we define our own ambitions can feel challenging. Today, I want to offer some ways of navigating the uncertainty with a bit more ease.

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124. Navigating the Fluid Future of Work with Connie Steele

Overview

The world of work is changing. And it’s not just about what industries are growing or shrinking. Attitudes, behaviors, beliefs, and motivations around work are all shifting.

It’s more important than ever to be clear on who we are and what we want in order to navigate the evolving landscape.

Connie Steele joins me today to discuss the fluid future of work and what it will take to succeed at leading ourselves and others in 2024 and beyond.

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123. 2024: Think Differently

Overview

Welcome to 2024! As we look to a new year, I’m offering some ideas and reflections to set the tone as you craft the year ahead.

I’ll talk about what the James Webb Space Telescope can teach us about shifting our own paradigms and give you several prompts to help you dial in your Sustainable Ambitions for 2024.

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122. 2023 Year-End Reflections

Overview

As we end 2023, I’d like to offer a few prompts and reflections to help you stay grounded as you close out this year and head into 2024.

I truly believe that self-reflection is an important and powerful tool to help us learn about ourselves and craft a more positive and empowering narrative, with learning we can take forward into the future.

My hope is that these ideas and prompts will help you end your year with a little more peace and ease.

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121. The Practice of Sustainable Ambition: A Conversation with Sonya Thomas

Overview

In today’s special episode, my dear friend Sonya Thomas turns the tables and interviews me.

We explore how the concept of Sustainable Ambition has evolved for me through the conversations I’ve had with my guests on the show and my research. We discuss the  importance of defining success on personal terms, aligning ambitions with personal motivations, and the necessity of taking breaks.

Sonya shares some of her own journey and experience with ambition and navigating career pivots, and I share updates on my book project.

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120. Making Hard Decisions and Building Belonging with Amy Bonsall

Overview

What does it mean to find home? How do we develop a sense of belonging, whether to a place, a community, or even to our work?

As our world has shifted, our answers to these questions are no longer as straightforward as they may have once been. In crafting the lives we want, it’s vital that we open ourselves to experimentation as we define what finding home and community means for each of us.

Today, returning guest Amy Bonsall and I discuss making hard decisions feel lighter, why “squishy ground” is where the magic happens, and how building belonging helps us to flourish and create the life we want.

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119: Self-Defined Career Success with Doug Milliken

Overview

How do we sustain a successful career over time? When we define ambition and success on our own terms, based on what’s important to us internally vs. an external yardstick, we can end up with a life and career that are fulfilling and sustainable. 

My guest today has embodied this approach in his long and successful corporate career and now in a new endeavor after retiring from his corporate role.

In this episode, Doug Milliken shares his career journey and how he shaped his roles to align with what he loved to do, what he was good at, and what his organization valued from him. We also talk about how he shaped his team’s culture to create psychological safety and honor people’s gifts, resulting in increased engagement and higher performance, and how he’s now carrying that experience forward into his latest ambition, a new business venture focused on helping companies build powerful cultures.

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118. Navigating Identity Shifts and Embracing New Beginnings with Karyn Flynn

Overview

Crafting a fulfilling life and career is the work of a lifetime.

Our ambitions will naturally ebb and flow over time. How we may need to balance the areas of our lives will evolve, often requiring us to pivot and transition in our roles. How can we navigate through these shifts with ease and embrace new beginnings?

My guest today is Karyn Flynn. Karyn has built a varied resume, stepped back from her career to focus on her family, and pivoted in and out of multiple fields and roles. Her trajectory hasn’t been straight, but considering her purpose and values and continually leveraging her skills has allowed her to create a more fulfilling, sustainable career and life.

She shares how building confidence through your skills and not your title can bolster you through major transitions and why getting clear on your values and holistic goals can help you create a well-rounded life.

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117. An Imaginative and Expansive View of Ambition with Rainesford Stauffer

Overview

Ambition can guide us toward the things we want in life. But constant striving can take away from those things that contribute to our overall fulfillment.

In this episode, I’m joined by author and journalist Rainesford Stauffer.

We discuss her new book, All the Gold Stars: Reimagining Ambition and the Ways We Strive, what happens when ambition defines us, the conversations we should be having about ambition, and getting curious about ambition with a more expansive, holistic view.

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116. Sustaining Ourselves and Our Ambitions Through Busy Times

Overview

Overwhelm can happen to anyone, even me.

As we enter the often especially busy season of the fourth quarter, with holidays and end of year pressures, I want to share a few thoughts on sustaining ourselves through these particularly full periods.

We can set goals and priorities, and they can be the right ambitions, but managing a packed schedule takes intention and thought if we want to avoid burnout.

Today, I’m sharing some strategies that helped me make conscious decisions about how I was spending my time in pursuit of my goals during an active few months.

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115. Values and Reducing Goal Conflict to Enhance Well-Being with Valerie Tiberius

Overview

How can we craft our goals in ways that actually support our well-being? How can we reduce frustration and, in turn, increase fulfillment as we pursue our goals?

Today, I’m thrilled to be joined by Valerie Tiberius to discuss pursuing our goals, reducing conflict around our goals, and why it’s so vital to be clear from the outset on our values and how they impact what we want in life.

Valerie’s work explores the ways in which philosophy and psychology intersect and contribute to the study of well-being and virtue. 

Her most recent book, What Do You Want Out of Life? A Philosophical Guide to Figuring Out What Matters has been especially relevant to the way I think about Sustainable Ambition, going after our goals, and navigating the conflict we can experience around our goals.

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114: The Power of Designing Your Motivation and Ambition with Ayelet Fishbach

Overview

We have more agency around our motivation than we realize.

It’s true, we are subject to circumstances and situations. But we can design our motivation and, in some cases, alter those external factors to better support us.

Today, I’m in conversation with Ayelet Fishbach, an award-winning psychologist who has done extensive research on the science of motivation.

We discuss how motivation connects to both ambition and how to manage our goals. You’ll hear how we can make choices about where we want to pull ourselves and how to create the circumstances that best support our efforts. We also delve into the idea that it’s okay to be ambitious and try to do a lot in our lives, while also needing to hold our goals and ambitions lightly so that we can offer ourselves more kindness around the pursuit of our goals.

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113. Navigating the Intersection of Ambitions and Expectations with Wade Brill

Overview

What lies at the intersection of ambition and expectation? 

On today’s episode, I’m welcoming back Wade Brill to discuss just that. We start first by getting clear—what are definitions of ambitions, ambitious, and expectations? And how do we manage when expectations are present? 

Expectations are tricky to manage and can cause a lot of suffering. Wade shares practical advice for noticing when expectations are present and how we can have more compassion for ourselves as we navigate these intersections, and we talk about learning to work with expectations to bring more ease into our lives. 

If you’ve been struggling with managing expectations of yourself or from others, this episode is for you.

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112. Helping the Next Generation Redefine Success on their Terms with Irena Smith

Overview

How do we help the next generation define success on their own terms?

My guest, Irena Smith, offers wisdom and advice from her years of experience working with college applicants and her own life experience in her memoir, The Golden Ticket: A Life in College Admissions Essays.

Her book explores the college application process from the perspective of a parent, college counselor, and admissions officer. She challenges the societal expectations of success, especially for young people, and encourages parents to meet their children where they are and not to force them into pursuing a passion just because it's expected.

Many of Irena’s insights don’t apply solely to young people. In fact, from my perspective, many of the college application questions in her book are good self-reflection questions for us older folks, too, and the questions Irena raises are important for us to consider as we continue to shape and grow our notions of success throughout our lives.

In our conversation, we explore the impact and consequences of well-intentioned expectations, be it if they are parental or societal, and we cover the topics of ambition, striving, finding one’s spark, and more.

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111. “It’s a Good Day to Change the World” with Lauren Schiller and Hadley Dynak

Overview

What can we learn about Sustainable Ambition from amazing women who are changing the world?

Today I’m talking with Lauren Schiller and Hadley Dynak about their new book, It's a Good Day to Change the World: Inspiration and Advice for a Feminist Future. The book features the inspiring stories of 30 ambitious female change makers from a variety of backgrounds, the tools they use for change, and how they sustain themselves.

The women in the book are taking on the seemingly intractable problems of our world and creating change one step at a time. They play to their strengths, they know they can’t go it alone, and as Lauren says, “They just get stuff done.”

There is so much we can learn from these stories and from the women who brought us the book.

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110. Living A More Sustainable, Intentional, Happy Life with Sabrina Moyle

Overview

It’s easy to get caught in the loop of looking to external markers of success and constantly striving toward ever-moving goalposts of what it means to be successful.

Striving doesn’t have to be a bad thing. We can strive towards our goals and strive to improve ourselves, our relationships, and our work. But when striving towards someone else’s definition of success creates suffering in our lives, it’s time to question what and whose purpose we’re serving.

Today, I’m in conversation with the CEO of Hello!Lucky, Sabrina Moyle.

Sabrina shares her journey through founding the company with her sister, redefining success on her own terms, and the inner work she’s done to support creating a sustainable, creative, joyful life for herself and her family. We discuss finding purpose in our day-to-day and she shares valuable insight about managing time and nurturing the community around us.

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109. Performing and Performance: A Call To Be Our Best Self

Overview

What is performance and what does it mean to perform?

My recent conversations with D’Arcy Webb and Charles Gilbert, inspired me to reflect further on performing and performance.

In this episode, I explore differences in perception and understanding between these two words, how these show up in our individual careers and team dynamics, and the mindset that affects our relationship with performance.

For many, performance implies being inauthentic. But what if we defined performance as being wholly present, uninhibited by our fears, and unrestrained in expressing our instincts?

As D’Arcy Webb says, "We’re always performing. It doesn’t make us less authentic." I couldn't agree more.

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108. Nurturing and Sustaining Creative Ambition with Charles Gilbert

Overview

I had the pleasure of sitting down with Charles (Charlie) Gilbert, a lifelong creative, a writer, a composer, a director, and a teacher.

This is a continuation of the conversation we started in the previous episode with D’Arcy Webb — who happens to be Charlie’s wife — around sustaining our ambition and creativity throughout our careers.

In this episode, Charlie talks about sustainable creative habits, how retirement has opened up new possibilities for his work, and his big ambitions for this chapter of his life.

Charlie also shares his perspective on defining success, particularly in an industry where rejection can be the norm, and the importance of support and partnership in pursuing creative goals.

Ambition isn’t just for the young. Both Charlie and D’Arcy demonstrate that we can be ambitious at any age, if we so choose.

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