The Executive Connect Podcast

The Executive Connect Podcast

The Executive Connect Podcast Executive Connect is a leadership and business podcast for operators, builders, and executives focused on real-world execution, growth, and long-term value creation. Hosted by Melissa Aarskaug, the show brings together founders, investors, and senior leaders to unpack what actually works across business strategy, wealth building, AI, and leadership. These are not theoretical conversations. Each episode is grounded in experience, hard-earned lessons, and practical insight from people actively building, scaling, and investing. From navigating complex markets to leading teams, allocating capital, and adapting to technological change, Executive Connect explores how high-performing leaders think, operate, and make decisions in real environments. If you are building a company, leading a team, or designing your next chapter, this podcast will challenge how you think and help you move with greater clarity and intention.

  1. Why Smart Business Owners Choose Employee Ownership | Matt Middendorp

    1h ago

    Why Smart Business Owners Choose Employee Ownership | Matt Middendorp

    What if the biggest mistake a business owner can make is not getting the wrong multiple, but exiting without thinking deeply about what happens to the people and the company after they leave? In this episode of Executive Connect, Melissa Aarskaug sits down with Matt Middendorp to talk about ESOPs, employee ownership, and why business exits should be deliberate, not accidental. Matt shares how working at an employee-owned company changed the way he thought about culture, performance, and long-term value, and how that perspective stayed with him through banking, business ownership, and advising founders through transitions. He explains what an ESOP actually is, why it often competes well against private equity, where the tax advantages really show up, and what owners should consider if they want an exit that protects control, legacy, and employee impact. This episode is for founders, owners, advisors, and leaders thinking about succession, liquidity, or how to leave a company in a way that creates a win for more than just the seller. Press play before you treat your exit like a transaction instead of a decision that shapes everything after you. What You Will Learn What an ESOP is and how employee ownership actually worksWhy employee-owned companies often outperform non-ESOP companiesHow Matt’s background in banking and business ownership shaped his view of exitsWhy most owners are not deliberate enough about selling their businessHow ESOPs compare with private equity and third-party buyersWhere sellers and companies can benefit from tax advantagesWhat kind of company is a strong ESOP candidateWhy valuation discipline matters so much in ESOP planningHow employee ownership can protect legacy and local communitiesWhat owners should start doing five to ten years before an exit Chapters  (0:34) Why most exits miss the bigger question  (2:01) What working at an ESOP felt like  (5:06) When Matt realized ESOPs really worked  (7:54) Why employee ownership stayed with him  (11:08) The case for a deliberate exit  (13:05) What makes a company a strong ESOP fit  (15:28) ESOP versus private equity or strategic sale  (17:26) Where the tax advantages show up  (20:09) Why ESOPs get misunderstood  (24:26) What ESOPs really cost  (25:39) What happens if the company underperforms  (27:29) What separates successful ESOPs from weak ones  (29:29) How to think about legacy the right way  (33:28) What owners should do years before an exit  (35:15) Matt’s final story on ownership mindset Guest Bio  Matt Middendorp helps business owners think more strategically about succession, ownership transitions, and employee ownership. His perspective comes from working at an ESOP-owned company while putting himself through college, spending years in banking and commercial lending, and later owning and selling his own business. Today, he advises founders on how to evaluate ESOPs alongside more traditional exit paths, with a focus on helping sellers think clearly about control, value, legacy, and what happens to employees after a transaction. Connect with Matt Middendorp Website: https://www.esopready.com/ LinkedIn: https://www.linkedin.com/in/mattmiddendorp/ Connect with Executive Connect Website: https://www.executiveconnectexperience.com LinkedIn: Melissa Aarskaug YouTube: Executive Connect Instagram: @executiveconnectpodcast TikTok: @executiveconnectpodcast Facebook: Executive Connect

    37 min
  2. Building Tech That Serves, Not Just Scales | Preston Zeller

    2d ago

    Building Tech That Serves, Not Just Scales | Preston Zeller

    What happens when growth stops being the main goal and impact starts calling louder? In this episode of Executive Connect, Melissa Aarskaug sits down with Preston Zeller, growth architect, venture studio founder, and builder at the intersection of tech, AI, faith, and community. Preston shares what separates real growth from lucky timing, which metrics actually matter when evaluating long-term business health, and why so many founders misjudge the complexity of marketing. He also talks about using AI as a revenue multiplier, why storytelling is still one of the most powerful business skills, and what led him to build Psalm Log, a faith-based technology product designed to help people feel less isolated and more connected to Scripture. This episode is for founders, marketers, operators, and leaders who want to build something meaningful, not just bigger. Press play before growth becomes the only thing you worship. What You Will Learn What separates real growth from temporary spikesWhich business metrics matter most for long-term healthWhy founders often misunderstand marketing complexityHow AI can improve revenue operations and internal workflowsWhy churn data can reveal what your business really needs to fixHow storytelling shapes better products, marketing, and leadershipWhy Preston shifted toward faith-based technologyWhat it takes to build real community in isolated timesHow leaders can stay grounded in uncertain environmentsWhy success means more than money, scale, or attention Chapters  (0:33) When impact matters more than scale  (2:06) Real growth versus lucky timing  (5:01) Metrics that show business health  (8:08) Building marketing from scratch  (11:31) Why leaders misread marketing  (16:09) AI as a revenue multiplier  (20:57) Storytelling that moves people  (27:21) Why he built faith-based tech  (33:17) Building community in isolated times  (39:22) Staying grounded in uncertainty  (44:56) Redefining success beyond money  (50:13) Where to connect and explore Guest Bio  Preston Zeller is a growth architect, venture studio founder, and product builder who has helped scale startups and high-growth tech companies to as much as $300 million in ARR. His background spans growth strategy, marketing, revenue operations, AI-driven systems, and product development. Through Zeller Haas and projects like Psalm Log, Preston is now focused on building technology that serves people more deeply, especially at the intersection of faith, personal growth, and community. Connect with Preston Zeller Website: https://psalmlog.com/ LinkedIn: https://www.linkedin.com/in/prestonzeller/ Connect with Executive Connect Website: https://www.executiveconnectexperience.com LinkedIn: Melissa Aarskaug YouTube: Executive Connect Instagram: @executiveconnectpodcast TikTok: @executiveconnectpodcast Facebook: Executive Connect

    51 min
  3. How Emotional Intelligence Fixes Broken Workplace Culture | Jevon Wooden

    3d ago

    How Emotional Intelligence Fixes Broken Workplace Culture | Jevon Wooden

    What if the real reason teams are stressed, disengaged, and underperforming has less to do with talent and more to do with leaders missing the human side of the data? In this episode of Executive Connect, Melissa Aarskaug sits down with Jevon Wooden, CEO of Bright Mind Consulting Group, U.S. Army veteran, and Bronze Star recipient, for a powerful conversation on emotional intelligence, trust, and culture change. Jevon shares his remarkable journey from poverty and facing seven years in prison to military leadership and executive coaching, and explains how those experiences shaped his approach to self-leadership, empathy, and transformation. He also breaks down the blind spots that damage culture, why surveys are not enough, and how his 5Y framework helps leaders build trust, create stronger teams, and guide change in a way people can actually follow. This episode is for leaders, managers, and professionals who want to reduce turnover, improve trust, and lead people with more clarity, humanity, and intention. Press play before you try to fix culture with metrics alone. What You Will Learn How Jevon’s personal story shaped his leadership philosophyWhy emotional intelligence is essential, not optionalHow military leadership translates into trust and teamwork at workWhat the biggest culture killers are inside organizationsWhy leaders miss the mark when they only rely on surveysHow uncertainty, stress, and poor communication damage performanceWhat the 5Y leadership framework is and how it worksHow to lead change by involving people instead of imposing it on themWhy EQ directly affects retention, engagement, and resultsHow to coach “uncoachable” teams by listening first Chapters  (0:16) Meet Jevon and his leadership journey  (1:29) From prison risk to personal transformation  (4:27) When emotional intelligence became essential  (7:00) What military leadership teaches about trust  (8:52) The biggest culture killers at work  (11:21) The blind spots leaders keep missing  (14:39) Jevon’s 5Y leadership framework  (22:01) A real-world culture change success story  (29:24) Why EQ affects the bottom line  (33:00) Coaching people who resist coaching  (36:49) Final thoughts and where to connect Guest Bio  Jevon Wooden is the CEO of Bright Mind Consulting Group, a U.S. Army veteran, Bronze Star recipient, transformational speaker, coach, and leadership expert. His work focuses on emotional intelligence, self-leadership, culture transformation, and helping organizations build healthier, more effective teams. Drawing from his military experience, personal adversity, and years of leadership development work, Jevon helps leaders improve trust, reduce turnover, and create cultures where people can perform and grow. Connect with Jevon Wooden Website: https://jevonwooden.com/ LinkedIn: https://www.linkedin.com/in/jevonwooden/ Connect with Executive Connect Website: https://www.executiveconnectexperience.com LinkedIn: Melissa Aarskaug YouTube: Executive Connect Instagram: @executiveconnectpodcast TikTok: @executiveconnectpodcast Facebook: Executive Connect

    38 min
  4. How To Lead Through Sovereignty, Risk, and Reinvention | Dominic Ortiz

    6d ago

    How To Lead Through Sovereignty, Risk, and Reinvention | Dominic Ortiz

    What does it take to lead a major gaming enterprise when the stakes are bigger than profit and the mission reaches an entire community? In this episode of Executive Connect, Melissa Aarskaug sits down with Dominic Ortiz, CEO of Potawatomi Casino Hotel, for a powerful conversation on leadership, tribal gaming, sovereignty, and building something that lasts. Dominic shares his path from accounting and audit to casino operations and the CEO seat, what it took to help align 11 sovereign nations around a shared vision, and why trust, culture, and community remain at the center of every major decision. He also unpacks sports betting, regulation, AI, cybersecurity risk, and the difference between chasing short-term wins and building long-term strength. This episode is for executives, operators, and rising leaders who want to lead with more courage, conviction, and care for the people depending on them. Press play before you confuse scale with impact. What You Will Learn How Dominic built his career from finance into enterprise leadershipWhy hard work, adaptability, and risk-taking matter more than a perfect pathWhat leaders can learn from tribal governance, sovereignty, and community-first thinkingHow trust shapes decision-making inside tribal gaming organizationsWhat it took to help align 11 sovereign nations around sports bettingWhy AI creates both opportunity and new security risks for casinosHow to lead through turnaround, transformation, and uncertaintyWhat legacy means when leadership affects jobs, culture, health, and future generations Chapters  (0:19) From accountant to casino CEO  (3:22) The values that shaped his leadership  (5:20) Getting it wrong and learning forward  (6:28) Aligning 11 sovereign nations  (9:16) Why regulation and sovereignty matter  (11:03) AI, cybersecurity, and the next threat  (14:10) Trust inside tribal leadership  (20:17) Advice for the next generation  (24:32) What he is optimizing for now  (27:31) The legacy he hopes to leave Guest Bio  Dominic Ortiz is the CEO of Potawatomi Casino Hotel and an enrolled member of the Prairie Band Potawatomi Nation. His career began in accounting and audit, including time with Ernst & Young, where he built a strong foundation in controls, risk, compliance, and financial leadership. From there, he expanded across gaming operations, working in finance, food and beverage, cage operations, compliance, and executive leadership roles before stepping into the CEO position. Today, he leads one of the most prominent tribal gaming enterprises in the country, with a focus on sovereignty, innovation, community impact, and long-term growth. Connect with Dominic Ortiz LinkedIn: https://www.linkedin.com/in/dominicrortiz/ Connect with Executive Connect Website: https://www.executiveconnectexperience.com LinkedIn: Melissa Aarskaug YouTube: Executive Connect Instagram: @executiveconnectpodcast TikTok: @executiveconnectpodcast Facebook: Executive Connect

    30 min
  5. How To Scale Without Losing Yourself | Warren Coughlin

    Jun 16

    How To Scale Without Losing Yourself | Warren Coughlin

    What if the real reason your business feels chaotic is not the market, your team, or your workload, but the fact that you are leading without a real plan? In this episode of Executive Connect, Melissa Aarskaug sits down with business coach Warren Coughlin to talk about what actually keeps entrepreneurs stuck. Warren breaks down the three biggest issues he sees in struggling companies, why “fine” is often a dangerous place to stay, and how leaders can stop reacting to everything and start building a business that runs with more clarity, discipline, and purpose. He also shares why values have to show up in systems, why shiny new ideas are not always the answer, and how entrepreneurs can grow without burning themselves out or losing who they are in the process. This episode is for founders, operators, and leaders who want more control, better execution, and success that still feels like their own. Press play before “fine” quietly becomes your ceiling. What You Will Learn The three biggest blockers that keep entrepreneurs stuckWhy “fine” can be a hidden form of settlingHow 90-day planning creates better decisions and better resultsWhat discipline actually means for founders and leadersWhy skill development matters more than passion aloneHow to avoid shiny object syndrome in business growthWhy a good idea without resources is still a bad idea for nowHow values should show up in systems, incentives, and cultureWhat entrepreneurs are really chasing underneath money and growth Chapters  (0:17) Why entrepreneurs really get stuck  (2:34) The three blockers to growth  (4:12) Why fine is dangerous  (7:01) Planning is a skill  (9:44) Discipline is doing what matters  (15:19) Why good ideas still fail  (20:38) The plan is always the boss  (24:25) Leading with values that are real  (30:40) What entrepreneurs truly want  (33:26) Serving people and building well Guest Bio  Warren Coughlin is a seasoned business coach, recovering lawyer, serial entrepreneur, college professor, actor, and theater director who helps entrepreneurs scale with more clarity, structure, and purpose. His work focuses on helping founders understand their numbers, build stronger teams, and create planning systems that reduce chaos and improve execution. Warren believes entrepreneurship is one of the most powerful forces for positive social change, and he works with leaders who want to grow profitable businesses without sacrificing their values, energy, or quality of life. Connect with Warren Coughlin Website https://warrencoughlin.com/ LinkedIn: https://www.linkedin.com/in/warrencoughlin/ Connect with Executive Connect Website: https://www.executiveconnectexperience.com LinkedIn: Melissa Aarskaug YouTube: Executive Connect Instagram: @executiveconnectpodcast TikTok: @executiveconnectpodcast Facebook: Executive Connect

    36 min
  6. Why Healthy Habits Don’t Stick and How To Change That | Cynthia Terrell

    Jun 15

    Why Healthy Habits Don’t Stick and How To Change That | Cynthia Terrell

    What if the reason your health habits keep falling apart is not a lack of discipline, but the fact that you are trying to fix everything at once? In this episode of Executive Connect, Melissa Aarskaug sits down with Cynthia Terrell, Ayurvedic practitioner, nutritional coach, and wellness guide for active women 35 and over, to talk about what actually helps women feel better, stay stronger, and create habits that last. Cynthia explains why sleep is the real superfood, how hydration affects energy and focus, why whole foods matter more than quick fixes, and what women need to understand about strength training, stress, recovery, and aging well. She also shares simple ways to make wellness more sustainable without turning it into one more overwhelming item on the to-do list. This episode is for women who want more energy, better routines, and a healthier body that can support the life they are building. Press play before another all-or-nothing wellness plan burns out by next week. What You Will Learn Why Ayurveda and evidence-based nutrition work well togetherWhy sleep is the foundation of energy, recovery, and healthWhat hydration really means beyond just drinking more waterHow whole foods support energy, skin, longevity, and healthy agingWhy protein and strength training matter more after 35How to choose movement that is sustainable for your bodyWhy recovery is just as important as exercise intensityHow breathwork can reduce stress quickly and naturallyWhat a realistic healthy routine looks like in real lifeWhy small habit changes work better than trying to fix everything at once Chapters  (0:21) Why ancient wellness still works  (1:07) How Cynthia blends Ayurveda and nutrition  (4:49) Why sleep is the real superfood  (8:34) What hydration really means  (13:42) Whole foods for energy and longevity  (17:51) Protein, meals, and eating for strength  (19:58) Staying healthy while traveling  (22:18) Why strength training matters after 35  (28:28) Stress reduction through breath and recovery  (35:18) A realistic daily wellness routine  (40:15) The one habit everyone should prioritize  (40:58) Cynthia’s final advice on building healthy habits Guest Bio  Cynthia Terrell is an Ayurvedic practitioner, nutritional coach, and lifestyle guide for active women 35 and over. Her work blends ancient wellness principles with modern nutrition and practical habit change to help women improve energy, sleep, strength, recovery, and overall well-being. With a background shaped by Ayurveda, yoga, strength training, and health coaching, Cynthia helps women move away from all-or-nothing wellness approaches and toward routines they can actually sustain. Connect with Cynthia Terrell Website: https://wholisticstrength.com/ LinkedIn: https://www.linkedin.com/in/cynthia-terrell/ Connect with Executive Connect Website: https://www.executiveconnectexperience.com LinkedIn: Melissa Aarskaug YouTube: Executive Connect Instagram: @executiveconnectpodcast TikTok: @executiveconnectpodcast Facebook: Executive Connect

    42 min
  7. How Family Offices Build Wealth That Lasts | Ron Diamond

    Jun 11

    How Family Offices Build Wealth That Lasts | Ron Diamond

    What do the world’s most patient investors understand about wealth that most people never learn? In this episode of Executive Connect, Melissa Aarskaug sits down with Ron Diamond, founder and chairman of Diamond Wealth and founder and CEO of Family Office World Media, to unpack how family offices really think about capital, control, risk, and long-term value. Ron explains why patient capital beats short-term incentives, why private markets continue to dominate family office portfolios, and what most founders get wrong after a major liquidity event. He also shares why governance matters more than most new wealth holders realize, how family offices are starting to professionalize, and where values, gratitude, and stewardship fit into the future of generational wealth. This episode is for founders, executives, investors, and families who want to think beyond headlines, quarterly noise, and short-term wins. Press play before fast money thinking starts masquerading as long-term wealth strategy. What You Will Learn What makes family offices fundamentally different from traditional wealth managersWhy patient capital creates a stronger long-term investment modelWhy private markets matter so much to family officesWhat most newly wealthy founders get wrong after selling a companyWhy governance, succession, and estate planning come before investingHow compensation and incentives shape better family office performanceWhy AI may level the playing field for smaller family officesWhat values, gratitude, and stewardship have to do with preserving wealth across generations Chapters  (0:16) How family offices really think  (1:40) What makes patient capital different  (5:00) Public markets versus private control  (7:37) Why private markets dominate  (9:36) Thinking in decades not quarters  (11:18) Talent, incentives, and family office growth  (17:37) What makes a deal unattractive  (19:19) Why governance comes first  (27:49) Real diligence among peers  (31:10) What leaders misunderstand about wealth  (39:34) Purpose, impact, and real world problems  (47:38) Values, gratitude, and legacy Guest Bio  Ron Diamond is the founder and chairman of Diamond Wealth, a syndicate of more than 100 family offices ranging from roughly $250 million to over $30 billion. He is also the founder and CEO of Family Office World Media, where influential families exchange ideas and strategies around investing, governance, and long-term wealth. Over the past two decades, Ron has invested alongside family offices across private equity, real estate, venture capital, credit, and special situations. His work is focused on helping professionalize the family office space and build a smarter, more sustainable model for generational wealth. Connect with Ron Diamond Website: https://www.diamondwealthstrategies.com/ LinkedIn: https://www.linkedin.com/in/ronalddiamond/ Connect with Executive Connect Website: https://www.executiveconnectexperience.com LinkedIn: Melissa Aarskaug YouTube: Executive Connect Instagram: @executiveconnectpodcast TikTok: @executiveconnectpodcast Facebook: Executive Connect

    53 min
  8. How To Use AI Without Exposing Your Data | Hunter Jensen

    Jun 9

    How To Use AI Without Exposing Your Data | Hunter Jensen

    What if the fastest way to adopt AI also creates one of the biggest risks inside your company? In this episode of Executive Connect, Melissa Aarskaug sits down with Hunter Jensen, founder and CEO of Barefoot Labs, to talk about why public AI tools can create serious security, compliance, and trust issues for businesses. Hunter explains the hidden cost of relying on third-party platforms, why secure self-hosted AI is becoming a real advantage, and how companies can automate, scale, and grow without handing over sensitive data or adding headcount. He also shares how Compass was built, where companies are already seeing measurable results, and why leaders need to stop treating AI like a side experiment. This episode is for founders, executives, and operators who want to use AI in a smarter, safer, and more strategic way. Press play before your team adopts AI faster than your company can govern it. What You Will Learn Why public AI tools create hidden business risksHow compliance issues show up when teams use AI without guardrailsWhat makes self-hosted AI different from tools like ChatGPTHow Compass helps companies keep data secure while improving outputWhere firms in legal, healthcare, finance, and defense are already using AIWhy user adoption matters more than simply buying licensesWhat kinds of ROI companies are seeing from AI automationWhy leaders need to move from experimentation to real deployment Chapters  (0:20) The hidden cost of public AI  (4:31) Where compliance risk shows up  (6:09) Why Barefoot Labs was built  (10:42) What makes Compass different  (14:04) Practical use cases across industries  (17:58) What surprised him most about AI  (20:15) ROI, adoption, and measurable outcomes  (25:08) Why private AI is the future  (32:44) Stop treating AI like an expense  (34:48) Final warning for the naysayers Guest Bio  Hunter Jensen is the founder and CEO of Barefoot Labs, where he helps companies adopt secure, self-hosted AI that protects sensitive data while improving productivity and scale. Over the past two decades, he has worked across digital innovation, custom software, mobile apps, connected devices, medical software, blockchain, and data science. He has also worked with major brands including Microsoft, Samsung, and Salesforce. Today, his focus is Compass, a customizable AI platform built to help organizations automate work, improve decision-making, and keep control of their own infrastructure. Connect with Hunter Jensen Website: https://www.barefootsolutions.com/ LinkedIn: https://www.linkedin.com/in/hunterjensen/ Connect with Executive Connect Website: https://www.executiveconnectexperience.com LinkedIn: Melissa Aarskaug YouTube: Executive Connect Instagram: @executiveconnectpodcast TikTok: @executiveconnectpodcast Facebook: Executive Connect

    36 min
5
out of 5
6 Ratings

About

The Executive Connect Podcast Executive Connect is a leadership and business podcast for operators, builders, and executives focused on real-world execution, growth, and long-term value creation. Hosted by Melissa Aarskaug, the show brings together founders, investors, and senior leaders to unpack what actually works across business strategy, wealth building, AI, and leadership. These are not theoretical conversations. Each episode is grounded in experience, hard-earned lessons, and practical insight from people actively building, scaling, and investing. From navigating complex markets to leading teams, allocating capital, and adapting to technological change, Executive Connect explores how high-performing leaders think, operate, and make decisions in real environments. If you are building a company, leading a team, or designing your next chapter, this podcast will challenge how you think and help you move with greater clarity and intention.