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Your Imposter Syndrome Brings Real Healing Breakthroughs with Kaile Dutton EP | 160

Life’s Checkmark

Release Date: 07/29/2025

Your Imposter Syndrome Brings Real Healing Breakthroughs with Kaile Dutton EP | 160 show art Your Imposter Syndrome Brings Real Healing Breakthroughs with Kaile Dutton EP | 160

Life’s Checkmark

Your Imposter Syndrome Brings Real Healing Breakthroughs with Kaile DuttonEP | 160 In this episode of Life’s Checkmark, I sit down with Kaile Dutton, artist, energy healer, and all-around creative leader. Kaile gets real about living with chronic illness, moving past imposter syndrome, and resisting the pressure to fit into a business “box.” We talk about her journey from burnout, learning to say no, embracing her eclectic background in art and healing, and what it really means to live and work from a place of truth. You’ll walk away with real talk on self-value, listening to your...

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Anxiety and Suicidal Thoughts: Rob Baugh's Brain Injury Has Purpose EP | 159 show art Anxiety and Suicidal Thoughts: Rob Baugh's Brain Injury Has Purpose EP | 159

Life’s Checkmark

Anxiety and Suicidal Thoughts: Rob Baugh's Brain Injury Has Purpose EP | 159 LCPodcast  In this episode of Life’s Checkmark, I sit down with Rob for an honest talk about living with a traumatic brain injury and how it completely changed his life. Rob opens up about the struggles he faces from nonstop headaches to memory loss and depression and how support groups, music, and sharing his story became his road forward. We discuss his podcast, support community, and his book, “My Life Rewired,” which all aim to help others facing trauma find hope and connection. If you or someone you...

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Mindset, Sustainability, and Awakening: The Shocking Power of Saying Yes to Your True Calling with Anastasia Sheldon  EP | 158 show art Mindset, Sustainability, and Awakening: The Shocking Power of Saying Yes to Your True Calling with Anastasia Sheldon EP | 158

Life’s Checkmark

Ready to start your podcast? Grab your free "Know Your Why For Podcasting" worksheet now and take the first step toward your dream podcast:     Mindset, Sustainability, and Awakening: The Shocking Power of Saying Yes to Your True Calling with Anastasia Sheldon  EP | 158    This episode of Life’s Checkmark, I'm joined by Anastasia, an inspiring woman who left behind a familiar, “okay” life in the San Francisco Bay Area to listen to her inner guidance and step into a new mission. Anastasia shares how a quiet whisper during the chaos of 2020 pushed her to make...

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Mental Health, Finding Your Path, and The Power of Gratitude with Stefan Walter EP | 157 show art Mental Health, Finding Your Path, and The Power of Gratitude with Stefan Walter EP | 157

Life’s Checkmark

Mental Health, Finding Your Path, and The Power of Gratitude with Stefan Walter EP | 157 On this episode of Life’s Checkmark, I sit down with Stefan Walter, business owner, father, podcaster, and mental health advocate. Stefan gets real about overcoming serious challenges, including bullying and a life-changing suicide attempt, and how those moments led him toward gratitude, helping others, and building businesses around purpose. We talk about finding meaning after feeling lost, the lessons you learn during the hard times, and why surrounding yourself with the right people matters so much....

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How To Truly Support Men’s Mental Health After the Awareness Month Ends EP | 156 show art How To Truly Support Men’s Mental Health After the Awareness Month Ends EP | 156

Life’s Checkmark

How To Truly Support Men’s Mental Health After the Awareness Month Ends EP | 156  In this special episode of Life’s Checkmark, I’m taking a moment to highlight why Men’s Mental Health Month shouldn’t just be a “one and done” reminder. I open up about the ongoing struggles men face, inside and outside that dedicated month, and why it’s so important to keep the conversation and support alive all year. Whether you’re a man working through your own challenges or someone close to one, I encourage you to create space, listen, and reach out. Let’s support each other, not just...

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How Faith, Forgiveness, and Lipstick Fueled Elena Rodriguez’s Incredible Comeback EP | 155 show art How Faith, Forgiveness, and Lipstick Fueled Elena Rodriguez’s Incredible Comeback EP | 155

Life’s Checkmark

How Faith, Forgiveness, and Lipstick Fueled Elena Rodriguez’s Incredible Comeback EP | 155   In this episode of Life’s Checkmark, I sit down with Elena Rodriguez, also known as the Comeback Queen. We talk about her powerful journey through unexpected loss, heartbreak, and rebuilding her life from the ground up. From selling her belongings to start a lipstick business in her mom’s recliner, to hosting her own events and launching the ProsperityV Network, Elena opens up about faith, forgiveness, and the true grit it takes to turn pain into strength. If you’ve ever felt stuck, this...

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Growth, Gratitude, and Pinball Machines: Richard Blank’s Unconventional Leadership EP | 154 show art Growth, Gratitude, and Pinball Machines: Richard Blank’s Unconventional Leadership EP | 154

Life’s Checkmark

Join Podcaster's Hub Growth, Gratitude, and Pinball Machines: Richard Blank’s Unconventional Leadership EP | 154 In this episode of Life's Checkmark, I chat with Richard Blank, the dynamic CEO of Costa Rica’s Call Center. Richard’s story goes from growing up in Philadelphia with a love for Spanish, all the way to building a thriving business in Costa Rica. He talks about breaking the mold, dealing with expectations, and why communication is his secret weapon, plus how he uses everything from neon lights to pinball machines to create a workplace where people truly grow. If you’re ready...

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Escaping a Cult, Finding Purpose: Martha Kartaoui's Journey Through Hell & Toward Healing EP | 153 show art Escaping a Cult, Finding Purpose: Martha Kartaoui's Journey Through Hell & Toward Healing EP | 153

Life’s Checkmark

Escaping a Cult, Finding Purpose: Martha’s Journey Through Hell & Toward Healing EP | 153 In this episode of Life’s Checkmark, I talk with Martha Kartaoui, an incredible woman who escaped a life of strict control and trauma in a religious cult. Together, we unpack Martha’s brave journey and how she found the strength to break free, face her past, and use her story to help others heal. Martha opens up about what it means to be a “battle angel,” the hard choices she made for her future, and the role faith played in her healing. This episode is all about hope, resilience, and the...

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From Setbacks to Big Wins: Why Missing Out Could Actually Change Your Life EP | 152 show art From Setbacks to Big Wins: Why Missing Out Could Actually Change Your Life EP | 152

Life’s Checkmark

From Setbacks to Big Wins: Why Missing Out Could Actually Change Your Life EP | 152 In this episode of Life’s Checkmark, I’m sharing my recent adventure from Pennsylvania to Texas, where I overcame setbacks and made new friends along the way. From a pulled calf muscle and a busted car to meeting amazing people I’d only known online, I reveal the ups and downs, the power of in-person connection, and how unexpected roadblocks often lead us exactly where we’re meant to be. You’ll get the inside scoop on the faith and business event I attended, tips from my podcasting journey, and a...

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From Corporate Layoff to Coaching Success: Audrey Dendy-Hightower’s Inspiring Leap EP | 151 In this episode of Life’s Checkmark, I sit down with Audrey Dendy-Hightower, a former Wall Street program manager turned mental health and life coach. After a 35-year corporate career and a life-changing layoff, Audrey shares how she found the courage to pursue her passion for coaching and speaking. We talk about facing fears, rebuilding after divorce, embracing self-care beyond spa days, and stepping into a purpose-driven life. Audrey opens up about her first speaking experiences, her bold leap...

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More Episodes

Your Imposter Syndrome Brings Real Healing Breakthroughs with Kaile DuttonEP | 160

In this episode of Life’s Checkmark, I sit down with Kaile Dutton, artist, energy healer, and all-around creative leader. Kaile gets real about living with chronic illness, moving past imposter syndrome, and resisting the pressure to fit into a business “box.” We talk about her journey from burnout, learning to say no, embracing her eclectic background in art and healing, and what it really means to live and work from a place of truth. You’ll walk away with real talk on self-value, listening to your intuition, and the power of letting yourself be multi-passionate. This one’s for anyone who’s ever felt stuck trying to fit in or pressured to niche down. Tune in and see just how much permission you have to just be… you.

Key Takeaways:

  • Authenticity matters more than “niching down”
  • Art and music can spark real healing and connection
  • Chronic illness can lead to powerful self-discovery
  • Learning to say no is a vital skill
  • Valuing yourself changes everything

Connect with Kaile Dutton:

Art on Instagram: https://www.instagram.com/kaile.dutton.art/ 

Facebook: https://www.facebook.com/kaile.dutton 

 

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Life’s Checkmark Podcast

Apple: https://podcasts.apple.com/us/podcast/lifes-checkmark-real-journeys-inspiration-motivation/id1655532499 

Spotify: https://open.spotify.com/show/1RzjiymntY8HvP42EAcdjz?si=a7ccc512bd264ef7