Scott Osborn - Podcast Details

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$The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots The Backdoor Roth: A Powerful Strategy For High-Income Pilots📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/The “Backdoor Roth” might sound complicated - or even questionable - but it’s completely legal and incredibly powerful. In this episode, Scott demystifies how high-income earners can legally build tax-free retirement income using a simple, repeatable strategy. He explains income limits, the pro rata rule, and why small annual contributions can quietly grow into seven figures over time. If you’ve outgrown Roth contribution limits but still want tax-free growth, this is low-hanging fruit...

2026-02-1914 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Pilot Taxes: Tax Filing vs Planning (And Why It Matters)📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/Filing your taxes checks a box, but it doesn’t tell you if you’re leaving opportunities on the table. Scott breaks down the difference between simply getting a return done and having a long-term tax plan. You’ll also hear why timing, coordination, and follow-through matter just as much as accuracy. It’s a practical reminder that smart tax decisions rarely happen at the last minute and without proper planning.Here’s some of...

2026-02-1217 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots What to Expect When You Become A Financial Planning Client📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://retireairlines.com/pilot-retirement-toolkit/Most people know financial planning is important, but few really understand what happens after you say “yes” and become a client. Scott pulls back the curtain on his step‑by‑step planning process, specifically through the lens of pilots. You’ll get a feel for how he analyzes your situation and helps you follow through without getting bogged down in complexity. If you’ve ever wondered what happens behind the scenes when you hire a financial adv...

2026-02-0518 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Should Geopolitics Drive Your Investing?📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.htmlGeopolitical headlines are louder than ever- but should they influence your investment decisions? In this episode, Scott explains why reacting to global events, elections, or policy noise often does more harm than good. Using real-world examples, aviation parallels, and disciplined portfolio principles, Scott breaks down how investors can stay grounded, avoid emotional mistakes, and focus on long-term outcomes.Here’s some of what we discuss in this episode:

2026-01-2916 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Should Pilots Listen To Economists In 2026?📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.htmlAfter a year marked by volatility, uncertainty, and more than a few economic curveballs, it’s understandable if optimism doesn’t come easily. But at least one economist is arguing that the outlook for 2026 may be brighter than many people expect. Today, Scott breaks down the case for a stronger economy ahead- while also explaining why pilots should be cautious about letting economic predictions drive their financial decisions.Here’s some of...

2026-01-2220 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Trump Accounts: Free Money or Future Headache?📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.htmlA new government-backed savings account for kids is on the way, and on the surface, it sounds like a win. Free money, long-term investing, and a head start for the next generation. But once you look closer, Trump Accounts raise some questions. Scott walks through the pros, the trade-offs, and how to decide whether these accounts fit into your family’s broader plan.Here’s some of what we discuss...

2026-01-1516 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots 401(k) Contribution Limits for 2026: What Pilots Need to Know📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Wealthy Pilot Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.htmlA new year is the perfect time to revisit the numbers driving your retirement plan- and in this episode, Scott walks through the most important 401(k) updates pilots need to understand for 2026. From standard contribution limits to catch-up and “super catch-up” opportunities, Scott explains what’s changed, who it affects, and why contribution strategy matters just as much as contribution size. The conversation goes deeper into new rules requiring catch-up contributions to g...

2026-01-0816 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Year-End Financial Reflection & Planning For 2026📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Financial Flight Control Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.htmlAs the year comes to a close, it’s the perfect time to pause, reflect, and reset. Scott looks back on the wins, challenges, and lessons from 2025, both financially and personally, while setting the stage for smarter planning in 2026. Are you ready for the new year? Tune in to make sure you’re ending 2025 with clarity and heading into the next one with purpose.Here’s some of what we di...

2025-12-2314 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots United Airlines Cash Balance Plan: Allocating Your Contributions📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Financial Flight Control Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.htmlScott breaks down United Airlines’ cash balance plan for pilots and explains how it addresses overfunded 401(k) accounts. He covers how the plan works, the benefits of tax-deferred growth, and how to decide between the Cash Balance Plan and United’s HRA/RHA options. By the end of this episode, you'll better understand the pros and cons to help make the best choice for your retirement.Here’s some of w...

2025-12-1811 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots 2026 Key Planning Numbers Every Pilot Should Know📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Financial Flight Control Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.htmlAs the new year approaches, Scott breaks down the key planning numbers and contribution limits pilots need to understand before 2026 kicks off. This episode is all about checking your settings, updating your strategy, and making sure you’re taking advantage of every opportunity. As 2025 wraps up, now’s the perfect time to get ahead by making decisions for a tax-efficient future.Here’s some of what we discuss in this...

2025-12-1113 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots MBCB Plan for American Airlines: Should You Opt In or Not?📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Financial Flight Control Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.htmlScott breaks down the brand-new Market-Based Cash Balance Plan (MBCB) and what this decision means for American Airlines pilots hitting their 401(k) limits. The goal isn’t to push pilots one way or the other, but to help you understand what’s really at stake before that opt-in deadline hits on December 15th. If you’ve been staring at that email wondering what to do, this episode will give you clarity fast.

2025-12-0416 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Thanksgiving, Gratitude & Growing Wealth: Essential Pilot Financial Strategies📱 Get your customized planning started by booking a call: http://callosborn.com/ ✈️ Order your no-cost “Financial Flight Control Toolkit” today: https://keap.page/lde199/the-pilot-s-planner-toolkit.htmlGratitude has a way of grounding us, shaping our attitude, and influencing how we approach our financial lives. Discover how gratitude transforms not just our outlook, but our wealth. In this episode, Scott unpacks why a grateful mindset is key to building financial health, making confident decisions, and finding fulfillment in both work and life.Here’s some of what we discuss in this episode:🛫 Grat...

2025-11-2012 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Automating Savings Outside of 401k For a Smarter RetirementMost pilots automate their 401(k) savings without thinking about it, but what about everything outside that one account? Scott breaks down how to automate savings into the other tax buckets that will actually give you flexibility, control, and lower taxes in retirement. Discover why diversifying how and where you save could be the smartest way to unlock more financial options down the road.Here’s some of what we discuss in this episode:🤖 Automated Savings: why automation matters beyond the 401(k)⚖️ Tax vs. Income: balancing today’s pain with t...

2025-11-1316 min

NaturallyScott E29 Sophie Osborn — Feather Trails, Falcons & The Fight to Save Endangered Birds 🦅🌍Send us a textSophie Osborn never expected to spend her life saving birds. With degrees in French literature and international relations, she seemed destined for diplomacy — not a tent in grizzly country, hand-raising peregrine falcons on the edge of extinction.In this powerful and moving conversation with Scott Harris, Sophie shares her extraordinary path from the University of Pennsylvania to the wilds of Wyoming, Kenya, Hawaii, and the Grand Canyon — all chronicled in her acclaimed book Feather Trails: A Journey of Discovery Among Endangered Birds.🦅 In this episode...

2025-11-101h 27 $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Delta Pilots: Unlocking the Power of Your NQDC PlanIn this episode, Scott breaks down the Delta Non-Qualified Deferred Compensation (NQDC) plan, showing how it differs from a traditional 401(k) and how you can strategically use it to manage your taxes and retirement income. He explains the eligibility rules, contribution limits, and how to decide if this plan fits into your overall retirement strategy. By the end of the episode, you’ll have a clear understanding of both the benefits and risks, so you can make informed decisions for your financial future.Here’s some of what we discuss in this episode:✅...

2025-11-0612 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots The Market Is Scary Good. What Does That Mean For You?When the market feels unstoppable, it’s easy to wonder if now’s the time to invest or sit tight and wait for the next drop. In this episode, Scott explains what it really means when the market is “scary good” and how to stay grounded when emotions run high. Are you approaching retirement or just getting started? This episode will help you see through the hype and stick to your long-term plan.Here’s some of what we discuss in this episode:📊 Market Emotions: how excitement and fear drive poor decisions...

2025-10-3015 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Are Bonds Back? What Pilots Need To Know in 2025Bonds used to be the ‘boring’ part of a portfolio. They were considered safe, steady, and not very exciting. But with yields at multi-decade highs, a lot of people are asking: Is now the time to give bonds a bigger role in your investment strategy? Scott explains how to think about bonds in today’s market, the difference between owning debt and owning equity, and why the timing of when you’ll need your money matters most. Bonds can provide income, balance, and peace of mind, but they’re not one-size-fits-all. Before you ‘go all in,’ make sure the mix fits your...

2025-10-2314 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots 401(k) Misconceptions: What Pilots Need to Know About Taxes, Contributions & StrategyMost people know their 401(k) is key to retirement, but few understand how each account type affects their taxes and long-term flexibility. This episode breaks down the differences between pre-tax, Roth, and after-tax contributions, helping you see how each fit into your overall strategy. Scott also shares how small shifts today can lead to major savings later. Tune in to make sure you’re using your 401(k) to its fullest potential!Here’s some of what we discuss in this episode:💰401(k) Basics: What it really is and how it works🧾...

2025-10-1620 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Should You Have More Than One Financial Advisor?If having two financial advisors sounds like double the wisdom, think again. In this episode, Scott explains why splitting your money between multiple advisors can actually create confusion, gaps, and unnecessary risk in your financial plan. Using pilot and cockpit analogies, he breaks down how conflicting advice, overlapping investments, and missing coordination can lead to turbulence in your retirement strategy. Scott shares how one coordinated plan, one clear strategy, and one trusted advisor can bring the clarity and confidence your financial journey needs.Here’s some of what we discuss in this episode:💬 The c...

2025-10-0914 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots That Didn’t Age Well: Investment Predictions Gone WrongSome financial gurus love to predict doom and gloom, but what happens when their “I told you so” doesn’t actually hold up? In this episode, Scott takes a hard look at the loudest voices in the industry and why chasing their bold claims often leaves investors worse off.Here’s some of what we discuss in this episode:📰 Beware of fear-driven financial “gurus”📉 Predictions of collapse rarely pan out📊 Trust the data, not the noise⏳ Patience and discipline beat market timing🛡️ Building a plan rooted in evidence...

2025-10-0218 min

Scott Wood‘s Mixcast House Mix - ep 127 - Scott WoodBad Decisions (Original Mix) - Milton Jackson I Know You Dabbled (Original Mix) - Denats Funk 4 You (Re-Tide Extended Revision) - Re-Tide, Tape One Jackin Soul (Original Mix) - Simone D Jay Come to Me (Original Mix) - Darius Syrossian No Return (Extended Mix) - Steve Robinson (UK) Never Gonna Stop (Original Mix) - Smudged Soul Old School (Extended Mix) - NESI (ES) Real Deal (Hiast Remix) - Rory Northall Who'll Play It (Extended Mix) - Nick Siarom Detroit Ratchet City (Know-Tek-No Mix) - DJ Mes Shakin’ (Original Mi...

2025-09-271h 03

2025-09-271h 03 $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots The Truth About Downsizing in RetirementDownsizing in retirement often sounds like an easy decision, but it’s rarely that simple. In this episode, Scott breaks down some of the most common downsizing myths - like whether a smaller home really lowers monthly expenses - and explains why the numbers don’t always add up.Tune in for practical insights to help you weigh whether moving to a smaller home is truly the right choice for you. Here’s some of what we discuss in this episode:🏡 Downsizing doesn't always lower costs💰 Using home equity for debt or s...

2025-09-2517 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Are September & October Really Bad Months to Invest?September and October often get a bad rap in the investing world, but are they truly risky months? In this episode, Scott breaks down the truth behind these "turbulent" months. While data shows September's historical slight negative returns, it’s important to peel back the layers. If you're nearing retirement, it's crucial to understand the data and avoid knee-jerk reactions to monthly trends.Here’s some of what we discuss in this episode:📉 September’s performance: Is it as bad as it seems? 📊 Data vs. headlines: Making informed decisions💰 The impact of st...

2025-09-1815 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots How To Catch Up If You're Late To The Retirement Party?Falling behind on retirement savings can feel overwhelming, especially if you’re only just hitting your financial stride in your 30s, 40s, or even 50s. In this episode, Scott tackles the big question: How do you catch up if you feel late to the retirement party? From military pilots transitioning into airlines to career changers carrying student loans, many people wonder if they’ve missed their window to build a stronger nest egg. The good news? With the right strategy, time, and income, you can still get on track.Here’s some of what we discuss in thi...

2025-09-1119 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots College or Retirement? Why Many Parents Are Sacrificing Too MuchAccording to a recent survey, the emotional and financial burden of paying for college often exceeds expectations. And it’s affecting everything from retirement plans to mental health. In this episode, Scott unpacks what families are really facing and how to make smarter decisions that won’t derail your own future.Here’s some of what we discuss in this episode:💰 Why pausing retirement savings can be a costly mistake🎓 The cost of college vs. return on investment👨‍👩‍👧 New survey data on parents’ sacrifices🔧 Alternatives like trades, scholarships, and CCP programs...

2025-09-0419 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Are You Wealthier Than You Think? 5 Wealth-Building Habits for PilotsMost people don’t feel wealthy. But what if your day-to-day habits are quietly building serious financial strength? A recent article from Kiplinger outlined five surprising signs that you might be richer than you think. And none of them involve yachts or private jets. In this episode, Scott analyzes the habits that signal real, lasting wealth and what to do if you are (or aren’t) on the right track.Here’s some of what we discuss in this episode:💰 Emergency funds: your safety net for life’s surprises⚖️ The importance of living below...

2025-08-2816 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Pilots: Can You Pass This Retirement Planning Quiz?The kids may be heading back to class, but it’s not a bad time for adults to hit the books too, especially when it comes to retirement. So, let’s test your knowledge with a quick financial pop quiz and see how ready you really are.Here are the quiz questions for today:📝 At what age do you get full Social Security if born after 1960? 📝 Max IRA contribution for those 50+ in 2025? 📝 Which retirement account requires RMDs? 📝 What does the 4% rule mean in retirement planning? 📝 True or False: Target Date Funds are always t...

2025-08-2118 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Top 3 Rental Property Mistakes Pilots Should AvoidThis week, Scott sits down with Jason Watson from WCG CPAs and Advisors to talk about the top 3 mistakes high-income pilots should avoid when investing in rental properties. As pilots and other high earners look for ways to diversify their income beyond their primary careers, rental properties offer a powerful path to building lasting wealth- if you approach it the right way.Here’s some of what we discuss in this episode:🛫 Why pilots’ schedules make rentals a uniquely attractive investment📉 The #1 misconception about rentals as a tax-saving strategy🏠 Short-term re...

2025-08-1429 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots The 7 Deadly Investment Sins (Pt. 2) Fear, Greed & ImpatienceWe’re back for Part 2 of the “7 Deadly Sins of Investing,” and these final three may be the hardest to overcome, because they’re not technical; they’re emotional. Scott explores how fear, greed, and impatience can quietly creep into our financial decisions and derail long-term success. These aren’t just feelings; they’re patterns that lead to poor timing, unnecessary risk, and abandoning a perfectly good plan.Here’s some of what we discuss in this episode:🛣️ How emotional reactions pull people off track😵‍💫 Why fear leads to bad financial decisions🎰 Greed often...

2025-08-0712 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots The 7 Deadly Sins of Investing (Pt. 1) – Market Timing, Diversification Mistakes & MoreWe’re kicking off a special two-part series on the “7 Deadly Sins of Investing.” In this first installment, Scott unpacks four of the biggest behavioral missteps investors make, especially when emotions run high or market headlines dominate the news. If you're over 50 and starting to think seriously about protecting your nest egg, this is one episode you won’t want to miss.Here’s some of what we discuss in this episode:🌪️ Why market timing usually backfires🧺 The trap of owning “too much” of everything🚫 How overconfidence could lead to under-diversification ...

2025-07-3114 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Investing During All-Time Highs: Strategies For SuccessThe market’s hitting record highs, but does that mean it’s too risky to invest right now? In this episode, Scott breaks down what all-time highs actually mean for long-term investors. You’ll hear how short-term fear often leads to poor decisions and why zooming out can help you stay grounded.Here’s some of what we discuss in this episode:📈 Why investing at all-time highs isn’t as scary as it seems⏳ Why time in the market beats timing the market📉 What short-term pullbacks really mean for long-term gains

2025-07-2412 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Financial Advisor Reacts To Dave Ramsey’s 9-Step Retirement PlanDave Ramsey is one of the most recognized voices in personal finance. His 9-step retirement plan is simple, direct, and built for mass appeal. But is it really the best path for your retirement? You'll hear where Scott agrees, where he diverges, and what every pilot needs to know about balancing tax strategies, health care costs, and when to bring in an advisor. Here’s some of what we discuss in this episode:🚨 What mass-market advice misses + how intentional planning can change your retirement📊 Why 15% retirement savings isn’t a one-size-f...

2025-07-1728 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots The Big Beautiful Bill Breakdown: What It Means For YouThe Big Beautiful Bill (BBB) is here, and with it comes tax updates that could shape your financial strategy for years to come. In this episode, Scott and Marc break it all down in clear, practical terms: what stays, what changes, and what it means for pilots, high earners, and retirees alike. But here’s the catch: many of these changes are temporary, so smart planning now could make a big difference later.Here’s some of what we discuss in this episode:🧠 Taking advantage of today’s low tax rates while they last ...

2025-07-1016 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots 5 Types of Independence Every Retiree NeedsAs we celebrate the Fourth of July, this episode explores what independence truly looks like in retirement, beyond fireworks and freedom. Scott dives into five core areas of independence that every retiree (or future retiree) should be aiming for as they prepare for life after work. It's not just about having enough money, but having control, peace of mind, and a plan that works.Here’s some of what we discuss in this episode:📆 Retiring on your schedule, not because you have to 💰 Ditching debt and covering fixed expenses 🚫 Minimizing fe...

2025-06-2621 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Smarter Estate Planning: Why You Need a Plan NowEstate planning is something we all know we should do, but it’s often pushed to the bottom of the list. In this episode, Scott shares a heartbreaking real-life story: a close friend’s brother died suddenly at 42. Recently divorced, with two young sons and no estate plan in place, the aftermath was a painful legal tangle. It’s a tragic example of what happens when planning is left undone, and how the people you love end up bearing the weight.Listen in as Scott talks through the essentials of estate planning – from why a simple will isn’t en...

2025-06-1920 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Retirement Breaking News: The 4% Rule Gets a Makeover?The 4% rule gets talked about like gospel in retirement planning. But let’s be honest, it’s always been more of a rough guess than a golden rule. Now, its original creator is revising it to 4.7%. So, does that mean your retirement paycheck just got a raise, or is this just another headline that oversimplifies a complex decision?Here’s some of what we discuss in this episode:📏 Why the 4% rule became the “default” retirement planning guide🔍 What the 4.7% update really means (and doesn’t mean)🖩 Why drag-and-drop spreadsheets can create false conf...

2025-06-1219 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots The Lazy Way to Retire? Let’s Talk Target-Date FundsTarget-date funds just passed $4 trillion in assets. They’re now the default investment in many 401(k)s, and millions of Americans are using them without really understanding how they work. So, are they a smart choice… or just the easiest one? Here’s some of what we discuss in this episode:🧭 Why defaulting to a target-date fund could misalign with your goals📉 How these funds reduce risk—but possibly too early or too much⚠️ The hidden costs and risks that go beyond fees🎯 What to do instead if you're ready for mo...

2025-06-0517 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots 5 Ways Wishful Thinking Can Damage Your RetirementA little hope is good for the soul, but when it comes to retirement planning, wishful thinking can lead to serious financial mistakes. Today, Scott’s walking through five common examples of wishful thinking that can quietly damage your retirement, and how you can build a plan that protects your future instead of relying on luck.Here’s some of what we discuss in this episode:🧾 A major tax myth you need to face🏠 Does cost of living ever drop?⚠️ The dangers of DIY Planning🎢 Market return assumptions that...

2025-05-2920 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Why Type A Investors Should Probably Do LessToday, we’re talking about Type A personalities. If you’re driven, competitive, and goal-oriented, then you’re part of the club that often struggles during difficult markets. When things get tough, your instinct is to work harder, push more, and fix the problem. But in investing, that instinct can sometimes backfire. In this episode, Scott breaks down the challenges Type A investors face when market volatility strikes and why a high-performance mindset doesn’t always translate into better investment results. Here’s some of what we discuss in this episode:💼 Why Type A trai...

2025-05-2215 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Am I Saving Too Much For Retirement?We’ve all heard that Americans don’t save enough for retirement, but what if the opposite is true for you? Can you save too much? In this episode, Scott tackles a surprising but important question raised by a listener: “Are we over-saving at the expense of living now?” As an airline professional, it can be easy to feel like you’re doing too little, or maybe even too much. This conversation helps you find the balance.Here’s some of what we discuss in this episode:💸 Can you save too much for retirement?...

2025-05-0818 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Are We Headed Towards a Recession? How to Prepare YourselfRecession fears are back in the headlines, but should they be back in your financial plan, too? We’re in the middle of earnings season and data is coming in, so Scott will tackle the question: Are we heading for a recession? With shrinking GDP, rising inflation, and uncertain interest rate moves by the Fed, we’ll try to decipher what the latest economic signals really mean and discuss how investors should think about their portfolios right now. Here’s some of what we discuss in this episode:📉 What GDP shrinkage really mean...

2025-05-0114 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Retirement Lessons From The Masters (Part 2)In part two of this special Masters series, Scott takes us to the “back nine”- the final stretch of retirement planning where pressure builds and smart decisions matter most. From avoiding risky plays in your 50s and 60s to understanding how emotions can derail your strategy, Scott lays out what it really means to finish strong.Here’s some of what we discuss in this episode:⛳ Why “Amen Corner” = age 50+ in your financial life🎯 Avoiding the urge to overcorrect under pressure🧠 Discipline vs. emotion in your investment decisions📉 Why playing...

2025-04-2415 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Retirement Lessons From The Masters (Part 1)The Masters is a beautiful reminder of just how much strategy, patience, and long-term focus goes into a great round of golf. Turns out, retirement works a lot like the game. Today, we’re teeing up a few key lessons from the course and how they translate into smarter planning for your financial future.Here’s some of what we discuss in this episode:⛳ What golf teaches us about investing⚠️ Avoiding overconfidence after short-term wins📉 Why steady strategy beats risky moves🏌️‍♂️ Diversification = using every club in your bag🛠️ The value o...

2025-04-1412 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Liberation Day: Is 2025 A Bad Time To Retire?Plenty of people have concerns about stock market volatility, a potential recession on the horizon, and fears for the economy amidst federal layoffs and tariffs. What if you’ve had 2025 marked on the calendar for a while as the year you plan to retire? Is this a bad time to do it?Here’s some of what we discuss in this episode:0:00 – Intro2:08 – Headline response to market3:49 – Sequence of returns risk6:19 – Different market sectors8:07 – The tendency to chase performance9:36 – Investor sentiment and diversification Resources...

2025-04-0314 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Infinite Banking: The Smarter Way to Build WealthWhat if you could become your own banker and take control of the way you finance your life? Today we’re excited to welcome on Brian Moody and Hans Tooey of Remnant Finance to explore the Infinite Banking Concept- a financial strategy designed to help you protect, save, and grow your wealth without relying on traditional banks.Here’s some of what we discuss in this episode:0:00 – Intro1:00 – Background on our guests4:50 – The Infinite Banking concept13:25 – Flipping financing 22:03 – Controlling the banking function25:07 – Different types of insuranc...

2025-03-2052 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots How Side Gigs Impact Your Retirement PortfolioThinking about starting a side gig? Many pilots explore side hustles like real estate or passion projects, but how do these extra income streams impact retirement planning? Are there tax advantages you should be taking advantage of? And how can you ensure your side hustle is working for you, not creating extra stress?In this episode, Scott breaks down the impact of side gigs on your long-term financial plan. We’ll discuss the most common side hustles for pilots, the tax benefits of structuring them properly, and why having multiple income streams can be a game changer fo...

2025-03-1311 min

Remnant Finance - Infinite Banking (IBC) and Capital Control Your Money, Your Control: The Infinite Banking Revolution with Scott OsbornWhat if you could become your bank, take control of your capital flow, and redirect the 34.5% of income most Americans lose to financing costs back into your pocket?In this special episode, Scott Osborn sits down with Brian and Hans to discuss the infinite banking concept - a strategy that could transform your thoughts about money, savings, and building wealth.They bring unique perspectives as current and former pilots who have discovered a powerful alternative to traditional banking and investing methods. Their journeys reveal how taking control of your banking function can create multi-generational wealth...

2025-03-0752 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Do Smart Investors Need a Financial Advisor?If you’ve spent years successfully managing your own investments, do you really need a financial advisor? Scott works with a lot of highly skilled, intelligent professionals. So, for someone like this, is working with an advisor just an extra expense, or could it actually add real value?In this episode, we break down when and why even experienced investors might benefit from professional guidance and when they’re probably fine on their own. Here’s some of what we discuss in this episode:0:00 – Intro1:21 – Defining what an advisor is4...

2025-03-0613 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots What Do Proposed Tariffs Mean For Your Portfolio?The day President Trump took office, he announced plans to implement a 25 percent tariff on goods from Mexico and Canada. Additional tariff conversations have exploded since that day. How might this impact your personal finances and the economy?In this episode, we’ll take a closer look at the backstory of tariffs- what they are, why governments impose them, and the historical context of them. We’ll also break down the new tariffs that have been introduced, their potential impact on everyday people, and what you can do to navigate this shifting financial landscape.Here...

2025-02-2710 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Money Questions Every Couple Needs To DiscussValentine’s season is all about love, but let’s be honest, money plays a huge role in any relationship. Whether you’ve been together for decades or are just starting out, financial stress can put a strain on even the strongest partnerships. So, how do you talk about money without killing the romance?In today’s episode, we’re looking at the questions every couple should ask about finances and retirement. Here’s some of what we discuss in this episode:0:00 – Intro1:25 – Keeping financial peace between couples3:57 – Balancin...

2025-02-2014 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Need Cash Fast? The Best (and Worst) Ways for Pilots to Borrow MoneyWhether it's for a home remodel, a major purchase, or just to cover unexpected expenses, where should you turn for cash when you need it? In today’s episode, Scott breaks down the three primary avenues for obtaining cash: 401(k) loans, Home Equity Lines of Credit (HELOCs), and personal loans. We’ll explore the pros and cons of each option and what pilots should keep in mind before borrowing. As always, be sure to consult a qualified professional for guidance on your specific situation. With the right knowledge and planning, you can navigate big financial moves with confi...

2025-02-0609 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Should You Own Airline Stock?Should you own airline stock? With the airline industry experiencing a rollercoaster of performance this past year alone, it’s an interesting question to discuss. In this week’s episode, Scott and Marc explore the complexities of investing in airline stocks and how emotional biases can influence investment decisions. Here’s some of what we discuss in this episode:0:00 – Intro2:24 – Company bias and emotional investing6:47 – Diversification and long-term investing10:01 – Final thoughtsUnited Airlines' Holdingshttps://www.barrons.com/market-data/stocks/ual/research-ratingsResources...

2025-01-3012 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots What Pilots Should Do With Their Profit-Sharing BonusDelta’s record-breaking $1.4 billion profit-sharing payout for 2024 has employees buzzing, with many set to receive an average of five weeks’ pay as their share. If you’re a pilot benefiting from this bonus, what’s the best way to put it to good use?Join Scott and Marc as they explore how to strike the right balance between celebration and strategic financial planning. From bolstering emergency funds to maxing out 401(k) contributions early in the year, they share practical steps to make the most of your windfall. Here’s some of what we discuss in this epi...

2025-01-2310 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Fiduciary Failure? Lessons From the American Airlines ESG LawsuitIn this episode, Scott and Marc chat about a recent lawsuit filed by an American Airlines pilot, which challenged the integration of ESG criteria into the company’s 401k plans. This opens up a wider discussion about the importance of transparency and fiduciary responsibility in retirement planning.Listen in as Scott explains the difference between fiduciary and suitability standards and why understanding this could help you make more informed investment choices. Tune in for practical insights on how to get the most out of your 401(k) plan, whether you're a pilot or not!Here’s so...

2025-01-1609 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Additional Places to Save Beyond Your 401(k) in 2025We’ve all heard about the importance of contributing to a 401(k) for retirement. But is it really enough on its own? For some, maybe it is, but it’s always wise to explore other options and keep an open mind.In this episode, Scott dives into a range of strategies that could help you build wealth for retirement, from Roth IRAs and the "backdoor" Roth to life insurance, real estate investments, and tax loss harvesting. Here’s some of what we discuss in this episode:0:00 – Intro1:05 – Figuring out how much yo...

2025-01-0912 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Where Pilots Should Contribute Their Earnings In 2025In this episode of the Wealthy Pilots Podcast, Scott Osborn breaks down where to contribute your money in 2025. Learn why diversifying your savings across Roth, tax-deferred, and taxable accounts can help you retire with more flexibility and fewer tax headaches. Discover simple tweaks that can make a big difference for your future—whether you’re just starting or already maxing out your 401(k).Here’s what you’ll learn on this episode:•The importance of diversifying retirement savings across different tax buckets (Roth, tax-deferred, taxable) to mitigate future tax rate increases•The benefits of...

2025-01-0211 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots United Airlines Pilots Reject Their 2024 Contract?In this episode of The Wealthy Pilot's Podcast, we discuss recent developments in market-based cash balance plans within the airline industry, focusing on United Airlines pilots’ rejection of their proposed 2024 contract. Scott and Marc break down how these unique retirement plans work and why pilots are concerned about their long-term financial benefits.They also explore the trade-offs between opting into market-based cash balance plans versus taking the money upfront and investing it independently. Tune in for valuable insights into these plans and what pilots should consider when deciding on their retirement strategies.Here’s some...

2024-12-2610 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots What Fed Rate Cuts Could Mean for Your Finances in 2025In this episode of The Wealthy Pilot's Podcast, Scott and Marc break down the latest Federal Reserve rate cuts and explore what they mean for the economy, businesses, and financial planning. With interest rates on the decline, they discuss how this could impact mortgage affordability in 2025 and why large companies are likely to make more aggressive investments. They also dive into the potential opportunities these rate cuts present for investors. Throughout the conversation, Scott and Marc talk about the importance of diversification, tax strategies, and proactive financial planning in navigating this shifting economic landscape. Tune in to u...

2024-12-1911 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots End of Year Financial Planning for Airline PilotsAs the year draws to a close, it's the perfect time to take a step back and review your financial planning. In this episode, Scott discusses important year-end strategies to help you optimize your finances before December 31. He covers key topics like Roth conversions, tax loss harvesting, HSA contributions, and other essential tasks that could make a big impact on your financial situation.Plus, Scott offers a look ahead to 2025, with insights into changes in tax brackets, contribution limits, and how strategic adjustments today can set you up for a more secure financial future. Tune in for...

2024-12-1218 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Protecting Your Finances During Airline TurmoilIn this episode of The Wealthy Pilots Podcast, Marc and Scott dive into the current state of the airline industry and chat about both the challenges and successes some airlines are facing. From record travel numbers to struggling airlines like JetBlue and Spirit, they discuss how rising fuel costs and labor issues are affecting profitability. With larger airlines doing well, smaller regional carriers are left to fight for better contracts and compensation. Whether you’re dealing with furloughs or enjoying high earnings, Scott shares valuable insights on how to plan for both the good and the bad tim...

2024-12-0510 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Got A Side-Hustle? Make Sure You Learn About BOIR E-FilingIn Scott’s line of work, it’s common to see pilots who are juggling a side hustle or business. That’s why this week, we’re diving into the Beneficial Ownership Information Report (BOIR), part of the Corporate Transparency Act (CTA). What is it, why does it matter, and how does it impact pilots and their side hustles?Join us as Scott breaks down the penalties for non-compliance and what you need to do to ensure you’re squared away before the January 1 deadline. If you’re a pilot balancing a career in the cockpit with an LLC on th...

2024-11-2112 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Post-Election Check In: Talking TCJA, DOGE, Tariffs & MoreElection season has finally come to a close and we’re turning our focus to the potential impacts on the economy and financial planning in the coming years. While many of the proposed changes are still in the early stages and subject to change, today’s episode dives into some of the major topics that could shape 2025 and beyond. From tax policy to corporate strategies, it’s time to start thinking ahead.Here’s some of what we discuss in this episode: 0:00 – Intro0:38 – A Tax Cuts and Jobs Act extension?4:06 – The...

2024-11-1414 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots What Elections Mean For TaxesElection week 2024 is upon us, so today, we’re taking a close look at what political shifts could mean for taxes and your overall financial strategy. With the national debt skyrocketing to $36 trillion, the results of this election could significantly influence future tax policies. Join us as we explore the differing approaches to taxation from the two major political parties and how these changes might shape the economic landscape in the years ahead.Here’s some of what we discuss in this episode:0:00 – Intro2:16 – The tax implications of this election6:07 –...

2024-11-0714 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Do Elections Really Impact Your Investments?Halloween isn't the only thing spooking people this week. With the election just days away, many investors are wondering how this season will impact their portfolios. So in today’s episode, we’re going to spend some time talking about the impact of political shifts on the stock market. Here’s some of what we discuss in this episode:0:00 – Intro3:39 – Not letting politics influence your investment decisions 6:53 – External factors that will impact the market9:16 – Procrastinating investment decisions12:35 – Building a retirement plan that works in any environment

2024-10-3116 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Career Contingency Strategies for PilotsIn the world of aviation, pilots are trained to handle unexpected challenges like turbulent weather or technical malfunctions. Yet, one area that often gets overlooked is planning for potential setbacks in their own careers. In today’s episode, we’re discussing strategies to help pilots stay prepared for unexpected career disruptions.Scott and Marc focus on two major areas of concern for pilots: furloughs and the loss of a Class 1 Medical Certificate. By dedicating just a short amount of time to think through these potential scenarios, you can ensure you’re prepared for any possibility.Here...

2024-10-2414 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Disability & Long-Term Care Planning for PilotsAs we continue our discussion on contingency planning, today's focus shifts to disability and long-term care. Disability insurance is a vital component of a pilot's financial strategy. Given the unique nature of their profession, pilots face specific risks that can impact their ability to work. It’s important for them to ensure their income is adequately protected, especially in the event of unforeseen circumstances.Long-term care is another critical area that many overlook until they are nearing retirement. The costs associated with long-term care can be staggering, and without proper planning, they can quickly deplete one’s life...

2024-10-1711 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Contingency Planning- Creating Your “When I Die” PlanHaving both an “if I die young” and a “when I die” plan is something we all need. In this week’s episode of the Wealthy Pilots Podcast, Scott and Marc discuss an often avoided but essential topic: contingency planning. While it might not be the most enjoyable conversation, it's one that can’t be ignored. Tune in as we discuss the importance of having a comprehensive strategy in place, particularly for pilots and families with young children. From determining the right life insurance coverage to preparing a “when I die” binder, we’ll share tips to make things easier...

2024-10-1013 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots What Is Contingency Planning? (And Why It’s Important!)In life, not everything goes according to plan. Whether you're flying a plane or managing your finances, unexpected challenges can arise at any moment. That’s why it’s so important to have a plan for when things go wrong.In today’s episode, we’re talking about contingency planning- what it is and why it’s important for your financial life. We'll explore how being prepared for the unexpected can help you maintain control and confidence in your financial decisions. If things take an unexpected turn, will you be ready? Here’s some of what we di...

2024-10-0312 min

Scott Wood‘s Mixcast House Mix / October 2024 / Scott Wood mix 107[00:05] Dam Swindle - Hang On (Original Mix) [04:07] Barney Osborn - Fresh Grooves (Original Mix) [07:40] Harry Romero - The Monk (Original Mix) [12:55] Cezar Touch - Essence Of Sex (Ed The Spread Remix) [17:25] Teddy Wong - You Like It Like That (Original Mix) [20:43] Ed The Spread - Revenge Of The Frog (Original Mix) [25:19] Laurence Guy - Music To Make You Feel Feelings (Original Mix) [27:55] Argy, TMB - Who Made Who (Jerome Sydenham Remix) [31:09] SM ONE - Laid Back (Special Request Remix) [34:09] Tommy Vicari Jnr - FOUR POINT EIGHT REVISITED (Original Mix) [36:44] Chemars, Carlo Caldarer...

2024-09-3054 min

2024-09-3054 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Tax Prep Vs Tax Planning: What’s The Difference?Most of us think about taxes once a year, around April 15th. We gather our documents, either to do it ourselves or hand them over to a CPA. This is tax preparation- looking back at the past year, compiling necessary forms, and filing your taxes.Tax planning, on the other hand, is a proactive strategy. It involves looking ahead and making decisions that will minimize your tax liability in the future. Join Scott and Marc as they discuss how effective tax planning can create significant financial advantages for high-earning pilots. Here’s som...

2024-09-2611 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots What You Need To Know About Fed Rate Cuts (Sept 2024 Update!)As of yesterday, the Federal Reserve announced a larger-than-expected interest rate cut of 50 basis points, surprising many who anticipated a smaller 25-point reduction. Scott has had several clients reach out to him about this unexpected move. So in today’s episode, we’ll talk about the implications of this decision, especially for those nearing retirement or facing major financial decisions.Here’s some of what we discuss in this episode:0:00 – Intro2:14 – Chatting with David Walker4:14 – What do interest rates mean to the public?7:04 – Maintaining a sound economic...

2024-09-1914 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Dealing with Market VolatilityIf you’ve ever flown on a plane, you’ve likely experienced some turbulence along the way. While it’s an uncomfortable feeling, in most cases, it often doesn't significantly impact the overall journey. Similarly, market volatility is a natural part of investing, but it doesn’t have to derail your plan.Here’s some of what we discuss in this episode:0:00 – Intro2:14 – Making adjustments along the way4:40 – Staying the course despite turbulence7:22 – Getting better investment performance over time8:51– It’s vital to have a plan

2024-09-0513 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Tax Planning: 401k Vs Roth 401kTax planning might not be the most exciting topic, but it's certainly an important one. In this week’s episode, Scott and Marc chat about the differences between traditional 401ks and the increasingly popular Roth 401k when it comes to taxes. For pilots, the 401k is often the largest wealth-building tool, so it’s very important to understand how to navigate them and how they could affect your taxes now and in the future. Here’s some of what we discuss in this episode:0:00 – Intro1:09 – Sub-accounts in a 401k3:45 – Advantages o...

2024-08-2912 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Understanding Interest Rates and Stock InvestmentsThis week on the Wealthy Pilot’s Podcast, we’re focusing on interest rates and their impact on the stock and bond market. With recent fluctuations in the market and potential rate changes on the horizon, it's crucial to understand how these factors can affect your financial strategy, especially for those nearing retirement.Stay tuned as we break down how interest rates impact various sectors and the historical effects of rate cuts on the stock market. We’ll also discuss the importance of having a diversified investment strategy, especially in volatile markets. Here’s some of...

2024-08-2210 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Election Cycles & Your Investments: What Pilots Need to KnowElection years can stir up uncertainty, especially in the financial markets. But how should pilots, with their unique financial situations, navigate this turbulence? Stay tuned as Scott and Marc dive into the effects of election cycles on investing, finance, and retirement planning.Here’s some of what we discuss in this episode:0:00 – Intro0:38 – The stock market’s volatility5:08 – Staying invested through political changes7:07 – Being intentional with long-term decisionsResources:Our website: https://retireairlines.com/ Phone: (419) 314-4139

2024-08-1510 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Traditional vs. Roth IRA: What You Need To Know!Many people default to Traditional IRAs or 401(k) plans simply because it's the path of least resistance. But is this always the best strategy for your long-term financial picture? In this week’s episode, Scott will cover the differences between traditional and Roth IRAs. Stay tuned as he helps you understand the basics and breaks down some of the long-term tax implications to keep in mind. Here’s some of what we discuss in this episode:0:00 – Intro1:49 – Traditional Vs. Roth2:42 – The importance of strategic tax planning6:40 – Why...

2024-08-0110 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Investing 101 For Pilots!This week on The Wealthy Pilots Podcast, we're diving into one of the key components of a solid financial strategy: investing. We'll be discussing the unique challenges and opportunities pilots face when it comes to managing their investments and more with Scott Osborn, the Pilot’s Planner. Here’s some of what we discuss in this episode:0:00 – Intro0:40 – DIY planning vs working with an advisor6:20 – Self-directed brokerage accounts10:00 – Main tenets of a good investment planResources:Our website: https://re...

2024-07-2513 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Navigating The Financial Red ZoneHave you ever heard of the financial red zone? This is the crucial window spanning the last ten years before retirement and the first five years after. Mistakes made during this period can have long-lasting repercussions, potentially derailing your retirement plans. Tune in as Scott explains why this 15-year period is so critical and shares valuable insights on navigating it effectively!Here’s some of what we discuss in this episode:0:00 – Intro0:37 – What is the financial red zone?2:20 – Why is this period so important?5:16 – Some common mistakes in the red...

2024-07-1909 min $The Wealthy Pilot\'s Podcast: Financial Flight Controls for Today\'s Commercial Airline Pilots$

The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline Pilots Welcome To The Wealthy Pilot's Podcast!Welcome to The Wealthy Pilot’s Podcast with Scott Osborn, a seasoned retirement coach at Patriot Wealth Planners and an esteemed 18-year Army veteran. Working closely with pilots from various backgrounds, Scott understands the unique challenges they face. His mission is to help pilots navigate challenges, avoid common mistakes, and adopt best practices for financial success.So, what can you expect from the Wealthy Pilot’s Podcast? Tune in to find out more!Here’s some of what we discuss in this episode:0:00 – Intro0:44 – Why The Wealthy Pilot’s podcast?...

2024-07-1911 min

Leaving The Job: The Premier Financial Podcast for Firefighters To Pay Off The House Or Not To Pay Off The HouseTo pay off the house or not to pay off the house before retirement... that is the question we're focusing on in today's episode. We'll discuss the mathematical and emotional aspects of this decision, considering current interest rates and market conditions. Additionally, we'll explore the pros and cons of downsizing, managing rental properties, and some of the complexities of passing on a home to heirs. Contact Scott:419-482-8051www.RetireFirefighter.comBook a 15-minute introductory call with Scott at www.CallOsborn.com

2024-05-3019 min

Leaving The Job: The Premier Financial Podcast for Firefighters Like A Hair In A Biscuit: Chatting About Investing BehaviorIf you're from the South, you might be familiar with the saying, "Hangin' in there like a hair in a biscuit." While this phrase might make you chuckle (or grimace) it perfectly sets the stage for a discussion on investment behavior and financial decision-making. Stay tuned as Scott talks about the importance of sticking to a plan and covers the "seven deadly behavioral sins" that investors often make and how to avoid them.Contact Scott:419-482-8051www.RetireFirefighter.comBook a 15-minute introductory call with Scott at www.CallOsborn...

2024-05-1615 min

Leaving The Job: The Premier Financial Podcast for Firefighters Year-Round Tax Planning Strategies for FirefightersTax planning might not be the first thing on your mind now that April 15 has come and gone, but according to Scott, it should be a year-round endeavor- especially for firefighters. Learn how to approach tax planning with a strategic mindset, ensuring you're not caught off guard when retirement comes knocking. Scott talks about diversifying your tax buckets, navigating Roth conversions, building tax efficiency into your retirement plan, and more!Tax Checklisthttps://taxchecklist.thepilotsplanner.com/Contact Scott:419-482-8051www.RetireFirefighter.com

2024-05-0217 min

Leaving The Job: The Premier Financial Podcast for Firefighters What Is Deferred Retirement Option Planning (DROP)?In today's episode, we're going to talk about Deferred Retirement Option Planning (also known as DROP). Scott is here to break down the fundamentals, discussing how it works and its potential advantages for firefighters. He'll also discuss some of the mistakes he sees individuals make when navigating DROP and key considerations to keep in mind. Contact Scott:419-482-8051www.RetireFirefighter.comBook a 15-minute introductory call with Scott at www.CallOsborn.com

2024-04-1815 min

Leaving The Job: The Premier Financial Podcast for Firefighters Healthcare Planning for Retiring FirefightersIn today's episode, we're focusing on one of the most pressing concerns facing retiring firefighters: healthcare planning. We'll explore the intricacies of healthcare decision-making post-retirement and share how comprehensive planning can help you navigate this transition with confidence. Join us as we discuss insurance coverage, common healthcare-related expenses, preparing for long-term care needs, and more.Contact Scott:419-482-8051www.RetireFirefighter.comBook a 15-minute introductory call with Scott at www.CallOsborn.com

2024-04-0415 min

Leaving The Job: The Premier Financial Podcast for Firefighters A Firefighters' Guide to Investment PlanningWe're tackling the world of investment planning in this week's episode. From prioritizing saving and investing to managing risk and navigating investment fees, Scott provides invaluable insights tailored to the unique needs of firefighters. Tune in as he shares practical strategies and expert insights on what it looks like to build a resilient retirement plan that stands the test of time.Episode Resources:https://www.businessinsider.com/forgetful-investors-performed-best-2014-9Contact Scott:419-482-8051www.RetireFirefighter.comBook a 15-minute introductory call with Scott at www.CallOsborn...

2024-03-2115 min

Leaving The Job: The Premier Financial Podcast for Firefighters Building a Robust Income PlanIt's been said that if you don't have an income plan, you don't have a retirement plan. In this episode, we chat about the key components that need to be accounted for in a robust income plan for firefighters. Join us as we discuss topics like Social Security maximization, inflation, managing income and expenses, planning for a surviving spouse, and more. Get ready for valuable insights on building a comprehensive income plan that stands the test of time.Contact Scott:419-482-8051www.RetireFirefighter.comBook a 15-minute i...

2024-03-0722 min

Leaving The Job: The Premier Financial Podcast for Firefighters Retirement: Ready Or Not, Here It ComesAre you nearing “retirement age”? If so, let’s explore that pivotal question you’ll soon face: Should you retire or continue working? We’ll unravel the intricacies of this decision, addressing both financial and emotional aspects, and help you find out if you’re truly ready to retire.Contact Scott:419-482-8051www.RetireFirefighter.comBook a 15-minute introductory call with Scott at www.CallOsborn.com

2024-02-1518 min

Leaving The Job: The Premier Financial Podcast for Firefighters The Financial RedzoneHave you ever heard of the "financial redzone?" This is the critical period that spans from the last 10 years before retirement and the first 5 to 10 years after. In this episode, Scott and Marc will cover why having a comprehensive plan during these years is so important and explore some common mistakes people make while in the financial redzone. Contact Scott:419-482-8051www.RetireFirefighter.comBook a 15-minute introductory call with Scott at www.CallOsborn.com

2024-02-0122 min

Leaving The Job: The Premier Financial Podcast for Firefighters Getting To Know Scott Osborn & The Premier Financial Podcast for FirefightersAre you a firefighter nearing retirement and seeking guidance? Tune into Leaving The Job: The Premier Financial Podcast for Firefighters.Join Scott Osborn, a seasoned retirement coach and Army veteran, as he delves into the unique challenges and opportunities firefighters face in retirement planning. In our inaugural episode, get to know Scott, his journey, and how his personal experiences shaped his approach to financial coaching. Discover strategic advice, inspiring stories, and the path to a confident retirement.Don't miss this engaging and informative conversation, perfect for those dedicated to serving others. Listen now to embark...

2024-01-2318 min

What Is Music?: A Music Podcast About Arctic Monkeys Analysing Radiohead with Brad OsbornAdam sits down with Associate Professor of Music Theory and affiliated faculty in American Studies at the University of Kansas, Dr. Brad Osborn, to talk about his book, Everthing In Its Right Place: Analyzing Radiohead.They talk about their experiences of music in general, the different ways to listen ot music, musical analysis, and pick out some Radiohead songs that best fit Brad's theory that "Radiohead’s music exhibits a musical Goldilocks zone, presenting the listener with myriad surprises while at the same time satisfying a number of expectations inherited from both popular an...

2023-06-121h 11

Joy and Conversation Welcome to the Hotel Cubana In this episode, we return to Jewish Cuba and learn about a family who is bringing kosher accommodations and humanitarian aid to the island. We speak to Cindy White who operates Chateau Blanc alongside her brother Scott Berenthal and a team of dedicated staff in Cuba. Cindy and Scott are the American-born children of Saul Berenthal who left Cuba for the United States at age 16 after the Revolution. We talk about what it means to be Juban, what Jewish life in Cuba looks like today, and how the family is helping to make Cuba known to Jews and non-Jews...

2022-09-2725 min

The Storm Room Episode #9 Scott BrownScott Brown and Jesse talk about choosing crew, mentally preparing for leaving a land base and going sailing, Texans and Alaska. May be mildly offensive to Texans. Some foul language is used, mostly associated with furling sails.

2022-06-201h 47

The Evolving Leader Highlights from season 2 with Jean Gomes and Scott AllenderIn this episode of the Evolving Leader, co-hosts Scott Allender and Jean Gomes share some of their highlights from season 2. It’s been an incredible season comprising 26 episodes where Jean and Scott have spoken to a fascinating array of guests. If you’ve been an Evolving Leader subscriber since the start of season 2, then we hope you enjoy revisiting some of our favourite moments. If you’ve discovered us more recently then hopefully these highlights will prompt you go back and listen to our earlier episodes too.0’44 – Unpredicting with Stuart Firestein1’57 - Can we stop talking about digital...

2021-08-2538 min

The Viti+Culture Podcast S1 EP0001 - Scott Osborn of Fox Run VineyardsIn this episode, Chris Missick sits down with a man who has been called the Robert Mondavi of the Finger Lakes, a pioneer that has taken his winery, Fox Run Vineyards to great heights and in the process has helped build the Finger Lakes wine region as well. We're sitting down with Scott Osborn to discuss his early days in the wine industry in California, the explosive growth of the New York wine and Finger Lakes wine industry, his exploration of geology and the legacy he hopes to leave behind. Full transcripts available on our Substack at www...

2021-04-081h 23

The Evolving Leader Owning the world's number 1 leadership challenge with Ben Osborn, Pfizer UKWhat would it be like to be thrust, in a matter of days, from the relative anonymity of being an executive in a large organisation, to being on the front line of solving the world’s No1 health, social and economic crisis? In this episode of the Evolving Leader podcast, co-hosts Scott Allender and Jean Gomes talk to Ben Osborn, MD of Pfizer UK, who led the roll-out of the world’s first vaccine programme across the UK. What were the leadership challenges of accelerating a process that typically takes 5-15 years to 9 months? Let’s find out…

2021-02-1743 min

Destination On The Left Tourism and the Wine Business, with Scott OsbornTo Scott Osborn, Rochester native, the acquisition of Fox Run Vineyards was the natural culmination of his passion for wine and commitment to the industry. The son of two professors, Osborn's first interest was international politics. Attending the Friends World College, a unique university with campuses all over the globe, he studied in Kenya, India, Thailand, Japan, and England. He went into real estate development in 1974, later opening an office in Lake County California, a well-known viticulture area. The move there proved to be fortuitous; living so close to the vines Osborn became interested in...

2020-03-0427 min

Creative Ambiance Ezzy Talks Photography, Travis Scott, Traveling, + More | Ambiance Podcast Ep. 15Ezzzy is the photographer for West Coast Cure, the #1 lifestyle cannabis brand in the world. He has also shot for some of the biggest named artists in the world, going on tour with Travis Scott, Metro Boomin, + more. Ambiance Instagram: https://instagram.com/creative_ambian... Twitter: https://twitter.com/collectiveamb Apple Podcasts: https://podcasts.apple.com/us/podcast... Spotify: https://open.spotify.com/show/6rMRH8D... Ezzy Instagram: https://www.instagram.com/hiiiezzzy/ Twitter: https://twitter.com/ezzzy...

2019-09-191h 15