Successfully Unsuccessful
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 trials and tribulations, our podcast shatters the illusion of flawlessness. We confront head-on the very facets our culture prefers to avoid, addressing the intricate interplay of ambition, relationships, and self-indulgence that shape our lives. Diving deep, we dissect the blueprints of success—their goals, priorities, habits, and systems—laid bare by their colossal blunders. These luminaries humbly share their personal struggles, exposing the fractures beneath the polished surface. This candid exchange serves as a guiding light, illuminating a path for others to forge enduring change. "Successfully Unsuccessful" is a quest to unravel the enigma of achievement. We embrace the messy art of crafting an honorable life—one that leaves an indelible mark on the world, transcending generations. It's about leveraging our time on Earth to unearth our true purpose. By aligning our gifts, societal needs, and compensation, we catalyze profound transformation while unburdening ourselves from the past. Through unvarnished conversations, our guests paint a vivid portrait of their journey. We traverse the highs, lows, and shadows they've encountered, plumbing the depths of body, heart, soul, and mind. This raw vulnerability compels introspection—directing our gaze inward, upward, and outward. It's a clarion call to contemplate our existence, forge connections, and transcend our limitations. "Successfully Unsuccessful" challenges convention and champions authenticity. It's a sanctuary for men who seek more than surface triumphs, who dare to navigate the tumultuous seas of vulnerability to rewrite their narrative. Join us as we unravel the paradox of triumph through failure, embarking on a mission to sculpt lives of significance and leave an enduring legacy.
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From Weed Ponds to Kingdom Purpose
06/10/2025
From Weed Ponds to Kingdom Purpose
As business owners and leaders, we’re often laser-focused on metrics—revenue, growth, headcount, scale. But every now and then, I get the privilege of having a conversation that shakes those definitions of success to the core. That’s exactly what happened in this episode of Successfully Unsuccessful, when I sat down with my good friend and CBMC peer, Connor Pichet. Connor’s the founder of Scuba Weed Control, a company that started as a scrappy college side hustle and has grown into a multi-location operation cleaning lakes and ponds across Minnesota. What struck me wasn’t just how he’s scaled a niche service—it’s how he’s done it while raising four kids, building a team from the ground up, and learning to lead with vision, faith, and intentionality. But the real gold of our conversation was what you won’t find on a P&L. Connor opened up about a transformative moment in his life—a late-night conversation with his cousin that led to a powerful encounter with God. It was raw, it was real, and it was the start of something eternal. He wasn’t in a church pew or a boardroom; he was in the middle of a personal storm, and yet God showed up with clarity, comfort, and conviction. That moment shifted everything: how he leads his company, how he loves his family, and how he sees success. And if you’ve ever wrestled with burnout, identity, or whether you’re building something that really matters, Connor’s story will meet you right there.
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Built to Rise: Redefining Success Through Faith and Leadership
06/03/2025
Built to Rise: Redefining Success Through Faith and Leadership
In this episode of Successfully Unsuccessful, I sat down with my good friend Eric Robinson, co-owner of Rise Realty, for an honest and refreshing conversation that went far beyond real estate. From his early years in Wisconsin to his journey through car sales and eventually into real estate, Eric shares the transformative moments that shaped both his professional and personal life. We explore the deep motivation behind founding Rise Realty—not as a profit engine, but as a community built on the right people, structure, and support. Eric unpacks how this model has allowed agents to thrive in their own way, embracing the “be more, do more” mindset that’s foundational to his mission. But we didn’t stop at business. We dove deep into what success really means for Eric—a concept measured not in dollar signs but in dinners at home with family, open conversations with his wife, and the consistent effort to remain fully present. He speaks candidly about how his phone, a vital business tool, often becomes the biggest distraction in his marriage, and the systems he and his wife use to stay aligned. We touched on parenting styles, the balancing act of fatherhood, and the importance of guardrails to avoid drifting off course in life. His transparency on these challenges is both relatable and encouraging. Perhaps most powerfully, Eric opened up about a deeply humbling season in 2023 when everything he thought was stable—relationships, finances, plans—was stripped away. He describes this time as a “sweet cut of the surgeon,” a painful but necessary realignment of heart and purpose. We ended by reflecting on the intersection of faith, work, and calling, and how Eric uses his position in the real estate world as a platform for meaningful conversations and lasting impact. Whether you’re in ministry, business, or navigating personal growth, there’s something in Eric’s journey that will resonate with you.
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Dad Awesome vs. Dad Angry: Leading with Legacy
05/06/2025
Dad Awesome vs. Dad Angry: Leading with Legacy
What a joy it was to welcome Jeff Zaugg, founder of Dad Awesome, to the Successfully Unsuccessful podcast. From the moment we hit record, Jeff brought his signature high-energy presence and deep insights into what it means to be a father who shows up with intentionality and heart. His journey from being a reluctant kids' ministry leader to launching a podcast that has released 375 episodes and mobilized over a thousand men through events like Fathers for the Fatherless is a powerful testament to what happens when passion meets purpose. We unpacked his transition into full-time ministry, the importance of making the role of dad a delight, not a duty, and how delighting in our kids can shape their sense of identity in a world filled with lies. This conversation hit me in a personal way. Jeff talked about the difference between dad angry and dad awesome—how we're called not to perfection but to a posture of curiosity, cheerleading, and consistency. He shared practical tools, from candlelight blessings to specific affirmations that light up our kids’ eyes. He reminded us that being a great dad starts with going upstream—dealing with our own wounds, finding healing, and surrounding ourselves with brotherhood. His metaphor of the RV showerhead versus a waterfall of God’s love brought to life the difference between living as orphans, hustling for worth, and living as beloved sons, overflowing with purpose and presence. I’m still chewing on the impact of simply “getting low and getting slow” with my own kids, and I hope it hits you like it hit me. What I loved most about this episode is how Jeff reminded us that fatherhood is a story—our story. And when we zoom out, we realize that today’s decisions shape generations. Jeff’s vulnerable moment of running out of ministry funding wasn’t a failure—it was formation. And that spoke volumes to me about trust, stewardship, and living fully aligned with what God is calling us to do. If you’re a dad, if you’re a leader, or just someone searching for purpose beyond a paycheck, this episode will stir your heart. Let it be a spark that flips the switch from surviving to thriving.
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From Comfort to Calling: Jake Howes' Leap of Faith
04/29/2025
From Comfort to Calling: Jake Howes' Leap of Faith
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 life, but what set him apart was his proactive approach. From proposing an innovative national video marketing campaign at his old job to boldly stepping out and launching his own company months ahead of schedule, Jake is living proof that when you're called to something, you go. We talk about the fears, the mental gymnastics of waiting for the “perfect time,” and how our core council helped him make the leap. What stood out most to me is Jake's clarity on his mission—not just in business, but in life. He’s not only building top-tier golf simulators for homeowners and commercial facilities alike, but he's also driven by deeper values: mentoring, community, and excellence through Christ. His approach is deeply relational. He responds to clients the same day, customizes solutions down to the studs, and shows up with passion and purpose. Jake isn’t just building simulators—he’s building trust, freedom, and experiences that make a lasting impact. And he’s doing it while learning how to be a husband, supporting his wife’s food truck launch, and living out his faith in a way that truly inspires. This episode reminded me of what it really means to pursue freedom—freedom of time, freedom in Christ, and the freedom to create something meaningful. Jake’s story is a masterclass in patience, obedience, and the power of community. It’s a testimony to what happens when you stop waiting and start building. I’m proud to know Jake, to watch him grow, and to learn from his fearless pursuit of what matters. Whether you're considering a side hustle or wrestling with your next move, this episode is for you. Let Jake’s journey be your wake-up call—because if he can do it, you can too.
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Exclaim Jesus: Branding, Belief & Bold Purpose
04/22/2025
Exclaim Jesus: Branding, Belief & Bold Purpose
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 gave way to a winding road of self-discovery, professional experimentation, and deep spiritual transformation. Nash shared how his initial years in sales and tech eventually led him to question the purpose of it all, sparking a spiritual hunger that was finally satisfied when he encountered the truth of God’s Word, starting with the book of James. What really stood out to me was how Nash's entrepreneurial path became an extension of his faith journey. He went from chasing worldly definitions of success to embracing his calling through brand building and fractional marketing. His story about the birth of the “Exclaim Jesus” brand—scribbling spiritual truths on a notepad and watching that turn into a bold faith-forward apparel line—was powerful. What I loved most was his perspective on branding as a unique reflection of personal story and values. In a world of noise and sameness, Nash is helping others stand out by anchoring their business identities in what matters most. We also talked about integrated living—how community, business, and faith aren’t meant to be compartmentalized. Nash challenged the idea that marketing is just tactics and ROI; instead, he believes that belief systems shape brands. He brings that to his clients, helping them unpack their unique story so their messaging is authentic and enduring. His insights into the long game of building something meaningful, especially in a culture obsessed with instant results, hit home. This episode was a real one, full of truth, testimony, and reminders of what matters most when walking in purpose.
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Grace Over Grind: Redefining Success Through Surrender
04/15/2025
Grace Over Grind: Redefining Success Through Surrender
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 revelation transformed not only his relationship with God but also the way he parents, mentors, and lives every day. Jim reminded me how critical it is to simplify our understanding of Jesus—how grace, not performance, is the foundation—and how that clarity opens the door to true freedom. We talked about his transformation from a performance-driven persona to someone who fully embraces his identity in Christ. His story of addiction at a young age, his battle to overcome shame, and his path into a high-powered sales career while staying grounded in faith is incredibly inspiring. Jim's candid reflection on parenting, the pain of a 40-year marriage ending, and how he found restoration in vulnerability speaks to the real struggles so many of us face behind closed doors. He also shared how intentional disciplines like reading Proverbs daily and praying for wisdom have helped him stay centered and move forward with purpose. What I love about Jim’s story is how it's both raw and redemptive. Even with all his professional achievements, his heart is focused on serving others and pointing people to Jesus. He’s a man who has truly lived the “successfully unsuccessful” mantra—owning his past, embracing his calling, and choosing to live in the moment with passion and faith. This conversation reminded me that the goal isn’t perfection, but joyful discontent—the constant pursuit of becoming more like Christ, even through hardship. Jim’s vulnerability will stick with me, and I hope it encourages others to embrace their own stories and walk more boldly in grace.
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Excellence Over Success: Leading with Eternal Purpose
04/08/2025
Excellence Over Success: Leading with Eternal Purpose
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 time in a peer advisory group together, his unique journey from consulting to fast food, and how God used seemingly unrelated experiences to prepare him for this season. His path wasn't linear, but it was divinely ordered. Alex's heart for excellence over success really stood out. We talked about how Chick-fil-A’s values, particularly their commitment to glorify God, shape the way he leads his stores and teams. He opened up about the ongoing tension between competitiveness and surrender—between chasing wins and pursuing the will of God. I loved how he put it: excellence is doing your best unto the Lord, not chasing recognition. His insights into running a business while keeping Christ at the center challenged me. He’s not just building stores; he’s building culture, legacy, and discipleship opportunities. But maybe the most impactful part of our conversation was the honest back-and-forth about fatherhood, marriage, and identity in Christ. We dug into what it means to truly die to self, to trust God with our time and influence, and to live out our faith authentically in every area—home, work, and beyond. Alex shared how his intentionality has created margin to invest deeply in his family and community. For both of us, this episode was more than a conversation—it was a moment of sharpening, reminding us that success is defined by obedience and that our lives are best lived when surrendered to Him.
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Belief, Business & Legacy: Leading with Purpose
03/18/2025
Belief, Business & Legacy: Leading with Purpose
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 Unsuccessful, my co-host Chris Baird and I explore the foundation of the BEAST framework: belief. Because belief is what shapes everything—our leadership, our businesses, our relationships, and ultimately, our legacy. One of the most powerful illustrations of this is the parable of the talents. Each of us has been entrusted with something—skills, resources, influence—not to be buried, but to be cultivated. In the same way that a business grows through innovation, vision, and strategic decisions, so does our faith and our purpose. But here’s the challenge: too often, we separate our faith from our work. We assume that doing God’s work is reserved for pastors, missionaries, or church leaders. The reality? Every single one of us is called to be a disciple and make disciples—right where we are. Whether you’re a CEO, an entrepreneur, or a team leader, your workplace is your mission field. Leading with integrity, treating employees with respect, and serving customers with excellence aren’t just good business principles—they’re ways to glorify God in what we do every day. But the purpose isn’t just about business—it’s personal too. Toward the end of our conversation, I shared something that’s been weighing on me: my marriage. It’s easy to prioritize work over relationships, to chase career success while neglecting the people who matter most. But what’s the point of professional growth if our personal lives crumble? Transformation starts with belief—believing that change is necessary, possible, and worth pursuing. Whether it’s improving our marriages, becoming more intentional with our families, or deepening our faith, we have to ask: What’s holding me back? What fears, excuses, or limiting beliefs are keeping me from stepping into my God-given purpose? This episode is an invitation—to reflect, to realign, and to take action. Because success isn’t just about what we build, but about who we become in the process.
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From Success to Surrender: Leading with Faith & Purpose
03/11/2025
From Success to Surrender: Leading with Faith & Purpose
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 outward success wasn’t bringing the fulfillment he had hoped for. We talk about how he transitioned from chasing accolades to focusing on integration—blending faith, business, and family in a way that honors what matters most. Skip gets real about the challenges he faced, including near-burnout, marital struggles, and the process of unlearning the false narratives that told him his worth was tied to performance. He shares how counseling, deep soul work, and the transformative power of surrendering to God changed everything. Now, he’s on a mission to help other entrepreneurs and leaders find success without sacrificing their marriages, their health, or their faith. We also dive into his work with Riverbend Refuge, the retreats he hosts for men seeking renewal, and how he’s embracing a purpose-driven life that’s not just about wealth, but about stewarding what he’s been given for a greater impact. If you’ve ever wrestled with the tension between ambition and contentment, or if you’re wondering what it looks like to lead with integrity while staying fully present in your personal life, this conversation is for you. Skip’s wisdom, humility, and honesty will challenge you to rethink your definition of success and inspire you to pursue a life of true integration. Tune in and let’s redefine what it means to be Successfully Unsuccessful.
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Redefining Success: From Ambition to Calling
03/04/2025
Redefining Success: From Ambition to Calling
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 around financial milestones and personal achievements. However, in this conversation, we reframe the concept of success through a faith-based lens, exploring how true fulfillment comes from aligning our pursuits with God’s definition of success rather than our own. We dive deep into what it means to be a disciple and to make disciples, unpacking the difference between worldly aspirations and Jesus’ teachings on success. Chris and I explore the challenges believers face in shifting their focus from personal ambition to a Christ-centered life. Through the lens of scripture, we discuss how daily choices and intentional actions—whether in our families, businesses, or personal lives—can reflect God's purpose for us. This discussion highlights the importance of loving God, loving others, and being stewards of the gifts entrusted to us. As we introduce the BEAST framework—Belief, Equip, Apply, Steward, and Transform—we lay the groundwork for future episodes that will guide listeners through practical steps toward transformation. From personal stories to biblical principles, we invite you to join us in this journey of redefining success. Whether you're struggling with aligning faith and work or looking for tangible ways to make meaningful change, this episode serves as a foundation for rethinking how we pursue and measure success in our lives.
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Leading with Faith: Growth Over Comfort
12/17/2024
Leading with Faith: Growth Over Comfort
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 career evolved alongside his passion for mentorship, fatherhood, and serving others. His insight into balancing professional success with family priorities and faith-led values offers listeners a blueprint for intentional living. Dave opens up about key turning points in his life, from pivotal realizations about his health and family to transformative experiences such as the Wild at Heart retreat and a challenging seven-day fast. These moments led him to embrace his identity as a leader and servant, both at home and in his community. He talks about overcoming the lies he believed about himself, fostering vulnerability, and finding his true purpose in serving others. His reflections on the importance of consistency, whether as a father, husband, or corporate leader, inspire us to pursue our full potential for the glory of God. We also explore the theme of capability—how stepping into discomfort unlocks untapped potential. From physical feats like triathlons to spiritual and mental growth, Dave encourages us to embrace challenges as opportunities to grow and serve others better. Whether you're a leader in the workplace, a parent at home, or someone searching for meaning, this conversation reminds us that intentionality and faith are key to building a life of purpose and impact.
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No Margin, No Mission: Leading with Faith
12/10/2024
No Margin, No Mission: Leading with Faith
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. He opens up about the pivotal role faith played in navigating life’s trials, including his marriage, career setbacks, and personal challenges. His candor about finding purpose and balance in his life through trust in God and pouring into others is nothing short of inspiring. We explore the wisdom Ric has accumulated over his 75 years, discussing the concept of "No Margin, No Mission," which has been a cornerstone of his leadership philosophy. Ric emphasizes the importance of creating space in life for what truly matters—faith, family, and mentoring others. He recounts how moments of failure became opportunities for growth and how his vulnerability allowed him to become a leader who uplifts and empowers others. Whether it’s finding clarity in the chaos of work or building meaningful relationships, Ric’s insights offer timeless lessons for any listener. This conversation is rich with stories of impact, resilience, and legacy—from Ric’s childhood influences, shaped by two very different but equally inspiring grandfathers, to his transformative experiences in leadership and ministry. Whether you're a leader, parent, or simply someone seeking encouragement in your faith journey, Ric’s testimony is a powerful reminder that God’s plan is greater than our fears and failures. Don’t miss this uplifting and insightful episode!
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From Wrestler to Developer: Faith in Action
11/19/2024
From Wrestler to Developer: Faith in Action
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, growth, and the power of relentless determination. We dive into how his identity in God grounds him, his passion for taking on challenging projects, and how his relentless drive has led to scaling Kennedy Property Development into a powerhouse of innovation and efficiency. Rashad opens up about his process of learning and scaling in real estate, from starting with single flips to tackling multi-unit projects, including a 16-townhouse development and converting a church into apartments. He shares valuable insights into the importance of team building, delegation, and fostering relationships that last. His approach to construction as a spiritual and creative endeavor is a testament to how faith and craftsmanship intertwine, and he offers practical advice on scaling without losing sight of your purpose. We also discuss the personal challenges that come with growth—balancing faith, family, and business while maintaining integrity. Rashad’s discipline of starting his mornings with prayer, scripture, and exercise sets the tone for his day. He shares how he’s creating opportunities for others, emphasizing the responsibility to steward success in a way that uplifts his team and community. Rashad’s story is an inspiring reminder that with faith, hard work, and a heart for others, anything is possible.
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Success on Your Terms: Faith, Work & Freedom
11/12/2024
Success on Your Terms: Faith, Work & Freedom
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 adaptability, he found his niche in the commercial cleaning space. We delve into the realities of wearing many hats as a solopreneur and the importance of setting up a stable, consistent business model that aligns with his conservative nature. Jordan opens up about a pivotal mentorship he received from an established business owner who taught him invaluable lessons on growth, scalability, and maintaining balance. Despite initially aspiring to grow a large business, he realized the importance of prioritizing his family and mental clarity over potential business expansion. This decision led him to redefine his goals, focusing on manageable growth that allowed him to maintain autonomy without overwhelming responsibilities. Jordan’s reflections highlight the significance of balancing ambition with personal priorities. In the latter part of our conversation, we discuss the spiritual and mental freedom Jordan finds in his work, particularly his ability to nourish his faith while on the job. Listening to podcasts like the “BEMA Podcast”, he uses his workday as a time for personal growth and reflection. We talk about the deep, ongoing challenges of aligning one's life with spiritual values, navigating the tensions between financial security and faith, and keeping focused on what truly matters. This episode is a testament to redefining success to match personal values, family commitments, and spiritual well-being.
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Beyond the Numbers: Faith, Leadership & Impact
10/29/2024
Beyond the Numbers: Faith, Leadership & Impact
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 how his passion for seeing "the light bulb" come on for others in the workplace mirrors the joy of fostering growth in people—a core part of why he does what he does. His experiences highlighted the significance of relational health and the value of helping others reach new heights, both in the corporate world and within his faith community. Jake also opened up about the contrasting experiences he encountered between his banking role and his volunteer work within the church. The difference in his sense of purpose and fulfillment became evident when he realized that, despite the structured environment of banking, it was his passion and positive attitude in a church setting that brought him the greatest joy and success. This conversation underscored the importance of aligning one’s work with a deeper purpose, showcasing Jake's journey to redefine success beyond financial metrics and instead focusing on relational and spiritual fulfillment. Throughout our conversation, we explored the concept of success and how it evolves over time. Jake shared his thoughts on redefining success in various life stages, emphasizing how true peace and fulfillment stem from contributing positively to others' lives. His reflections on maturity, stewardship, and balance serve as an inspiring reminder of the rewards found in living a purpose-driven life. Our dialogue offered a compelling look at stewardpreneurship and the transformative power of a faith-centered approach to work and life.
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Faith, Tech & Risk: Building with Purpose
09/24/2024
Faith, Tech & Risk: Building with Purpose
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, discussing his journey in building world-class software applications for major corporations. Our conversation uncovers the importance of creativity in both music and entrepreneurship, showing how these seemingly different fields have deep connections in their need for passion and innovation. As we dive deeper, Kevin opens up about the pressures and rewards of working in corporate environments. He reflects on the struggles of balancing work, family, and faith, and how burnout in high-stakes jobs, like his work at a hedge fund, took a toll on his personal life. We talk about the slow fade that happens when we lose sight of our true identity, becoming defined by metrics and performance. Kevin’s story is a powerful reminder of how important it is to stay grounded in our faith, guarding our hearts and making sure we are honoring God with our time, even when the demands of work are overwhelming. Toward the end of our conversation, Kevin shares his new passion project: an AI-driven app designed to provide daily motivational prompts based on Christian principles. Inspired by his own experience with burnout and renewal, this app aims to offer ongoing encouragement and mindset shifts through short, daily messages. Kevin is stepping into this next season with both faith and boldness, seeking to make a broader impact by combining his technical skills with his heart for helping others live more intentional, faith-filled lives. This episode is a testament to the power of risk-taking, faith, and trusting God's timing as we pursue our calling.
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Faith, Business & Bold Moves: Answering the Call
09/17/2024
Faith, Business & Bold Moves: Answering the Call
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 a mission trip turned into a life-changing experience that led him to close his business in the U.S. and dedicate himself to ministry in Haiti. It’s a reminder of how God’s plans often disrupt our own, but always lead us toward growth and deeper faith. Pete also talked about the concept of using his business as an “economic engine” to fuel ministry work, a philosophy that deeply resonates with me. His journey of stewardship and purpose extends beyond profit as he uses his resources to help others, whether it’s through his thriving auto shops or his nonprofit work. This episode highlights the delicate balance of being a husband, father, business owner, and man of faith, and how Pete navigates these roles with a heart for service. Throughout our conversation, we touched on the importance of surrendering control, especially when facing trials. Pete’s transparency about the highs and lows of following God’s calling will encourage anyone seeking purpose and alignment in their life. He exemplifies what it means to steward the gifts we’ve been given—whether it’s a business, a family, or a calling—and trust that even when doors close, God is always preparing us for what’s next.
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Faith, Risk & Growth: Building with Purpose
09/10/2024
Faith, Risk & Growth: Building with Purpose
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 skepticism about traditional education led him to find success in the trades, eventually landing a pivotal sales role at a startup manufacturing company. Kyle's early hustle laid the foundation for his eventual leadership roles and decision to branch out into a business of his own. One key theme of our conversation was the power of faith and resilience in navigating career transitions. Kyle opened up about his recent career pivot, sharing how he moved from a leadership position at a prominent construction company to starting his own business, focusing on HOA construction. His story highlights the importance of listening to God’s call, even when it means leaving the security of a long-standing career. Kyle emphasized how his relationship with God helped him face the challenges of striking out on his own, trusting that each step was part of a bigger plan. Throughout our discussion, we also explored personal growth and the role of humility and reflection in both life and business. Kyle’s story is a testament to how faith, hard work, and community support can guide entrepreneurs through uncertain times. Whether you're in a transitional season or looking to strengthen your leadership approach, Kyle's insights offer inspiration and practical advice on how to align your career with your values and purpose.
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Scaling Success: Stewardship & Strategic Growth
07/23/2024
Scaling Success: Stewardship & Strategic Growth
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 businesses, specifically house painting companies, into scalable assets. His journey from painting houses in college to creating a business model that supports and grows other painting companies is a testament to his strategic vision and passion for helping others achieve freedom through business ownership. Jason's story resonated with me deeply, especially as we discussed the balance between business success and personal fulfillment. We delved into the importance of setting goals and having systems in place to understand and achieve one's dreams. Jason's approach to life planning and his use of intentional structures to manage his time and priorities highlighted the significance of disciplined living. His commitment to reviewing his purpose and intentions daily is a powerful reminder that success is not just about financial gain but also about personal growth, family, and spiritual alignment. One of the most impactful parts of our conversation was Jason's insight into stewardship and the intentional design of life. We explored the concept of stewardpreneurship, emphasizing that true success involves being a good steward of one's talents, time, and resources. Jason's approach to life, from his disciplined planning to his focus on building assets that can operate independently, serves as an inspiring example of how to balance business, family, and personal well-being. His journey reminds us that success is a continuous progression, marked by intentionality and a commitment to serving a higher purpose.
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Faith, Risk & Authenticity in Business
07/16/2024
Faith, Risk & Authenticity in Business
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 following one's passion. His story is a testament to the power of faith and determination, showcasing how he transitioned from managing rental properties to becoming a successful real estate agent. Jade's insights into the balance between professional ambition and personal faith were particularly enlightening. He discussed the challenges of staying true to his beliefs while navigating a competitive industry, and how his faith has been a guiding force in his career decisions. Jade's commitment to continuous personal and spiritual growth, even in the face of societal pressures and temptations, serves as an inspiration for anyone looking to integrate their faith into their professional lives. Throughout our conversation, Jade highlighted the importance of community and accountability, both in his personal life and professional journey. His story of finding a supportive men's Bible study group and leveraging accountability partners in his business endeavors underscores the value of surrounding oneself with like-minded individuals who can provide encouragement and guidance. Jade's experiences remind us that success is not just about financial achievements, but also about growing in faith, character, and relationships.
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Faith, Growth & Reinvention: A Journey of Resilience
07/02/2024
Faith, Growth & Reinvention: A Journey of Resilience
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 to embracing the peaceful countryside, highlighting the changes and the unexpected growth that comes with such a move. Our conversation took us back to the early days of the pandemic, reminiscing about our first meeting and Danny's ambitious drive that was evident even then. Danny's entrepreneurial spirit shone through as he recounted his professional journey, marked by a mix of corporate roles and his eventual dive into marketing and media production. He spoke candidly about the challenges he faced, including being laid off during the pandemic, which paradoxically opened doors for him to pursue his true passions. From starting a commercial cleaning LLC to pivoting into marketing, Danny's story is one of resilience and adaptability. His approach to learning, be it through online courses or seeking mentorship, underscores the importance of continuous growth and seizing opportunities even in uncertain times. We delved deep into the role of faith in Danny's life, discussing how his spiritual journey has influenced his personal and professional decisions. From his early struggles with faith to a transformative period of surrendering to Christ, Danny's narrative is a testament to the power of introspection and spiritual guidance. Our discussion also touched on the complexities of marriage and the ongoing process of sanctification, emphasizing the importance of empathy, communication, and community in fostering strong relationships. Danny's insights into balancing ambition with groundedness provided a rich, relatable dialogue for anyone navigating their own paths of success and fulfillment.
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Faith, Redemption & Leadership: A Story of Transformation
06/18/2024
Faith, Redemption & Leadership: A Story of Transformation
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 shared the pivotal moment when he decided to attend church with his family, leading to a profound change in his life. He opens up about the struggles, the dark moments, and how his faith has guided him through it all. We dive deep into Matt's story, discussing his challenging upbringing and the significant events that shaped him. From losing his brother at a young age to battling substance abuse, Matt's honesty about his past is both raw and enlightening. He talked about the turning point when he decided to fully surrender to God, leading to incredible personal growth and healing. His vulnerability in sharing these experiences underscores the importance of addressing our past traumas to move forward in life. Throughout our conversation, Matt emphasizes the power of community and the role of faith in overcoming adversity. He discusses the impact of his relationship with his wife and children, highlighting the importance of transparency and continual growth. Matt's journey is a testament to the resilience of the human spirit and the transformative power of faith. This episode is a must-listen for anyone looking for inspiration and proof that redemption and change are always within reach.
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Faith, Real Estate & Legacy: Building with Purpose
05/07/2024
Faith, Real Estate & Legacy: Building with Purpose
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 inspiration for anyone looking to pivot their career path. His approach, combining diligent market research with a heartfelt commitment to community and family, showcases how personal and professional growth can go hand in hand. Jordan shared his unique story of entering the real estate market, beginning with a humble duplex and evolving into more sophisticated investment strategies like house flipping and the BRRRR method. His candid revelations about the challenges and missteps along the way, particularly his first flip, offer a raw look at the learning curve in real estate. Despite the hurdles, Jordan’s resilience and focus on continuous improvement highlight a path to success that many aspiring entrepreneurs will find invaluable. The conversation also delved deep into the personal side of business, where Jordan emphasized the importance of community and relationship-building. His experiences underscore the significant impact that personal connections can have on professional success. Whether it’s networking to find new opportunities or leaning on family for support, Jordan’s story is a powerful reminder of the human elements that fuel our professional endeavors. Stay tuned for more inspiring stories as we continue to explore the journeys of those who are successfully unsuccessful.
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Faith, Leadership & Legacy: Balancing It All
04/30/2024
Faith, Leadership & Legacy: Balancing It All
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 a father, emphasizing the roles of spirituality and community in his personal and professional growth. Our conversation was rich with insights on balancing work with personal life and the importance of seeking wisdom and mentorship. Connor shared how joining a Christian business group significantly impacted his life choices and career path. His story illustrated the powerful influence of faith in navigating the complexities of modern life and the importance of community in fostering personal growth. Lastly, Connor and I explored the theme of legacy—how the choices we make today ripple through time. We reflected on the lessons learned from past experiences and the hopes for the future, particularly in shaping our roles as parents and leaders. Connor's approach to life’s challenges with faith and proactive learning resonates with anyone looking to enrich their lives while remaining anchored in their values.
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Faith-Driven Leadership: Success Beyond Profit
04/23/2024
Faith-Driven Leadership: Success Beyond Profit
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 living a life dedicated to a higher purpose. Kyle shared insights into his journey of shifting from corporate success to a mission-driven life, emphasizing how his faith has reshaped his personal and professional world. Kyle opened up about the challenges and the ongoing process of aligning daily actions with spiritual convictions. He highlighted the importance of living not for personal acclaim but for a greater cause, a lesson he continuously learns through his faith. His candid revelations about the personal transformations shaped by his commitment to Jesus provided a profound look at the impact of faith on life's purpose and actions. We delved into how his experiences have taught him to focus on serving others and letting his actions speak to his faith, echoing the principle that true fulfillment comes from serving rather than leading. Our conversation also explored practical aspects of integrating faith into everyday business practices. Kyle discussed how his company's vision extends beyond mere profit, aiming to foster a positive impact on the community and his industry by grounding business operations in ethical and spiritual principles. His approach serves as a compelling blueprint for others in the business world looking to navigate their careers with integrity and purpose. As we wrapped up, Kyle's reflections left a lasting impression on the power of faith to guide and enrich both personal growth and professional success.
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Faith, Family & Business: Redefining Success
03/26/2024
Faith, Family & Business: Redefining Success
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 connections beyond cycling, revealing our mutual pursuits in entrepreneurship and our dedication to family and faith. Sean's story is a testament to the power of resilience, vision, and the importance of community. Transitioning from a career in IT sales to launching his own successful business, Choice IT Global, his narrative highlights the challenges and triumphs of entrepreneurship. Sean's reflections on the pivotal moments in his life, including a near-death experience and the profound influence of his parents, underscore the values that have shaped him. His candid discussion about the struggles of maintaining work-life balance, the impact of his faith, and the adjustments he's made to prioritize his marriage and parenting illuminate the complexities of navigating success on multiple fronts. The episode delves into the intricacies of building a business from the ground up, the strategic decisions involved, and the ongoing quest for growth while staying true to one's principles. Sean's commitment to his faith, family, and fostering a supportive company culture offers valuable insights for anyone striving to achieve holistic success. His journey from the early challenges of entrepreneurship to establishing a multimillion-dollar enterprise, all while strengthening his personal relationships and deepening his faith, is both inspiring and instructive. As we wrapped up our conversation, it was clear that Sean's definition of success transcends financial achievements. His dedication to being a present and supportive husband, father, and leader, guided by his faith, sets a powerful example. Sean's journey underscores the essence of being *Successfully Unsuccessful* - pursuing one's passions and professional goals without losing sight of what truly matters: faith, family, and personal fulfillment.
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Faith, Risk & Purpose: Leading with Conviction
03/19/2024
Faith, Risk & Purpose: Leading with Conviction
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 struggles, his search for community, and how his faith guided him through challenging times. His story is a testament to the power of perseverance, faith, and the importance of community. Rob shared his experiences with changing careers, diving into the nonprofit world, and eventually embarking on an entrepreneurial venture. This journey was not without its doubts and challenges, but Rob's willingness to follow God's leading and take risks has led to remarkable growth and opportunities. He emphasized the significance of serving others, the value of wise counsel, and the impact of being open to God's direction in life's decisions. His story highlights the importance of vulnerability, listening, and the transformative power of faith in personal and professional growth. Finally, Rob and his family's latest venture into opening a Bricks and Minifigs franchise in Roseville is a prime example of his entrepreneurial spirit. This new business not only fulfills a family dream but also serves as a platform for sparking joy and creativity within the community. It's a reflection of Rob's journey of faith, risk-taking, and the desire to create something meaningful. As we wrapped up the episode, it was clear that Rob's story is a powerful reminder that success is not just about the destination but also about the journey and the lessons learned along the way.
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Faith, Leadership & Community: Finding Your Foundation
03/12/2024
Faith, Leadership & Community: Finding Your Foundation
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. Barry shared his personal experiences with changing churches, the impact of finding a church that resonates on a deeper level, and how his upbringing in a Baptist household in Oklahoma City shaped his views on religion and community. As we delved into the topic of church shopping, Barry and I discussed the complexities of finding a church that feels like home. The discussion highlighted how geographical moves, like Barry's transition from Maple Grove, influenced our connections with religious communities. This conversation shed light on the universal search for a spiritual home that aligns with our beliefs and supports our growth. The nuances of denominational beliefs, the importance of engaging sermons, and the value of small groups in fostering a sense of belonging were key themes we explored. Reflecting on my journey, I shared insights into my early days as a relatively new Christian, the process of theological exploration, and how these experiences have contributed to my understanding of faith. The dialogue between Barry and me underscored the idea that spiritual growth involves continuous learning and adaptation. Our discussion was not just about the challenges of finding the right church but also about the broader journey of faith, community, and the pursuit of understanding in a complex world.
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Riding Life’s Bulls: Grit, Growth & Legacy
03/05/2024
Riding Life’s Bulls: Grit, Growth & Legacy
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 personal experiences, discussing the growth and impact of the STMA Breakfast Club, a local Bible study for high school students that has grown to serve hundreds weekly. The conversation covers a wide range of topics, from the role of faith in overcoming life's challenges to the importance of community and the transformative power of simple, consistent acts of service. Jake also emphasizes the importance of staying faithful to one's calling, even when the path ahead is unclear. This episode provides a deep and personal look into the life of a chaplain working in high-pressure environments, offering listeners inspiration and practical advice on faith, leadership, and community involvement.
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Visionary Leadership: Innovation, Strategy & Resilience
02/27/2024
Visionary Leadership: Innovation, Strategy & Resilience
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 his insights on the discernment necessary for product selection and the critical role of packaging and pricing strategies in market differentiation. Our conversation revealed the intricate balance between online presence and physical market demands, highlighting how Mike's innovative approaches to marketing and product development propelled his business forward. The discussion on leveraging technology and data analytics to fine-tune business strategies particularly stood out, offering listeners valuable lessons on staying ahead in competitive markets. Reflecting on Mike's story, it's evident that success in entrepreneurship demands more than just a good product; it requires a keen understanding of market dynamics, customer needs, and the agility to pivot strategies accordingly. This episode serves as a testament to the power of resilience, innovation, and strategic thinking in the journey to building a successful business.
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