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You picked your goal...now what?

Lessons from a Quitter

Release Date: 01/27/2026

The Fear of Failure show art The Fear of Failure

Lessons from a Quitter

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Getting Good At Feeling Discomfort show art Getting Good At Feeling Discomfort

Lessons from a Quitter

This week we talk all about discomfort. And I don't mean the dictionary definition of discomfort. I mean the feeling that you have when you are pushing towards your goals and you feel like you might throw up...or die. Yeah, that’s discomfort. And if you’re going to live the biggest life possible, you have to learn to get better at feeling it and not making it mean anything about you. In this episode, I dive into how you can get better at dealing with the inevitable discomfort and keep going!

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Your quit plan show art Your quit plan

Lessons from a Quitter

In the latest episode of "Lessons from a Quitter," we dive deep into crafting a well-rounded Quit Plan. It all starts with an honest self-assessment—unearthing why you're itching to leave that job of yours. You know, those reasons you might not even want to admit to yourself. We begin by understanding the underlying motives for leaving our current situation. Next, I guide you to explore your dreams and paint a picture of the life you desire. This way, you can dissect your strengths and skills and start to explore various career options that align best with your true desires. I also help you...

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Handling Difficult Conversations Around Quitting show art Handling Difficult Conversations Around Quitting

Lessons from a Quitter

This week we're diving deep into having difficult conversations around quitting.   We're going to look at the people in your life—the ones who have lots of opinions on what you should or shouldn't be doing. You know the type: spouses, friends, family, and even coworkers who always seem to have something to say.   The first and most crucial step is understanding whether these people should even have a say in your decisions.   Now, here's the thing. Different people play different roles in your life. If it's your spouse, for example, their opinion matters because it...

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Handling Guilt Around Quitting show art Handling Guilt Around Quitting

Lessons from a Quitter

On today's episode of Lessons from a Quitter, we're diving deep into handling the guilt around quitting. It's a topic that resonates with so many of us, especially those of us who have been raised to prioritize making others happy. We often find ourselves ready to move on, with a clear vision of what we want to do, yet held back by the overwhelming guilt of leaving behind our bosses, coworkers, or even clients we've developed deep connections with. In this episode I want offer you a new perspective, recognizing your own needs and priorities while acknowledging the reciprocal nature of...

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Managing Fear show art Managing Fear

Lessons from a Quitter

In this podcast episode, I explore the pervasive role of fear in our lives, particularly when pursuing dreams and change. Fear, often rooted in the fear of failure and negative emotions, can paralyze us. The key is to confront these fears by answering critical questions about the worst-case scenarios. Realizing that we can handle these emotions empowers us to take risks and move forward. Listen for the questions you should be asking yourself to face fear head-on and to get to where you want.

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You are not behind show art You are not behind

Lessons from a Quitter

In the latest episode of "Lessons from a Quitter," we tackle the feeling of “being behind.” High achievers often struggle with this thought, ironically, despite their accomplishments. We delve into why this thought persists and how it robs us of joy and happiness. Society's expectations and hustle culture play a significant role in creating this feeling of falling short. However, it's crucial to recognize that we are not on a predetermined, one-size-fits-all path. Everyone's journey is unique, and comparing ourselves to others only breeds unhappiness. We explore the importance of accepting...

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Finding Your Community show art Finding Your Community

Lessons from a Quitter

My biggest tip for success when you’re quitting and starting something new: Get in the room with people doing the thing you want to do.⁠ This week, I talk about the benefits of surrounding yourself with a like-minded community and a few ways to find those groups.

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Replay: The Art of Dreaming Bigger show art Replay: The Art of Dreaming Bigger

Lessons from a Quitter

In the latest episode of Lessons from a Quitter, I dive into the importance of dreaming bigger, especially as busy professionals who may have stopped dreaming in their twenties or thirties. Many of us settle into a day-to-day routine, resigned to incremental goals, fearing disappointment. I challenge you to break free from the small dreams that keep you stuck and explore what you truly desire. By giving yourself permission to dream without constraints, you can uncover hidden passions and set audacious goals that push you to grow. It's time to design the life you want, not the one society...

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The Process of Going After Your Dream Life show art The Process of Going After Your Dream Life

Lessons from a Quitter

This week I want to talk to you about how to go after your dream life. If you follow me on Instagram, you know I’ve been in Jackson Hole, Wyoming for the past month. Taking this trip with my family is one way I’m going after my dream life. And the process is actually really simple, it’s just two steps. I want to show you that the things you want are possible because whether you think you can or you can’t you’re right. So this week I’m sharing the two-step process for going after your dream life and how I'm applying that in my own life.

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More Episodes

In this episode of Lessons from a Quitter, we conclude our series on goal-setting by tackling the often-overlooked yet critical step: what to do after setting your goal. I share actionable tips to break your goal into manageable steps, focus on short-term milestones, and embrace the inevitable challenges along the way. You'll learn why expecting inconsistency is key, how to avoid all-or-nothing thinking, and the importance of weekly evaluations to adapt and improve. If you're ready to build momentum and finally achieve your goals, this episode will provide the tools and mindset shifts you need to succeed.