Money Matters Episode 314 - Money Talks W/ Skyler Fleming
MONEY MATTERS with Christopher Hensley
Release Date: 04/06/2024
MONEY MATTERS with Christopher Hensley
In this episode of Money Matters, Chris Hensley welcomes Jabez Roberts, host of The Working Budget and The Boardroom Podcast. Jabez shares the story behind launching The Working Budget, a new podcast focused on practical financial education, money management, and helping everyday people understand how money moves through their personal economy. Chris and Jabez discuss the connection between Kaizen and compound interest, showing how small, consistent improvements can create meaningful long-term growth. They also explore why budgeting is often misunderstood, why money decisions are emotional,...
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Episode Description In this episode of Money Matters, Chris Hensley welcomes Chris Clinard, host of the Books4Guys podcast and founder of the Books4Guys community. Chris shares the story behind Books4Guys, a platform built to encourage more men and young people to read, explore new ideas, and build lifelong learning habits. The conversation covers why men are reading less, how books can shape critical thinking, the surprising value of fiction, and why reading is more than just a hobby — it is a tool for personal growth, leadership, and better decision-making. Chris also discusses the...
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What if the reason you feel exhausted, overwhelmed, and constantly behind is because you’ve been taught that faster always means better? In this episode of Money Matters, Christopher Hensley sits down with executive coach and author Ralph Simone to discuss the ideas behind his book Slow Down to Go Faster. Together, they explore burnout, hustle culture, leadership, productivity, and the importance of intentional pauses in both business and life. Ralph shares lessons from decades of coaching leaders and entrepreneurs, explaining why many high achievers struggle to disconnect, recharge, and...
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Most men get perimenopause completely wrong. Not because they don’t care— …but because no one ever taught them what’s actually happening. On the latest episode of the Money Matters Podcast, I sat down with Sam Anderson (tag him here), author of Perimenopause: The A–Z Guide for Us Idiots—and one thing stood out: 👉 The biggest mistake men make? They try to fix it. When in reality… ✔️ It’s not something to fix ✔️ It’s something to understand ✔️ And something couples need to navigate together We talked about: • Why men take symptoms personally (and why that...
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What if the real reason advisory firms struggle to scale… isn’t growth? It’s what happens after the client says yes. In this episode, Christopher Hensley sits down with Ryan George (CMO at Docupace) to talk about the unsung “back office heroes” who keep advisory firms running—and why burnout, invisible operations, and misunderstood AI adoption can quietly become your biggest growth bottleneck This isn’t another “AI will write your blog posts” conversation. Ryan breaks down the difference between automation vs. intelligent automation, why financial services is an...
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Public radio helped define trust in audio. Now AI is reshaping how audio gets made. In this episode, I sit down with Ernesto Aguilar — public radio executive, author, and the person who gave me my first big break at KPFT in Houston more than a decade ago. That opportunity launched what has now become one of the longest-running financial planning podcasts in the space. We talk about how public radio built credibility over decades, why audiences still turn to trusted voices for deeper context, and how AI is changing production without replacing the human responsibility behind the microphone....
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Will AI replace financial advisors—or make the best ones better? In this episode of Money Matters, Christopher Hensley sits down with Matt Halloran, author of Shut the F Up and Listen and Chief Evangelist at Zocks, to continue a conversation that began with one core idea: great advice starts with great listening. Now, that philosophy is colliding with a new reality—AI assistants. Matt explains why AI assistants won’t replace financial advisors, but will raise the standard for what clients expect. From AI note-taking to tools that capture emotional cues, automate follow-ups, and turn...
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What if financial advisors didn’t just use AI tools—but had AI workers supporting their business? In this episode of Money Matters, host Chris Hensley is joined by Jonathan Michael, Director of Growth at TIFIN AXIS, to unpack what AI agents really are, how they differ from chatbots, and why they’re quickly becoming a practical way for advisory firms to scale. Jonathan brings a founder’s perspective from both EdTech and WealthTech and focuses on one core idea: AI should take on the operational, repetitive work that slows firms down—so advisors can spend more time where they add the...
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In this powerful conversation, host Christopher Hensley, RICP®, CES® sits down once again with George Kinder—internationally recognized as the father of life planning and the visionary behind the global Fiduciary in All Things (FIAT) movement. Together, they explore what it would mean for our institutions, our democracy, and our financial systems to finally act in the best interest of the people they serve. Kinder explains how a fiduciary society—rooted in truth, people, democracy, and the planet—could dissolve many of the challenges we face today while preserving the entrepreneurial...
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They Didn’t Start with AI. They Started with People. That might sound simple—but in today’s rush to automate, scale, and “transform,” it’s anything but. took a different path. No pink slips. No blown-up workflows. No hollow promises about innovation. Just a clear goal: reduce the time it takes to open an account from 20 minutes to seconds—without losing the quality, trust, or people that made the process work in the first place. In this episode of Money Matters, I sit down with: 🟡 , Chief Experience Officer 🟡 , Chief Technology Officer What I love about this story...
info_outlineWelcome to Episode 314 of Money Matters, celebrating Financial Literacy Month with a special guest, Skyler Fleming from Money Talks. This episode dives into how crucial conversations about finances can significantly alter your economic perspective and future. In recognition of Financial Literacy Month, Skyler shares compelling stories and actionable insights on overcoming financial hurdles, from lifestyle creep to syncing with your partner on budgeting and savings. Learn the steps to financial freedom, the importance of starting financial education early, and strategies to enhance your financial well-being. Whether aiming to improve your savings plan, understand investment basics, or simply gain financial peace of mind, this episode offers invaluable advice and inspiration to navigate your financial journey confidently. Tune in now for an enlightening discussion that could transform your approach to money during Financial Literacy Month and beyond. Skyler Fleming is a personal finance podcast host. He hosts Money Talk with Skyler Fleming. A podcast dedicated to starting a conversation around money so we can all do better with money. He found a love for money when he was young and working in a call center for a credit union. He saw a lot of people go through some really hard financial times. He quickly learned more about money than he was ever taught just by helping other people. This helped him find his passion for helping teach other people about money. So that led to him become the host of Money Talk with Skyler Fleming. Where he spends time talking to experts and regular every day people about how manage and learn about finances.