PODCAST · business
Up Your Average
by Gimbal Financial
Up Your Average is the “no nonsense” podcast made for interesting people who think differently. Learn to navigate your life with unconventional wisdom by tuning in to Keith Tyner and Doug Shrieve every week.
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97: He Sold Everything and Moved to Costa Rica with Tony O'Neill
The road to someday leads to a town called Never. That warning moved Tony from Indianapolis to a surf town in Costa Rica.Tony O'Neill, founder of Highline Outdoor Group, runs executive search for the outdoor and sporting goods industry and once built Yeti's leadership team during its biggest growth run. He tells Keith Tyner and Doug Shrieve why he and his wife Marla were not trying to escape Indianapolis, and what finally made leaving practical.This episode covers:• Why paying off a mortgage created the capital for land abroad• What selling a house by owner looks like with one showing window• How location independence and time zones shaped the business model• When a winter rental became a land purchase and an architect• Whether a lifetime of belongings deserves one shipping containerTony's one piece of guidance for anyone circling a move this big: do it immediately, don't wait.👉 Work with us at https://www.gimbalfinancial.com
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96: Why the Crowd Is Always Wrong About Money with Don Murphy
The crowd follows the same biases into the same losses. Don names every one and shows how to catch yourself before the next mistake.Keith Tyner and Doug Shrieve sit down with Don Murphy, a former Marine and longtime friend of the show who has spent decades around markets and the people who invest in them. He starts with the behavioral gap: investments that performed fine while their owners earned less.This episode covers:- What a breadmaker that wouldn't sell reveals about restaurant wine lists- How one question about your news network predicts your vote- Why missing the market's 50 best days turns 13% into negative 4- Whether AI is 1995's browser war all over again- Who wins when your twenty dollars bets against a professional gamblerThe best market advice in the conversation came from a park ranger: when you meet the bear, resist the urge to run.👉 Work with us: https://www.gimbalfinancial.com
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95: How 10 Minutes a Day Can Change Your World
10 minutes is the one block of time nobody is too busy for. Doug set a stopwatch at a coffee shop table and beat it with 36 seconds to spare.Keith argues that our world shrinks with time. And investing only 10 minutes a day in the right activities can keep it open. Doug warns that even 10 careless minutes close it just as fast. The old line about handing a job to a busy person turns out to be about valuing the 10 minutes rather than the hustle.This episode covers:• How you can buy wisdom with 10 minutes a day by reading the book of Proverbs• How one page at a time becomes a book for a kid's 16th birthday• Whether an AI counts as a friend once you have thanked it• Why Keith rolls his eyes when someone says the phone goes both waysIf you want to change your world, take 10 minutes (or more) and listen to this episode.👉 Work with us: https://www.gimbalfinancial.com
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94: Keith's Bobber Test for Hiring People You Can Trust
Choosing who to trust comes down to two qualities. Keith has used both to vet every professional in his life and he uses a fishing bobber to explain them.Most people negotiate every hire like a commodity, shopping price on work they have no way to evaluate. Keith and Doug Shrieve argue the habit costs more than it ever saves, and that the fix is a short list of people you stop pricing altogether.This episode covers:• What the two colors on a bobber tell you before you hire anyone• How a fifteen-year-old stopped a sixty-foot tree from hitting the crew• Who Keith trusts with his own house and how little he has to manage it• Why Keith turned down a discount that would have halved his cost• When a private equity sale starts changing your serviceKeith’s artist friend put it best: once white paint goes gray, nothing brings it back.👉 Work with us: https://www.gimbalfinancial.com
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93: The Feedback Loop That Cost Me 20 Sleepless Nights
Keith hired his first employee at thirty and got one thing badly wrong. He waited too long to say the hard thing, and it cost him twenty nights of sleep.Keith Tyner and Doug Shrieve talk through feedback: how to give it, how to take it, and why the gap between those two skills shape your life. Keith elaborates on how, just like a good story, your life is filled with protagonists and antagonists. You choose which one you play at work, at home, and in every room you walk into. Doug admits he still flinches when someone criticizes him, and he doubts anyone truly enjoys it. What they land on is plain enough. A system corrects itself only when feedback moves fast, and most of us let the loop run open for years.Key Topics:• Why Keith scrapped the annual review at Gimbal• What "you could be right" does to an argument• How to tell a protagonist boss from an antagonist boss• When a decent tip beats an honest one• What Doug still finds hard about hearing criticismIf there is a conversation you have been putting off, this one may be the nudge to go have it this week.👉 Work with us: https://www.gimbalfinancial.com
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92: Just Because You Believe Something Doesn't Mean It's True
Keith and Doug learned the hard way that being sure of something and being right are two different things. This week, they name three things they believed for years, and none of them held up.Keith Tyner and Doug Shrieve open up about opinions they held onto for too long. Doug avoided the weight room for years, then swung from insecurity to overconfidence before landing on humility. Keith misjudged a stranger's parenting, misread his own father, and misunderstood what clients actually want from an advisor. They trace how fear shapes what people believe, why competition doesn't have to mean someone loses, and what changed their minds along the way.Key Topics:• What kept Doug out of the weight room for most of his life• How a different view of competition changed the way Keith sees success• Why being wrong about the same thing twice is worse than being wrong once• What an accidental $2,500 auction bid taught Keith about humility• How a neighbor's yard sent Doug down a rabbit hole about marketing and memoryIf you've ever wondered whether you're still holding onto an opinion that stopped being true a long time ago, this conversation is worth the drive.👉 Work with us: https://www.gimbalfinancial.com
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91: Andy Benes and the Home Run That Gave Him Chills
Andy Benes gave up the home run that tied a playoff game, and three decades later it still gives him chills. The man who hit it was Don Mattingly, and Yankee Stadium came unglued.Keith Tyner and Phil Byers sit down with Andy Benes, the number one overall MLB draft pick in 1988 and a 14-year veteran of the San Diego Padres, Seattle Mariners, St. Louis Cardinals, and Arizona Diamondbacks, for an All-Star break conversation about the moments that stick. Andy and Don Mattingly both grew up in Evansville, Indiana, yet never faced each other until the 1995 playoffs, when Mattingly turned on a Benes fastball and the crowd threw their drinks on the field chanting "Donnie Baseball." From that pitch to the catcher who taught him to trust, Andy tells the stories behind a big-league life.Key Topics:• What it felt like to give up Don Mattingly's home run at Yankee Stadium• Why two kids from Evansville, Indiana never crossed paths until the big leagues• How catcher Tom Pagnozzi changed Andy's career with one talk about trust• Who really leads a clubhouse, from Scott Rolen to Albert Pujols• Why baseball's unwritten rules still settle scores with a fastball• What 14 years and four teams taught him about winning togetherIt's the kind of conversation that reminds you the best lessons rarely show up in the box score.👉 Work with us: https://www.gimbalfinancial.com
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90: Freedom, Faith, and the Founding Fathers with Sabin Howard
America's founding fathers stepped into total uncertainty with no guarantee it would work. The only thing that gave them the courage to do it was faith.On this Fourth of July weekend, Keith and Doug sit down with sculptor Sabin Howard, the artist behind the National WWI Memorial in Washington, D.C., as he prepares to unveil his next project: the Grand Liberty Arch, a monument to America's founding story headed for the Utah State Capitol. The conversation moves from faith and freedom to why self-responsibility feels harder to find today, and what it actually takes to build something that lasts.Key Topics:What gave America's founding fathers the courage to risk everythingWhy Sabin believes perseverance matters more than talentHow losing touch with neighbors changed once air conditioning became commonWhere Sabin's next monument, the Grand Liberty Arch, will standWhy creating something is more powerful than protesting against it👉 Work with us at https://www.gimbalfinancial.com#SabinHoward #GrandLibertyArch #AmericanFreedom #FinancialPlanning #GimbalFinancial
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89: What Every Young Parent Needs to Hear Before the Baby Arrives
Before you assemble the crib and install the car seat, there are a few commonly forgotten questions you should ask.Keith Tyner and Doug Shrieve of Gimbal Financial cover the financial and life decisions young families get wrong, skip entirely, or never think to ask. From estate planning basics to building community, rethinking the cost of kids, and developing a parental education philosophy that outlasts any classroom.Key Topics:Why every young couple needs a will before the baby arrivesWhat term life insurance costs when you’re just starting outHow weekly date nights function as a financial and relational investmentWhy children are assets, not expensesWhat an intentional education philosophy looks like at homeHow working from home costs young families more than they realizeWhether you’re expecting your first or wondering if there’s room for one more, this one’s worth passing on.👉 Work with us: https://www.gimbalfinancial.com
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88: The Letter His Dad Never Got to Give Him
A legacy letter, a father's voice, and the question every child carries for the rest of their life without asking out loud. Blake Brewer, founder of Legacy Letter, joins Keith Tyner and Doug Shrieve to share how a letter his father wrote before his unexpected death became the framework for helping more than 20,000 families pass down what matters most.This episode walks through the Legacy Letter framework from beginning to end: apology, unconditional love, specific affirmation, belief in your children's future, shared memories, and the advice that only sticks when it follows genuine connection. Blake draws on stories from parents across the country, like a Delta Force veteran whose son reads his letter every week to a daughter who told her mom it was the best Christmas of her life. Keith and Doug close with their own reflections on what this work means for the families Gimbal serves.Key Topics:Legacy letter writing: how to start, what to include, and how to structure a letter that lastsFatherhood and parenting: communicating love, pride, and belief in ways children carry into adulthoodApology and reconciliation: the five elements of an apology that actually opens a child's heartEmotional intelligence and identity: how parental affirmation shapes how children see themselvesLegacy planning and family values: writing the letter before life makes it urgentLearn more and schedule a conversation at gimbalfinancial.com.
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87: Stop Carrying Expectations You Never Agreed To
Keith packed everything for the Inca Trail. A porter could have carried most of it for a few dollars a day. It’s a good picture of how most of us handle life.In this conversation, Keith Tyner and Doug Shrieve of Gimbal Financial talk through the expectations, costs, and burdens people carry without ever deciding to. They cover the SpaceX IPO and what investor history actually teaches, why the idea that parents fund college only dates to the 1980s, how housing cost is the single biggest financial variable most people can control, and what Doug learned about carrying the need to be liked well into adulthood. It’s a financial conversation that keeps turning into a life conversation, which is usually how the best ones go.Key Topics:SpaceX IPO excitement and what Facebook’s public offering history teaches about hypePersonal responsibility in financial planning: the pack-your-own-chute principleCollege funding expectations and the 1980s shift that put new weight on middle-class familiesHousing cost as the primary financial variable you can controlThe burden of wanting to be liked: what it costs and what letting it go frees upFun, communication, and shared activity as the foundation for sound long-term financial decisionsKeith and Doug started talking about this the day before they recorded it. That’s usually a sign.Learn more and schedule a conversation at gimbalfinancial.com.
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86: The Book That Freed Us from Trying to Be Enough
Have you ever felt like no matter how much you accomplish, it still isn't enough?Many people spend their lives chasing success, approval, achievement, and significance, hoping the next milestone will finally bring peace. In this episode of Up Your Average, Keith and Doug share how Bob Warren’s Romans study challenged that mindset and changed the course of their lives.What began as a simple study eventually transformed how they viewed themselves, God, forgiveness, purpose, and what it truly means to live with confidence and peace. Decades later, the lessons they learned continue to influence their families, businesses, relationships, and everyday decisions.They discuss why so many people struggle with identity and self-worth, the danger of tying your value to performance, and the freedom that comes from understanding who you are apart from your achievements.Whether you're a business owner, professional, retiree, or someone searching for greater purpose, this conversation offers a perspective that may completely change the way you think about success, significance, and fulfillment.If you're looking for clarity, confidence, and a financial plan that aligns with what matters most, learn more about working with our team at https://www.gimbalfinancial.com#BobWarren #PersonalGrowth #ChristianLiving #FaithJourney #Identity #SelfWorth #Purpose #Confidence #Peace #UpYourAverage
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85: How Trade Schools Prepare Students for Successful Careers with Jason Altmire
The future belongs to skilled workers.In this episode, Keith and Doug interview Jason Altmire, author of Trade Up, who explains why skilled trades are becoming one of the most important pathways to career stability, entrepreneurship, and long-term financial success.As the cost of college continues to rise and the demand for skilled labor grows, more families and young adults are reconsidering what career preparation should actually look like. Jason discusses how trade schools and certificate programs are equipping students with practical skills, entrepreneurial training, and real-world opportunities in fields like electrical work, plumbing, HVAC, welding, and construction.This conversation explores why the trades are no longer just an “alternative path,” but a strategic option for young people looking to build meaningful, well-paying careers without massive student debt.Whether you're a parent helping your child plan for the future, a Gen Z student exploring career options, or someone questioning the traditional corporate route, this episode offers a thoughtful look at the future of workforce development and skilled labor in America.👉 Work with us: https://www.gimbalfinancial.com
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84: Why This Compliance Officer Loves Taking Risks
Regulatory compliance is usually treated like the most boring part of business, but this conversation proves it doesn’t have to be.In this episode of the Up Your Average podcast, Doug sits down with Gimbal Financial’s compliance officer, Sue Mitchell, to talk about what regulatory compliance actually looks like behind the scenes, why compliance matters more than most people realize, and how businesses can stay compliant without losing their personality.Sue brings a refreshing perspective to compliance by mixing practical insight with humor, real-world stories, and a willingness to challenge the stereotype of the “boring compliance officer.” From handling regulatory requirements to discussing risk, discipline, and professional responsibility, this episode explores how strong compliance can actually support growth and confidence.Whether you work in financial services, own a business, or simply want a better understanding of compliance and regulatory compliance, this episode delivers practical insight in a way that’s engaging and easy to follow.👉 Work with us: https://www.gimbalfinancial.com
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83: Home Maintenance Tips Every New Homeowner Needs with Expert Repairman Micah Langmaack
Buying a home is exciting—but many new homeowners quickly realize there are hidden responsibilities and unexpected expenses nobody prepared them for. In this episode of the Up Your Average Podcast, Doug sits down with expert repairman Micah Langmaack to break down a practical homeowner checklist designed to help first-time buyers and aspiring homeowners avoid costly mistakes.From home maintenance basics to common repair issues, this conversation covers the real-world things every homeowner should know before problems become expensive emergencies. Whether you recently bought a home, are preparing to buy one, or simply want to stay ahead on home improvement projects, this episode delivers straightforward, actionable advice.You’ll learn about:• Common home repairs homeowners overlook• Easy maintenance habits that save money• Small issues that turn into major expenses• Interior home improvement priorities• What to expect after buying a house• How to prepare financially for homeownershipIf you want a simple homeowner roadmap that makes owning a home less overwhelming, this episode is for you.👉 Work with us: https://www.gimbalfinancial.com
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82: Simple Brain Science That Can Change Your Life with Dr. Lee Warren
What if the biggest thing holding you back isn’t your past, but how your brain learned to respond to it?In this episode, neurosurgeon Dr. Lee Warren breaks down how neuroscience, trauma, and mental health intersect and why lasting change doesn’t come from rewriting your story, but from rewiring your brain.We explore a powerful idea: you don’t need a different life, different parents, or different circumstances to heal. You need to learn how your brain actually works and how to operate it differently.Dr. Warren shares practical insights from years in the operating room and his work helping people overcome depression, anxiety, and trauma. This includes a fresh perspective on antidepressants, emotional resilience, and what he calls “self-brain surgery”—a process of intentionally reshaping your thinking patterns.If you’ve ever felt stuck in cycles of anxiety, depression, or reactive thinking, this conversation offers a grounded, science-backed path forward.Key Topics:• Neuroscience and mental health explained simply• Trauma vs. coping: what really drives your struggles• Rethinking antidepressants and brain chemistry• How to rewire your brain through daily habits• The connection between thoughts, behavior, and identityIf you’re ready to think differently and take control of your future, this is where it starts.👉 Work with us: https://www.gimbalfinancial.com
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81: How to Enjoy Your 40s and Still Retire Strong
Your 40s are a unique season of life, full of energy, opportunity, and motion.In this episode, Keith and Doug talk through why this decade can feel like a “sweet spot.” You have more experience, more discernment, and often more financial stability, but at the same time, life is moving faster than ever. Your kids are growing up, your responsibilities are expanding, and your time and attention are being pulled in multiple directions.One of the biggest ideas we unpack is simple but powerful: nothing gets better without attention.That applies to your finances, your health, your relationships, and your family life. And in your 40s, when everything is in motion, it becomes critical to step back and ask: What actually needs my attention right now?We also walk through what this decade often looks like in real life, especially for families. From youth sports to changing family dynamics, your role begins to shift. You’re no longer just leading your family, you’re often following where your kids’ interests and lives are taking you.This conversation is about recognizing that reality, taking inventory, and being intentional with how you move forward. If you want help bringing clarity and structure to your 40s so you can enjoy it and stay on track financially, we’re here to help.Work with us at https://www.gimbalfinancial.com.
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80: What Actually Matters in Your 20s (It's Not What You Think)
A lot of people waste their twenties and it’s not because they lack ambition. It’s because they’re focused on the wrong things.In this episode, Keith and Caleb break down what actually matters in your 20s. And it’s probably not what you’ve been told. It’s not just about making more money, chasing status, or waiting until everything feels “perfect” before making big life decisions.Instead, they explore a different framework: one built on purpose, intentional living, and the habits that quietly shape your future. From how you think about marriage and having kids, to how you spend your time and money, your twenties set the trajectory for everything that follows.If you’re feeling pressure to keep up, delay decisions, or “figure it all out later,” this conversation will challenge that thinking and give you a more grounded, long-term perspective.What you’ll learn:Why purpose matters more than income early onThe real impact of marriage on your life and financesWhy kids may be a blessing—not just an expenseHow contentment can outperform high incomeThe hidden cost of wasting time in your 20sSimple financial habits that build long-term wealthWork with us at https://www.gimbalfinancial.com.
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79: Is Modern Financial Planning Missing the Point?
Financial planning has evolved in ways most families don’t fully understand.In this episode, Keith and Doug break down the 60-year evolution of financial planning, from relationship-driven advice in the 1960s to today’s metrics-obsessed world of 401k balances, market headlines, and financial gurus. Along the way, they unpack how major events like market crashes, media influence, and cultural shifts have reshaped what people think financial advice should be.But here’s the deeper question: Has modern financial planning drifted too far from what actually matters?If you’ve ever wondered whether today’s financial advice truly aligns with your family’s long-term goals—not just your portfolio—this conversation will challenge your perspective.What we break down:• How financial planning worked in the 1960s vs today• The impact of major market events on investor behavior• Why media and fear cycles shape financial decisions• The rise of financial gurus and simplified advice models• What affluent families should prioritize insteadThis episode is especially relevant for families with significant assets who want a more intentional, values-driven approach to wealth.Work with us at https://www.gimbalfinancial.com.
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78: How to Say No (And Stop Living an Average Life)
Most people believe success comes from saying yes to more opportunities. In reality, the opposite is true.In this episode, we break down the power of saying no and why your ability to filter decisions is directly tied to your financial outcomes, time freedom, and long-term fulfillment. If you’ve ever felt stretched thin, overcommitted, or stuck in an “average” lifestyle despite doing all the right things, this conversation will challenge how you make decisions.You’ll learn:Why saying yes too often leads to average resultsHow to say no without guilt or second-guessingWhen to say no to protect your time, energy, and wealthThe mindset shift that separates high performers from everyone elseFor families and professionals with significant assets, the stakes are higher. Every “yes” carries an opportunity cost—often unseen, but very real. Mastering this skill is less about discipline and more about clarity and intentionality.Work with us at https://www.gimbalfinancial.com.
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77: From Hopelessness to Freedom: A Forgiveness Story with Rick Underhill
Unforgiveness is rarely obvious at first. It doesn’t show up as a single decision. It builds quietly into bitterness, frustration, and ultimately a sense of hopelessness.In this episode, Rick Underhill shares a deeply personal story about how unresolved resentment began to shape his thinking, his behavior, and the direction of his life. What started beneath the surface eventually led to consequences he couldn’t ignore and a realization that changed everything.This conversation goes beyond surface-level advice. It unpacks what it actually looks like to confront that internal weight, take ownership, and choose forgiveness, not as a feeling, but as a disciplined decision that restores clarity and forward momentum.For families focused on building not just wealth, but legacy, this is a critical distinction. Emotional patterns left unchecked can influence relationships, leadership, and long-term outcomes just as much as financial decisions.Work with us at https://www.gimbalfinancial.com.
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76: Is Home Care the Right Move for Your Aging Parents?
Caring for aging parents can be one of the most emotional and complex seasons a family will face. For many adult children, the conversation quickly turns to assisted living or facility-based care. But in many cases, home care deserves much more consideration than it gets.In this episode, Keith and Doug interview home care experts David Morgan and Tracy Seals about why staying at home may be a practical and deeply personal option for older adults, especially when dementia, memory changes, or growing daily support needs begin to affect family life. They explore how home care can help preserve dignity, familiarity, and quality of life while giving adult children a more flexible path forward.This conversation is designed for families trying to make wise decisions for aging parents without rushing past options that may be a better fit emotionally, medically, and financially. If you are navigating dementia, evaluating care choices, or trying to support your parents with clarity and compassion, this episode will help you think through the next step.Find solutions for your aging parents at https://seniorhomecompanions.com.Work with Keith and Doug at https://www.gimbalfinancial.com.
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75: Social Connection Isn't What It Used to Be
Social connection has changed dramatically over the last few decades—and not necessarily for the better.In this episode of Up Your Average, we rewind the clock and compare what social life looked like in the 1960s versus today. Back then, boredom pushed people outside. Kids rode bikes until dark. Neighbors talked on front porches. Community happened naturally.Today, we have more technology, bigger homes, and endless entertainment, but many people feel less connected than ever.So what changed?We explore how social media, digital communication, and modern lifestyles have reshaped the way we interact with each other. While technology has made it easier to stay “in touch,” it may also be replacing the kind of real, face-to-face connection that strengthens families, friendships, and communities.If you're raising a family or thinking about the kind of life you want to build, this conversation may challenge the way you think about connection, community, and time spent outdoors. Because sometimes the most valuable things in life aren't found online. They happen eyeball to eyeball.Work with us:👉 https://www.gimbalfinancial.com
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74: Hall of Fame Leadership Lessons from Coach Mark Richt
In this episode of Up Your Average, Keith and Doug sit down with Hall of Fame college football coach Mark Richt to talk about the leadership principles that carried him through one of the most competitive environments in sports.Coaching at the highest level of college football, Richt learned quickly that even the best leaders only win a little more than half the time. If the greatest coaches make the Hall of Fame at around a 65% win rate, how do leaders maintain confidence, identity, and perspective when things don’t go their way?Mark shares common-sense leadership lessons about handling criticism, separating your identity from your job, and leading people with character and clarity. Whether you're leading a team, running a business, managing investments, or guiding your family, these insights apply far beyond football.If you're looking for practical leadership wisdom from someone who has led at the highest level of college football, this conversation with Mark Richt delivers insights that stand the test of time.Work with us:👉 https://www.gimbalfinancial.com
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73: Build Unshakable Self-Confidence in 8 Weeks with Steve Haines
What if your self-confidence could increase 60–70% in just eight weeks?In this episode, Caleb and Libbi take a deep dive into the Dale Carnegie Course with Steve Haines to learn why high performers continue investing in personal development decades after achieving financial success.Self-confidence isn’t personality—it’s a skill. We explore how structured training improves communication clarity, reduces stress by up to 50%, strengthens leadership presence, and deepens relational awareness. For families managing careers, investments, and legacy planning, those soft skills often determine long-term outcomes more than raw intelligence or capital.We also discuss:Why phone distraction is eroding real connectionHow better listening improves influenceThe relationship between confidence and stress reductionWhy stepping outside your comfort zone accelerates growthThe measurable impact of communication trainingIf you’ve built financial capital but want stronger relational capital, this conversation will challenge you to think differently about self-development.Build both financial and personal confidence by connecting with our team at Gimbal Financial: 👉 https://www.gimbalfinancial.comStart the Dale Carnegie Course for yourself by connecting with Steve Haines:👉 https://indy.dalecarnegie.comYour portfolio matters. But so does the person managing it.
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72: How to Enjoy Retirement Without Running Out of Money
How do you retire without anxiety? For high-net-worth families, retirement planning isn’t just about growing wealth—it’s about spending it wisely and confidently.In this episode of the Up Your Average, Keith and Doug unpack one of the most overlooked transitions in financial life: shifting from saving mode to spending mode. If you’ve built over $500,000 in investable assets, the question is no longer “Can I grow this?” but “Can I enjoy this—without running out?”We explore:The psychology of the spender vs saverWhy flatlining your wealth at 65 may be perfectly rationalThe difference between accumulation and decumulation strategyHow to eliminate guilt and anxiety around retirement spendingWhat worry-free retirement planning actually requiresFor many disciplined savers, the hardest part of retirement is giving yourself permission to spend. But you only get one retirement. The goal is not just financial security, but financial freedom.If you want a retirement income strategy built for confidence, connect with our team at Gimbal Financial.👉 Work with us: https://www.gimbalfinancial.com
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71: How AI Can Fix Your Cash Flow (Before Lifestyle Creep Wins)
Artificial intelligence is everywhere. But can AI actually help improve your cash flow, or is it just another shiny distraction? In this episode, Doug breaks down how artificial intelligence tools can be used practically to bring clarity, discipline, and efficiency to your cash flow, especially for families navigating rising income and the quiet threat of lifestyle creep.Many high-earning families don’t struggle with income—they struggle with visibility and control. As spending grows alongside success, cash flow often becomes reactive instead of intentional. We discuss how AI can help identify spending patterns, surface inefficiencies, and support better decision-making without removing the human judgment required for long-term financial planning.You’ll also learn why AI is not a replacement for wisdom, values, or a comprehensive financial strategy and how over-reliance on automation can actually accelerate lifestyle creep if left unchecked. The real power of AI lies in pairing it with a disciplined cash flow framework and experienced financial guidance.If you want to use technology to support your financial goals, this conversation will help you think more clearly about how AI fits into your wealth strategy.👉 Want professional guidance applying this to your own finances?Work with us at https://www.gimbalfinancial.com.
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70: This Generosity Strategy Can Lower Your Taxes
Most families think about generosity emotionally—but few think about it strategically.In this episode, Keith and Caleb break down a surprising way to give generously while improving your tax planning, especially for families with significant assets. When done correctly, generosity doesn’t just improve the world around you—it can reduce taxes, preserve family wealth, and help future generations thrive.We walk through the four ways wealth is typically used over a lifetime: consumption, taxes, loss, and giving. While most people fixate on spending and investing, high-net-worth families often overlook how intentional giving can become one of the most efficient tools in their overall financial plan.You’ll learn:Why taxes are often the biggest “silent consumer” of wealthHow generosity can be structured to reduce tax dragA practical example of using tax-advantaged strategies to benefit family and future generationsWhy “giving later” is often less effective than giving intentionally todayThis is not about charity for charity’s sake. It’s about aligning your values with smart tax planning so your wealth does more than sit on a balance sheet or get lost to Uncle Sam. If you’ve ever wondered whether you can be generous and financially disciplined, this conversation will change how you think about giving.If you want help building generosity into your tax and financial plan, work with us at https://www.gimbalfinancial.com.
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69: What I Learned in My First Year as a Financial Advisor
What can you really accomplish in your first year as a financial advisor?In this episode, Keith sits down with Caleb Tyner for an honest, behind-the-scenes conversation about the lessons that only come from being in the trenches—working with real families, navigating real markets, and learning what it actually takes to give meaningful financial advice.From mastering financial advisor fundamentals to learning how to communicate clearly without industry jargon, this discussion explores what surprised Caleb most during year one on the job. We talk openly about confidence, decision-making, client relationships, market volatility, and why humility and lifelong learning matter far more than having all the answers.If you’re someone thinking seriously about becoming an financial advisor, this episode offers valuable perspective on how advisors grow, how experience compounds over time, and why long-term thinking beats short-term tactics. You’ll also hear why relationship-based advising, emotional discipline, and clear communication are essential when helping families steward wealth across decades, not just market cycles.If you’re looking for thoughtful, long-term financial guidance, work with us at https://www.gimbalfinancial.com.
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68: Hate Your Job? It Might Be Overpaying You
Most people believe their worst job was a waste of time. The low pay. The long hours. The frustration. The feeling of being stuck.But what if the job you hated was actually overpaying you?In this episode, Keith and Doug take a candid look at the lessons learned from the worst jobs we’ve ever had—from fast food counters to hotel front desks—and why those experiences quietly shaped skills that paid dividends for decades. This is not a motivational speech. It’s a practical reframing of work, training, and long-term value that especially matters if you’ve ever thought, “I hate my job” or “This can’t be it.”You’ll hear why:A paycheck is often the least valuable part of a jobThe worst roles frequently deliver the best trainingEarly work experiences build empathy, discipline, and perspectiveLearning to think long-term matters more than short-term incomeThis conversation is especially relevant for families, professionals, and parents guiding young adults through early career decisions and for anyone building wealth with intention, not just income.If you’re thinking beyond today’s job and toward a more intentional financial future, we’d love to help.→ Work with us: https://www.gimbalfinancial.com
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67: How to Master Cash Flow in 2026 (And Why It Matters)
Cash flow is more than a budgeting exercise—it is the reality check that determines whether your money is truly supporting the life you want to live.In this episode, Doug walks through a comprehensive guide to cash flow, breaking it down into practical, real-world terms for families navigating career transitions, major purchases, retirement planning, or simply trying to create more financial margin. From wages and business income to taxes, expenses, investments, and giving, cash flow reveals not just where your money goes but what it values.You will learn why you should review your cash flow every year, how cash flow impacts net worth, why memories and experiences matter just as much as numbers, and how to use cash flow as a tool for better communication with your spouse and familyThis episode introduces a simple framework for evaluating money in, money out, and net cash flow—along with practical steps you can implement in under 90 minutes using tools you already have.If you want help turning your cash flow into long-term financial stability, we would love to talk.👉 Work with us: https://www.gimbalfinancial.com
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66: A Doctor’s Perspective on Dementia and End-of-Life Care with George Elmes, M.D.
When a parent begins to decline from dementia, families are often forced to make decisions with no perfect answers—only tradeoffs. In this episode, Keith and Doug sit down with experienced physician, Dr. George Elmes, M.D., to talk candidly about helping aging parents with dementia, navigating end-of-life care, and knowing when it’s time for family members to step in.This conversation goes beyond medical theory and into real-life scenarios families face every day: taking away car keys, recognizing cognitive decline, and deciding when independence must give way to safety. We also explore why dementia is often hidden by those diagnosed, how families miss early warning signs, and why waiting too long can leave everyone reacting instead of planning.You’ll hear a physician’s perspective on quality of life versus quantity of life, how medical technology can extend life without improving it, and why families must think long-term—not just crisis to crisis. Most importantly, we discuss how to approach these moments with compassion, clarity, and the goal of having no regrets.This episode is especially relevant for families with substantial assets who want to coordinate medical decisions with thoughtful financial planning—before a crisis forces rushed, emotional choices.If your family is facing dementia or planning for aging parents, professional guidance matters. We help families align medical realities with financial clarity.Work with us at https://www.gimbalfinancial.com.
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65: Ten Wedding Planning Mistakes to Avoid (and What to Do Instead) with Elizabeth Owens
Planning a wedding is one of the most meaningful (and expensive) decisions a couple will make. Yet many families approach wedding planning without the guidance they need to avoid unnecessary stress, wasted money, and regret. In this episode, Keith and Doug interview wedding planner Elizabeth Owens to break down 10 essential wedding planning do’s and don’ts every couple should consider before the big day.Drawing from real-world experience with couples, Elizabeth discusses what actually matters versus what simply adds cost without adding value. From guest lists and vendors to timing, food choices, and flow of the day, this conversation helps couples make confident, informed decisions that align with both their values and their finances.You’ll learn why:→ Smaller, intentional guest lists often lead to better experiences→ The right vendors, especially DJs and coordinators, can make or break the day→ Trends like first looks, private last dances, and late-night snacks are growing in popularity→ Overspending on décor rarely delivers lasting impact→ Preparation leads directly to peace on your wedding dayWhether you’re newly engaged or helping a child plan their wedding, this episode offers practical wedding planning advice designed for families who care about long-term financial health, not just one event.If you want guidance that goes beyond the wedding day and supports your broader financial life, we’d love to help.🔗 Work with us at https://www.gimbalfinancial.com🔗 Work with Elizabeth at https://www.savethedaysisters.com
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64: Taxable vs. Tax-Deferred vs. Tax-Free: Which Is Best?
When it comes to retirement planning and tax planning, one of the most common questions families ask is: which is best—taxable, tax-deferred, or tax-free accounts? The honest answer is more nuanced than most articles or headlines suggest.In this episode, Keith and Doug break down how taxable accounts, tax-deferred accounts (like traditional IRAs and 401(k)s), and tax-free accounts (like Roth IRAs) actually work and why the “best” option depends on your income, tax bracket, time horizon, lifestyle goals, and giving intentions. This is not a black-and-white decision. It’s more like solving a Rubik’s Cube, where every move affects another side.We walk through real-world scenarios, including retirement income planning, required minimum distributions, charitable giving strategies, and how different asset types impact both taxes today and flexibility later. We also discuss why diversifying your tax exposure can create more control and confidence throughout retirement.If you’re approaching or already in retirement, thinking about legacy planning, or simply want to make smarter decisions with significant assets, this conversation will help you reframe how you evaluate account types and long-term strategy.Work with us at https://www.gimbalfinancial.com.
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63: How to Be Wise in Foolish Times
Don’t let the world persuade you.In an age of constant noise, instant information, and cultural pressure, wisdom has become both rare and invaluable. In this episode, Keith and Doug explore what it means to live wisely in foolish times, drawing practical insight from ancient principles that remain deeply relevant to modern financial and family decisions.You’ll learn the difference between knowledge and wisdom, how foolish financial patterns quietly erode wealth, and why the people you spend time with matter just as much as the plans you make. For families with significant assets, the stakes are higher. Wise decisions compound—just like foolish ones. This episode is designed to help you slow down, think clearly, and align your personal and financial life with what truly matters.If you’re looking for a financial partner who prioritizes wisdom over hype and long-term clarity over short-term noise, we’d be honored to help. Learn more about working with us at https://www.gimbalfinancial.com.
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62: Unexplainable Stories Prove God Is Moving
How have you seen God move?Everybody collects unexplainable stories. In today’s episode, Keith and Doug unpack why these stories matter, how to recognize them, and why documenting them can reshape the way you see your past, your relationships, and even your financial decisions.You’ll learn:→ How unexplainable stories come about→ Why you should collect and share these stories→ What happens when you look for new stories in your life You’ll also hear real stories—from surprise business breakthroughs to improbable meetings to personal moments of rescue—that illustrate how divine providence shows up in the everyday.If you’re trying to make sense of your own journey, this episode invites you to slow down, observe, and capture the stories that shape your legacy.↳ Bring more clarity and confidence to your financial life by working with our team at Gimbal Financial: https://www.gimbalfinancial.com
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61: Start Better Conversations This Thanksgiving
In this special holiday episode, Keith and Doug share over 20 meaningful Thanksgiving conversation starters designed to help your family connect on a deeper level. Whether your gatherings lean peaceful, chaotic, sentimental, or hilarious, this episode gives you tools to do something different and bring more harmony, curiosity, and gratitude to the table.Drawing from stories that range from childhood traditions to New York City parades to unexpected life lessons, Keith and Doug unpack how simple, intentional questions can shift the tone of your entire holiday. Instead of drifting into politics or tension, you’ll learn how to redirect conversations with kindness, spark meaningful dialogue, and create shared memories that actually last.For example, here are some questions you can ask:Tell me about the Thanksgiving table when you were 12 and last year.How far back would the oldest person at the table have known someone?What are 2 holiday traditions you enjoyed then and now?When should Christmas decorating begin?Turkey or ham for Thanksgiving? Why?What is one thing your mom taught you? Your dad?Have you ever worked 60 hours in a week? Why?What’s your hardest job ever?What’s the weirdest job a relative has ever done?Have you ever eaten at a nice restaurant alone?What’s your oldest family tradition?What’s a place tied to your childhood that no longer exists?What’s a moment from your past that most wouldn’t know?Has your family kept a secret/mystery alive?If your life was a chapter in a history book, what would you title it?Name a forgotten childhood trend you were involved in?What’s an outdated rule your parents insisted on?Who in the past do you wish you had asked more questions?When did you feel you first became ‘you’?What story explains more about you than people realize?What’s a smell or sound that instantly takes you somewhere else?What object from your past will you keep?This episode is perfect for families looking to cultivate connection—especially those balancing busy lives, financial responsibilities, and multigenerational dynamics. If you want your Thanksgiving to feel more grateful, more human, and more enjoyable, you’re in the right place.↳ If you’re ready to bring more clarity and confidence to your financial life, work with our team at Gimbal Financial: https://www.gimbalfinancial.com
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60: Tools for Managing Aging Relatives
Relieve unnecessary stress at the end of life.In this episode of Up Your Average, Keith and Libbi consider the challenges families face when dealing with aging relatives, particularly those with dementia or Alzheimer's. They discuss tools and strategies to help families navigate medical, financial, and personal responsibilities while maintaining a supportive environment for their loved ones.You will learn:→ Why you should document change as your parent’s age→ How to organize medical, financial, and other documents→ What to do when tragedy strikesWant to use our aging well documents?Reach out to us at https://www.gimbalfinancial.com
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59: Unleash Your Dreams at Any Age
"Everybody dies, but not everybody lives."What if the dream you’ve been carrying for years—or even decades—is still possible? In this episode, Keith and Doug explore what it really takes to pursue your aspirations at any age, especially when fear, uncertainty, or financial concerns have held you back. Whether your dream is personal, professional, or deeply tied to the legacy you want to leave your family, this conversation will help you see that your best chapters may still be ahead.You’ll learn:→ Why most people underestimate the time they have left→ How fear disguises itself as “logic"→ Why your financial strategy plays a critical role in unlocking your dreamsWe discuss practical steps for overcoming doubt, identifying what truly matters, and aligning your money with the life you actually want—all while maintaining stability for your family.If you’re building toward a major life shift, considering a new venture, or simply wondering whether it’s “too late,” this episode will show you that anything is possible with intention, clarity, and the right plan.↳ Ready to take the first step toward your dream?Start your plan today at https://www.gimbalfinancial.com
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58: Discover Your Financial Worldview with Gimbal
What drives your financial decisions? Beneath every investment, purchase, or plan lies something deeper: your financial worldview. In this episode, Keith from Gimbal Financial reveals how understanding that worldview can transform the way you approach money, purpose, and life itself.Using the metaphor of a gimbal—a tool that keeps a compass level no matter how turbulent the waters—Keith explains how clarity and stability come from aligning your financial choices with your personal values. You’ll learn how to:Identify the beliefs shaping your money decisionsReframe your financial goals around wisdom and purposeBalance wealth-building with fulfillment, freedom, and generosityThis conversation isn’t about market trends or stock tips. It’s about discovering why you make the choices you do and how to make them wiser.↳ Ready to align your wealth with your worldview? Work with us at https://www.gimbalfinancial.com
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57: Help Your Kids Achieve the American Dream with Former Thunderbird Pilot Matt Modleski
What does it take to achieve the American Dream?In this inspiring conversation, former Thunderbird pilot and author Matt Modleski joins Keith and Doug to talk about discipline, belief, and the power of surrounding yourself with “dream enablers.” From flying elite Air Force jets to raising his sons for success, Matt shares how preparation, purpose, and mentorship turn dreams into reality.You’ll learn:→ How to guide kids who don’t yet know what they want→ Why preparation beats talent and how it conquers fear→ The life lessons Matt learned as a Thunderbird pilot→ How to honor our veterans by living and leading with purpose→ The mindset shifts that separate high achievers from average onesWhether you’re raising a family or leading a team, this episode will remind you that making your dream come true starts with belief and disciplined preparation.↳ Ready to pursue your American Dream with confidence?Work with our team at Gimbal Financial to create a financial strategy that helps your family live boldly and give back generously: https://www.gimbalfinancial.com
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56: Should Smart Investors Still Own Gold?
Gold has long symbolized wealth, security, and stability, but what does it represent today?In this episode of Up Your Average, Keith uses a simple Hershey bar to reveal a complex truth: your dollars are worth less every year, and gold has a story to tell about why. From Roosevelt’s 1933 gold ban to Nixon’s 1971 shift to fiat currency, this episode unpacks the history of gold in America and what it means for investors in 2025.You’ll discover why gold went from $20 an ounce to over $4,000, what caused those massive swings, and why some investors cling to it while others avoid it. Keith breaks down the pros and cons of owning physical gold, including taxes, storage, and liquidity, and explains when gold may or may not belong in a smart portfolio.If you’ve ever wondered whether gold is a hedge, a hold, or a headache, this is your clear, fact-driven guide.👉 Ready to make smarter investment decisions? Connect with Keith at https://www.gimbalfinancial.com.
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55: Walking Through Dementia Together: A Widow's Story of Loss and Love
“You can’t do it alone.”In this heartfelt episode of Up Your Average, Keith and Doug interview Jan Jeter about how she walked through dementia with her husband, John. From the early signs to the final goodbye, she opens her heart to teach others how to navigate this challenging journey with love, patience, and resilience.By listening, you will learn: ➡️ What early signs may point to dementia ➡️ How to handle a diagnosis you don’t want to hear ➡️ Why you can’t walk through dementia alone🎙 Listen to more episodes of Up Your Average:👉 Apple: https://podcasts.apple.com/us/podcast/up-your-average/id1768337684👉 Spotify: https://open.spotify.com/show/5T8wKieBNQxju4mgHiDjSi?si=49b0ad4202434f0d🤝 Connect with Keith and Doug🌐 Website: https://www.gimbalfinancial.com🔗 Keith on LinkedIn: https://www.linkedin.com/in/keith-tyner-a941a58/🔗 Doug on LinkedIn: https://www.linkedin.com/in/doug-shrieve-0271989/📌 Subscribe for weekly wisdom on money, purpose, and life!👍 Like this video if it helped you💬 Comment: What did you learn in this episode?🔔 Subscribe and hit the bell so you never miss an episode
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54: How Seniors Can Save Big on Taxes With the Big Beautiful Bill
Do you qualify to save big this year?In this episode of Up Your Average, Caleb Tyner joins Keith and Doug to detail how seniors age 65 or over can deduct up to $12,000 on their federal income tax return through the Big Beautiful Bill.By listening, you will learn:- Who qualifies for this deduction- When the deduction ends- How to get the most of out the deductionConnect with us at www.gimbalfinancial.com.
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53: Are You in the Sweet Spot of Life?
Midlife doesn't have to be a crisis.In this episode of Up Your Average, Keith and Doug teach how to navigate midlife when family, work, and health issues converge.By listening, you will learn:Why midlife is the sweet spot of lifeWhat to do when everything goes wrongHow to eliminate unnecessary stressorsConnect with Keith and Doug at https://www.gimbalfinancial.com.
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52: 12 Tips for Your First Day of Work
“If you want to go to the top, start by serving.”In this episode of Up Your Average, Keith and Doug give 12 tips for your first day of work.In this episode, you’ll learn:What to do if you make a mistake on the jobHow to serve Christ at workWhy the best leaders have a servant attitudeConnect with us at https://www.gimbalfinancial.com/.
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51: 10 Tips for Your First Day of Retirement
“Don’t retire to recliner. Your best days are ahead.”In this episode of Up Your Average, Keith and Doug give salient advice on how to make retirement the best years of your life.In this episode, you’ll learn:➡️ The best questions to ask the first day you retire➡️ Why you should still find work to do when you retire➡️ How to manage your investment money to last 30+ years
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50: Caring for Aging Family Members
“Gravity wears on all of us.”In this episode of Up Your Average, Keith and Doug discuss the best ways to care for aging family members. In this episode, you’ll learn: ➡️ The only 4 ways to respond to any aging situation ➡️ What questions to ask as your parents get older ➡️ The benefits of having aging parents move in with you
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49: Make New Friends by Volunteering with Hall of Fame Teacher Kelly Meyer
“Find something you're passionate about that helps others.”In this episode of Up Your Average, Keith and Doug interview Carmel High School Hall of Fame teacher Kelly Meyer who shares how volunteering has expanded her world.In this episode, you’ll learn:➡️ Why you should volunteer➡️ Where you can make an impact in your own community➡️ How to care for others without neglecting your own health🤝 Connect with Keith and Doug🌐 Website: https://www.gimbalfinancial.com🔗 Keith on LinkedIn: https://www.linkedin.com/in/keith-tyner-a941a58/🔗 Doug on LinkedIn: https://www.linkedin.com/in/doug-shrieve-0271989/
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48: Living a Full Life with 96-Year-Old Attorney Donald W. Ward
“You never know what the Lord has in store.”In this episode of Up Your Average, Keith and Doug interview 96-year-old attorney Donald W. Ward who shares how God lead him through his toughest times to leave a legacy full of life and happiness.In this episode, you’ll learn: ➡️ How God can turn tragedies into blessings ➡️ Why you should treat everyone with dignity and respect ➡️ What a healthy, lasting marriage looks like🤝 Connect with Keith and Doug🌐 Website: https://www.gimbalfinancial.com🔗 Keith on LinkedIn: https://www.linkedin.com/in/keith-tyner-a941a58/🔗 Doug on LinkedIn: https://www.linkedin.com/in/doug-shrieve-0271989/🤝 Connect with Donald🌐 Website: https://wardlawfirm.com
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ABOUT THIS SHOW
Up Your Average is the “no nonsense” podcast made for interesting people who think differently. Learn to navigate your life with unconventional wisdom by tuning in to Keith Tyner and Doug Shrieve every week.
HOSTED BY
Gimbal Financial
CATEGORIES
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