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Introducing "Successfully Unsuccessful" - the podcast that redefines success for executive, entrepreneurial, and professional men who aim to live their fullest lives. In a world fixated on achievements, this show challenges the norm by delving into the uncharted territories of failure, weakness, and imperfection. Join us on a transformative journey where we spotlight the world's most accomplished men—individuals who've scaled great heights while stumbling through setbacks. Unmasking their tr ...
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What a powerful conversation with Jake Howes—entrepreneur, founder of Pioneer Golf Company, and a man on fire for purpose. I’ve had a front-row seat to watch Jake’s transformation from a corporate guy in the golf simulator industry to a bold, faith-driven founder ready to shake up the game. Jake's journey started with a dissatisfaction in his W-2 l…
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On this episode of the Successfully Unsuccessful podcast, I had the pleasure of sitting down with Nash Faulk, a man whose journey from a non-believing, basketball-obsessed kid to a faith-filled entrepreneur is both raw and inspiring. We talked through his early years marked by dysfunction at home and a singular focus on basketball, which ultimately…
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In this powerful and deeply personal episode, I had the honor of sitting down with Jim Walczak—an incredibly resilient, faith-filled man who’s navigated intense challenges, transformation, and wild success in the world of sales. What struck me most was his openness about the journey from a works-based faith to one rooted in grace, and how that reve…
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I had the chance to sit down with my friend Alex Wilson, a man I deeply respect and admire, for this powerful episode. Alex is a husband, father of three boys, and a Chick-fil-A owner/operator of two thriving locations. But behind the accolades and business success is a story of perseverance, obedience, and faith. We reflected on the early days—our…
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As business owners and executives, we often measure success in numbers—profit margins, revenue growth, and market share. But what if true success isn’t just about financial gain? What if it’s about something much deeper—about faith, about purpose, about how we steward the opportunities and gifts we’ve been given? In this episode of Successfully Uns…
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In this episode of Successfully Unsuccessful, I sit down with my good friend Skip Johnson to unpack his incredible journey from building a billion-dollar wealth management firm to discovering what true success really means. Skip shares openly about his drive for achievement, the identity struggles that came with it, and the moment he realized that …
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In this milestone 40th episode of Successfully Unsuccessful, we take a different approach as I sit down with my co-host and producer, Chris Barrett. We reflect on our shared journey, the impact of radical transformation through faith, and the power of walking the path together rather than alone. Success, as defined by the world, often revolves arou…
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In this episode, I sit down with my good friend Dave Barton, a man whose story is a powerful testament to the transformative journey of faith, intentionality, and relentless pursuit of growth. We dive into Dave's background in corporate America, where he's spent over 20 years navigating roles in banking, retail, and healthcare. Dave shares how his …
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In this heartfelt episode of *Successfully Unsuccessful*, I sit down with my mentor and friend, Ric Olson, a man whose journey through leadership, faith, and resilience has profoundly shaped my own. Ric shares his incredible story, starting with his transformation from a reluctant CPA to a nationally influential leader in healthcare and non-profits…
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In this episode of Successfully Unsuccessful, I sit down with Rashad Kennedy, a client, entrepreneur, and friend who has transformed his passion for improvement into a thriving real estate and construction business. From his beginnings as a collegiate wrestler to becoming a multi-faceted real estate developer, Rashad shares his journey of faith, gr…
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In this episode of “Successfully Unsuccessful”. I sat down with my good friend, Jordan Olmscheid, who has carved out a unique path as a solopreneur in the cleaning industry. Jordan shares his journey from teaching to managing a window cleaning business, initially started as a side income. Through trial and error, hard work, and a spirit of adaptabi…
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In this episode, I had an insightful conversation with Jake Stank, diving into his journey through banking, faith, and leadership. Jake shared how his return to the banking world revealed a renewed perspective on purpose, shifting his fulfillment from the technical aspects of finance to the profound impact he has on his team and peers. We discussed…
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In this episode of “Successfully Unsuccessful”, I sit down with Kevin Johnson, a long-time tech lead and entrepreneur at heart. We start by reminiscing about how our connection began at a recent event where Christian entrepreneurs gathered, highlighting the power of community and shared passions. Kevin shares his background as a tech lead, discussi…
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For this episode of Successfully Unsuccessful, I sat down with Pete Tavernier, a man whose journey has taken him from building a successful auto repair business to following God’s calling all the way to Haiti. Pete's story is one of faith, perseverance, and finding purpose in places and moments where others might see only uncertainty. He shared how…
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In this episode of Successfully Unsuccessful, I sat down with Kyle Miller, a dynamic entrepreneur with a background in construction, sales, and leadership. Kyle shared his journey from working in his father's remodeling business to becoming a successful leader in the construction industry. We discussed his early career experiences, including how sk…
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In this episode of Successfully Unsuccessful, I had the pleasure of welcoming Jason Paris, founder and partner of Aleph Holdings, to our studio. Our conversation began with a look at Jason's entrepreneurial journey, which started with Paris Painting. Jason shared how his company evolved into a holdings company focused on transforming trade business…
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In this episode of "Successfully Unsuccessful," I had the pleasure of sitting down with Jadde Rowe, a dynamic young real estate professional who has navigated the complexities of faith, business, and personal growth. Jade shared his journey from corporate America to the thriving real estate market, emphasizing the significance of taking risks and f…
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In this episode of "Successfully Unsuccessful," I had the pleasure of sitting down with Danny Greene in his studio in Long Lake, Minnesota. We explored Danny's multifaceted identity, from his roles as an entrepreneur, content creator, and endurance athlete, to his unexpected musical talents. Danny shared his journey of transitioning from city life …
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In this episode of Successfully Unsuccessful, I had the pleasure of sitting down with my good friend Matt Eklund. Matt's journey is nothing short of inspiring, from his early days in construction to becoming a project manager overseeing massive developments. But what truly stands out is his personal transformation over the past six years. Matt shar…
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Welcome back to "Successfully Unsuccessful," hosted by me, Josh Dittrich. In today’s episode, I had the pleasure of sitting down with Jordan Crockett, a remarkable individual mastering the art of real estate investment while balancing family life in suburban Eagan. Jordan’s journey from software sales to real estate investment provides a wealth of …
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In today's episode of Successfully Unsuccessful, I had the pleasure of sitting down with Connor Schmidt right here in my home studio in St. Michael. Connor, who is not just a colleague but a friend, delved into his journey of faith, marriage, and career development. We discussed how his life shifted from his bachelor days to becoming a husband and …
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In today's episode of Successfully Unsuccessful, I had the distinct pleasure of sitting down with Kyle Lanzen, a passionate entrepreneur with deep roots in the retail industry, aiming to revolutionize product marketing. Our discussion, enriched by our mutual connections through a Christian business group, veered into the transformative power of liv…
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In this episode of *Successfully Unsuccessful*, I had the pleasure of hosting Sean Westbrook, a fellow entrepreneur, biker, husband, and father. Sean shared his incredible journey of balancing professional aspirations with personal growth and faith. Starting as a passionate bike rider, our shared experiences on the road paved the way for deeper con…
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In the latest episode of Successfully Unsuccessful, I had the pleasure of welcoming Rob Warland to the show. Rob, a former co-worker and roommate, joined me to discuss his inspiring journey from a small town to the big city, finding his faith, and transitioning through various phases of life and career. Our conversation delved into Rob's early stru…
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In this episode of Successfully Unsuccessful, I had the privilege of chatting with Barry Anderberg, a fellow resident of St. Michael, Minnesota, and a father of three. Our conversation journeyed through the significance of community, the transitions we face in our spiritual journeys, and the nuanced understanding of faith that evolves over time. Ba…
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In this episode of "Successfully Unsuccessful", host Josh Dittrich sits down with Jake Vanada, an experienced chaplain and leader of multiple nonprofit ministries. They dive deep into Jake's journey, exploring the unique challenges and rewards of being a chaplain in high-octane environments like Supercross and Motocross racing. Jake shares his pers…
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In this episode of Successfully Unsuccessful, I, Josh Dittrich, had the pleasure of diving deep into the entrepreneurial journey of Mike Kerrison. We explored the nuances of identifying market gaps, the importance of consumer education, and the strategic shifts that are imperative for adapting to the ever-evolving business landscape. Mike shared hi…
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In this episode, I delve deep into the nuances of navigating personal and professional growth amidst the challenges and triumphs that come our way. We discuss the intricate dance of maintaining relationships, both personal and business, and how these dynamics play a critical role in shaping our paths. The conversation touches on the importance of a…
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In the latest episode of Successfully Unsuccessful, I had the pleasure of sitting down with Jeremy Dinegan to dive into the complexities of balancing family life with professional ambitions. Jeremy shared insights on managing responsibilities as a father, the challenges and rewards of having a spouse in the healthcare industry, and the importance o…
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In this episode of "Successfully Unsuccessful," I dive deep into the multifaceted journey of balancing careers in counseling and ministry with my guest, John Torkelson. Our conversation explores the challenges and rewards of navigating multiple professional paths, highlighting a pivotal moment in 2009 when I transitioned from youth pastor to focusi…
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In this episode of "Successfully Unsuccessful," I, Josh Dittrich, delve into my entrepreneurial journey, detailing the challenges and triumphs I've encountered. I discuss the surreal experience of unexpectedly selling two businesses and the strategic shift to managing other brands, highlighting the importance of adaptability in business. The conver…
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In this episode of "Successfully Unsuccessful," I, Josh Dittrich, delve into a deeply personal and transformative journey. The conversation covers a wide range of topics, from my initial pursuit of a career in sports medicine to a life-changing experience in Haiti that reshaped my perspective on business and its power to effect change. This pivotal…
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Hello everyone, I'm Josh Dittrich, and welcome back to another episode of "Successfully Unsuccessful," where we delve into the journeys of individuals who have found success through unconventional paths. Today, we have a truly inspiring episode that dives deep into the intersection of professional success and spiritual growth. Our guest, Mick, shar…
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In this episode of "Successfully Unsuccessful," Josh Dittrich hosts Todd Isberner for an insightful and engaging conversation. They delve into various topics, including the importance of faith, the unique challenges and responsibilities of manhood, and the intertwining of personal development with spiritual growth. Todd shares his life experiences,…
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As a father of four and a day trader, our guest for today’s episode, Alex Ondercin, has a wealth of knowledge and experience to share. We start off reminiscing about our younger years, discussing the profound impacts of growing up with an age gap between siblings and the invaluable lessons about hard work and determination. Sharing his personal jou…
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What does it truly mean to be successful? How do faith and leadership intersect in one's life and career? Join us in a fascinating conversation with Dean Stinchfield, a sage of the corporate world. Dean shares his rewarding journey of a 30-year career rooted in one company, providing invaluable insights into the concept of scarcity mindset, the pur…
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Have you ever pondered upon your daily actions and their cumulative consequences? Have you ever wondered about the direct correlation between these actions and your perception as a good person? Today, we take a journey to explore these thoughts and scrutinize ourselves. Together, we'll dissect the profound influence of accountability and culture in…
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Ever wondered how to build a successful real estate business while keeping your faith at the center? Join us as we navigate this journey with top realtor Sam Stedman, who has been making waves at REMAX Results and leading Team Steady to great success. We dissect how he managed to get his real estate license as a senior in college and built one of t…
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Get ready for a fascinating conversation with Ray Hilbert, co-founder and head coach of Kingdom Factor. We're going to peel back the layers of Ray's unique journey, where faith and business intersect, and how he has managed to balance the two. From launching a successful clothing line to making significant business decisions based on faith, Ray's s…
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Join us for a captivating discussion with Mr. Zane Hall as he unfolds his intriguing journey to success in the semiconductor industry. As someone who was motivated by both the fear of failure and success, he offers insightful reflections on balancing present and future needs, and how having wealth can lead to feelings of pride. His compelling story…
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Meet Paul Cronin, the mastermind behind numerous successful business turnarounds. Whether it's transforming struggling companies or coaching executives toward success, Paul's expertise is unmatched. Together, we dive into the riveting world of business coaching, exploring how a blend of clear expectations, strong leadership, and the right hires can…
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What does it truly mean to succeed in ministry? Is it about the size of the congregation or is it something deeper? Join me and my pastor, Jeremiah Curran, as we navigate this profound topic. In our engaging conversation, we underscore the importance of family and personal relationships in defining success. We explore the significance of faithfulne…
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Join me as I sit down with my friend and business partner, Chris Bjorling - a serial entrepreneur with a rich story to tell. Chris opens up about his journey, sharing how his perspective of success evolved from a materialistic view to valuing the time he invests in others and his purpose in God's plan. We have a heart-to-heart about our roles in Go…
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How do you weather the storms of life together when your marriage feels like it's on the brink? Sit back and lend us your ears as my wife Danielle and I take you through our 14-year journey of marriage. We've got real talk about parenting middle-schoolers in a modern age, exploring the labyrinth of social media and cyberbullying. But there's more, …
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Life's road is filled with small decisions, some with consequences that echo into eternity. Today, we unravel the tale of a man who descended into a vortex of guilt and shame after inviting a random college girl for a night of revelry. This is a hard look at the lies we tell ourselves, and how seemingly harmless decisions can lead us astray, impact…
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Gather around for a riveting tale of transformation that takes me, your host Josh Dittrich, from living the rockstar life to becoming a successful entrepreneur. It's a raw and unfiltered journey filled with struggle, sin, and ultimately, redemption. As a young man, I believed success was defined by hard work, money, and retirement. But this mindset…
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I'm Josh Dittrich, inviting you to join me as I step into the raw and transformative journey of redefining success and unearthing purpose. Drawing from my personal narrative of a pursuit for wealth that nearly shattered my marriage, I challenge the age-old perceptions tied to success and failure, advocating for a life driven by Ikigai – the Japanes…
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