Why Most Entrepreneurs Stay Stuck | Chase Tolleson on Mindset, Business & Rewriting Your Reality

from Discomfort Required · host Trent Williamson

In this episode of Discomfort Required, I sit down with business coach, entrepreneur, and mindset expert Chase Tolleson for a conversation that goes way beyond business strategy.We dive into the stories we tell ourselves, how those stories shape our reality, and why so many people stay stuck chasing success without ever feeling fulfilled.Chase shares his journey from serving in the Navy to building a CrossFit gym, transitioning into online coaching, and eventually helping entrepreneurs break through the mindset barriers holding them back. We talk about the role discomfort plays in growth, why ownership is the foundation of success, and how self-awareness can completely change the trajectory of your life and business.This conversation covers everything from sales and coaching to fatherhood, personal growth, and what it actually means to become a high performer.If you've ever felt stuck, frustrated, or like you're capable of more than what you're currently experiencing, this episode is for you.In This Episode🔥 Chase's journey from the Navy to entrepreneurship🔥 Why mindset matters more than tactics🔥 The power of ownership and taking responsibility for your reality🔥 How to build trust and create authentic relationships with clients🔥 Why manipulative sales tactics eventually fail🔥 The connection between success, fulfillment, and self-awareness🔥 Practical goal-setting strategies that actually work🔥 How high performers think differently🔥 Balancing business, family, and personal growth🔥 Rewriting the stories that keep you stuck🔥 The mindset shifts that come with becoming a father🔥 Why discomfort is often the path to clarity and growthOne of my favorite parts of this conversation is Chase's perspective on success. Too many people chase more money, more clients, or more achievements without ever asking whether they're building a life they actually want. Chase breaks down how self-awareness, intentionality, and personal responsibility can help create both business success and a meaningful life.Whether you're an entrepreneur, coach, business owner, or someone looking to level up in life, you'll walk away from this episode with practical takeaways and a new perspective on what's possible.Enjoy the episode.And remember...Get comfortable being uncomfortable.Connect with Chase:📱 Instagram: @coach_chase_tolleson🎥 YouTube: Chase Tolleson YouTube Channel🌐 Website: ChaseTolleson.comFind all the episodes on / @rawrathletics Follow along on https://www.instagram.com/rawrathletics/#DiscomfortRequired#Podcast#BusinessPodcast#MindsetPodcast#EntrepreneurPodcast#HighPerformance#Entrepreneur#BusinessGrowth#BusinessCoach#SmallBusiness#OnlineBusiness#Leadership#PersonalDevelopment#Mindset#GrowthMindset#MentalToughness#SelfAwareness#Discipline#PersonalGrowth#HighPerformanceHabits

Episode metadata supplied by the publisher feed · Published Jun 24, 2026

Embed this episode

Attribution link and audio player

NOW PLAYING

Why Most Entrepreneurs Stay Stuck | Chase Tolleson on Mindset, Business & Rewriting Your Reality

0:00 44:04

1×

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

Share this episode

Similar Episodes

No similar episodes found.

Similar Podcasts

Modern Day Sniper Podcast Caylen Wojcik The Modern Day Sniper Podcast is your ultimate source for insights and discussions on the sniper lifestyle, from active duty to life beyond the uniform. Hosted by Caylen Wojcik, join us as we explore the art and science of precision shooting, the mental and physical discipline required, and the ongoing journey of self-improvement and mastery.Caylen began his professional journey as a rifleman in the US Marine Corps, where he served as a Scout/Sniper and instructor. He trained Marines, soldiers, and Navy operatives in marksmanship and urban combat tactics. After sustaining severe injuries in 2004, Caylen passed his experience to new snipers before leaving active duty. Since then, he has taught precision rifle skills to hundreds of military, law enforcement, and civilians. Explicit Upbringing Parenting For Sanity + Social Change We’re Hannah & Kelty of Upbringing- twins, certified parent coaches + speakers who help caregivers across the globe transcend daily conflict with their kids for sanity + social change. Most of us had no idea what magical mindset + sensitive skill set would be required to successfully navigate daily drama with our beloved, infuriating kids... No shame in that! From meltdowns to aggression to sibling rivalry to putting down the screen or getting out the door fully dressed + on time, managing kids’ big feelings + challenging behaviors was never meant to be done solo, let alone perfectly. We’re here to teach you creative, research-based ways to overcome daily obstacles with your sensitive + strong-willed kids, nurturing critical skills like consent, compassion, curiosity + creativity along the way. Our podcast episodes are Live, unscripted Q&As– reach out if you have a question or challenge you’d like us to discuss! Learning to parent our kids with more connection and less control c Explicit Change Lives Make Money: The Podcast For Online Trainers Brian Mark Are you an online fitness trainer wanting to make $10k/month? That's where we've taken over 300 coaches, and we don't stop there. Are you next?This is the podcast for online trainers ready to change more people's lives, conquer their entrepreneurial journey and achieve absolute domination. If you're an online fitness trainer hungry for more SUCCESS, a greater IMPACT, and the FREEDOM to live life on your terms, then listen up.I'm Brian Mark, your host and a seasoned online fitness coach with almost a decade of battle-tested experience. I've been in the trenches, pushing boundaries, and now I'm here to share my hard-earned fitness business experience and knowledge with you. Get ready for a no-nonsense, no BS approach as I reveal the secrets of what WORKS and what's just wasting your energy. This movement is all about HUSTLE. The relentless pursuit of greatness. It's a mindset for those willing to put in the sweat, tear down walls, and bring the solid action required to forge a life yo Explicit Overcoming Betrayal & Addiction Robert Weiss, PhD, MSW and Tami VerHelst The Overcoming Betrayal and Addiction podcast, featuring Dr. Rob Weiss and Tami VerHelst, presents a conversational Q&A style discussion drawn from listener questions about sex and porn addictions, infidelity, cheating, and hard work required to heal relationship betrayal. Dr. Rob and Tami are very good at engaging people struggling with painful life issues in a useful, respectful way. They also invite you to join them on their live weekly webinar (Mondays, 5 p.m. Pacific at https://bit.ly/DrRobandTami), where they answer questions live Dr. Rob is Chief Clinical Officer for Seeking integrity Treatment Centers. He is a 30-year licensed therapist, a PhD sexologist, and author Sex Addiction 101, Prodependence, and Out of the Doghouse, among other books. Tami is Chief Relationships Officer for Seeking Integrity LLC. Tami brings over 40 years of personal addiction knowledge, helping supply struggling individuals and couples with the resources and direction they need to heal. Explicit

Frequently Asked Questions

How long is this episode of Discomfort Required?

This episode is 44 minutes long.

When was this Discomfort Required episode published?

This episode was published on June 24, 2026.

Can I download this Discomfort Required episode?

Yes. Use the download control on the episode player to save the publisher-provided media file.

URL copied to clipboard!