Plan to Prosper

Are you unknowingly jeopardizing your God-given resources by trying to avoid all financial risk? True biblical stewardship is not about eliminating risk, but about understanding which risks are truly worth taking. In this episode of Plan to Prosper, we unpack the hidden risks lurking inside our financial choices, from the steady erosion of purchasing power to the psychological traps of market vola...

Are you making one of the most important financial decisions of your career based on a rule of thumb? Most people assume rolling over an old 401(k) into an IRA is an automatic next step, but blindly following the crowd can cause you to forfeit massive tax advantages, asset protections, and unique planning opportunities. In this episode of Plan to Prosper, we break down the critical tradeoffs betwe...

When millions of dollars vanish without a trace, it leaves behind more than just unanswered questions. It reveals a profound truth about security, trust, and where we truly place our faith. In this episode of Plan to Prosper, Dalton and Jake dive into four of the most captivating unsolved financial mysteries in history. From a missing financial advisor on the FBI's most wanted list to the infa...

Are you holding onto your finances with a tight fist, terrified that there will never be enough? True biblical generosity is not about the number of zeros in your bank account: it is about the posture of your heart. In this episode of Plan to Prosper, we sit down with Jason Lollar from Generous Life to unpack the deep spiritual connection between wealth, faith, and radical generosity. We discuss w...

Is unexpected cash burning a hole in your pocket before it even hits your bank account? The way we handle sudden financial increases often says more about our financial maturity and spiritual priorities than how we manage ordinary income. In this episode of Plan to Prosper, hosts Logan and Dalton discuss the psychology of mental accounting and why sudden windfalls like corporate bonuses, tax refun...

Can good financial habits actually become dangerous? What if the very disciplines that helped you build wealth quietly become the things that hold you back from living faithfully and freely? In this episode of Plan to Prosper, Logan and Dalton explore a surprising truth: even good financial habits can become unhealthy when taken to the extreme. From retirees who struggle to spend money they've...

“Treat yourself” sounds harmless… until it becomes a lifestyle. What if some of your worst financial decisions weren’t irresponsible, but simply too fast? In this episode of Plan to Prosper, we unpack the hidden danger of instant gratification and why modern culture makes impulse spending easier than ever. From Amazon purchases and lifestyle inflation to expensive cars, vacations, and emotional sp...

What would you do differently if you knew an economic collapse was only a few years away? Would your financial life survive a storm like the Great Depression? In this episode of Plan to Prosper, Dalton and Jake travel back to 1926 for a powerful thought experiment: how would wise families prepare financially if they knew the Great Depression was coming? Without Roth IRAs, index funds, or modern ba...

Bonds were supposed to be the safe part of the portfolio. So why did they collapse in 2022 right alongside stocks? In this episode of Plan to Prosper, we break down what bonds actually are, why they lost value when interest rates surged, and why they still play a critical role in wise portfolio construction. We discuss the relationship between interest rates and bond prices, the difference between...

Most people follow financial rules. But what if the real problem is not knowing how those rules actually work? In this episode of Plan to Prosper, we walk through real-life financial case studies that reveal powerful strategies many people never learn. From early retirement options to tax-efficient giving and hidden investing opportunities, this conversation is about more than just advice. It is a...

Is building wealth putting your soul at risk? Jesus’ warning about the rich should make every believer stop and think. In this episode of Plan to Prosper, we wrestle with one of the most challenging statements in Scripture: “It is easier for a camel to go through the eye of a needle than for a rich person to enter the kingdom of God.” We explore the tension between biblical stewardship and the spi...

Can your investments actually fight evil? Most Christians have never thought about money this way. In this episode of Plan to Prosper, we sit down with Wes Lyons and Vip Vipperman of Eagle Venture Fund to explore how faith-driven investing can go beyond avoiding harm and actually create real, measurable impact in the world. From venture capital strategies to combating human trafficking, this conve...

What if everything you thought about investing was incomplete? In this episode of Plan to Prosper, we take a step back and explore the 4,000-year history of investing, from ancient clay tablets in Mesopotamia to modern index funds and 401(k)s. Along the way, we uncover timeless biblical principles about stewardship, risk, patience, and purpose that still apply today. The tools have changed, but th...

Should you fully fund your child’s college… or is that actually poor stewardship? In this episode of Plan to Prosper, we walk through a biblical and practical roadmap for funding your child’s education without sacrificing your own financial future. Using timeless wisdom, modern strategies, and real-life scenarios, we help you navigate one of the biggest financial decisions parents face with clarit...

Who are you trusting with your financial decisions? Not all advice is wise, and some of it can cost you more than you realize. In this episode of Plan to Prosper, we unpack real financial questions people are asking online and the advice they’re receiving in return. From investing during global uncertainty to life insurance decisions, ethical investing, and planning for your children, we reveal wh...

You’ve worked hard, built wealth, and done well… so why does managing money feel more complicated than ever? In this episode of Plan to Prosper, we explore the hidden reality of high earners: more income often brings more complexity, not less. From advanced tax strategies to sophisticated investment tools, we break down the tactics that wealthy individuals use to steward their resources wisely and...

Is ambition dangerous for Christians… or is it actually a virtue? In this episode of Plan to Prosper, we sit down with executive recruiter Adam Robles to explore how Christians should think about work, ambition, and career success. Drawing from two decades of experience in recruiting and hiring, Adam shares practical insight into what employers are really looking for, how candidates sabotage thems...

Bad financial advice rarely sounds reckless. Sometimes it sounds wise, cautious, and responsible. In this episode of Plan to Prosper, we break down a real story from a Reddit user who delayed contributing to his company 401(k) because his parents warned him the market was about to crash. Three years later, the damage was already done. Missing just a few years of contributions and employer match qu...

What if some of the greatest investing wisdom of the last century echoes truths Scripture has taught for thousands of years? In this episode of Plan to Prosper, we explore what believers can learn from legendary investors like Warren Buffett, Jack Bogle, Benjamin Graham, John Templeton, and Charlie Munger. While we do not elevate these men as spiritual authorities, we recognize that God’s common g...

Are you leaning too hard in one financial direction? Faithfulness with money is not about extremes. It is about balance. In this episode of Plan to Prosper, we explore what we call The Great Balancing Act. Most people think money only has two lanes: spend it or save it. But Scripture and wise stewardship show us five distinct categories for every dollar: giving, saving, spending, protecting, and i...

Wealth gained hastily will dwindle. So why do we keep chasing speed over faithfulness? In this episode of Plan to Prosper, we explore why God’s design for wealth is slow, steady, and deeply formative. From the unfinished brilliance of Gaudi’s Sagrada Familia to the discipline of Jerry Rice, smoked brisket, golf swings, parenting, and investing, we uncover a powerful truth: what lasts is built pati...

Has the dream of homeownership slipped out of reach, or has our understanding of housing drifted off course? In this episode of Plan to Prosper, we zoom out to explore how housing shifted from shelter to financial asset and why that shift has made buying a home feel so overwhelming today. Logan MacGray and special guest Jake DiLaura unpack the history behind rising home prices, interest rates, lev...

Was he really let go for talking about Jesus? Bob Doll shares the powerful story of his Wall Street rise and the moment it all came crashing down. In this episode of Plan to Prosper , Logan MacGray and Dalton Greiner sit down with Bob Doll, former chief equity strategist at BlackRock and now CEO of Crossmark Global. From growing up in a Philly row home to managing billions of dollars, Bob opens up...

They didn’t start with evil plans. But they ended in disaster. In this episode of Plan to Prosper, we continue our deep dive into the most shocking financial crimes and corporate collapses of all time. From the fall of Barings Bank to the implosion of WeWork, you’ll see how fraud, hype, and unchecked ambition destroyed billions. Most importantly, you'll learn what that means for your money tod...

Fraud doesn’t always look like fraud. Sometimes, it looks like a well-dressed man in Manhattan offering you safety and stability. In this episode of Plan to Prosper, we dive into some of the worst financial crimes of all time. These are stories of deception, unchecked power, and the devastating cost of misplaced trust. From Bernie Madoff’s massive Ponzi scheme to the collapse of Enron and Theranos...