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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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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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Saknas det avsnitt?
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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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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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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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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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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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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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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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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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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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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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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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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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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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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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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 -
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 -
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.com
Start the Dale Carnegie Course for yourself by connecting with Steve Haines:
👉 https://indy.dalecarnegie.com
Your portfolio matters. But so does the person managing it.
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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
- Visa fler
