The Wealthy Pilot's Podcast: Financial Flight Controls for Today's Commercial Airline 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/Pilots are facing tough headlines at Spirit Airlines, and this episode tackles how to survive career turbulence without blowing up your financial future. Scott shares a tough but important reality for pilots: career turbulence can trigger financial decisions that do more damage than the event itself. Uncertainty often leads to panic moves that create long-term setbacks, but Scott provides practical ways to survive difficult seasons without sabotaging your future.Here’s some of what we discuss in this episode:⚠️ Panic Makes It Worse: Emotional decisions often create bigger financial problems💵 Liquidity Buys Time: Cash reserves create flexibility during career uncertainty📋 Margin Matters: Lifestyle inflation can quietly increase financial vulnerability🧭 Preparation Changes Outcomes: Contingency planning reduces stress and improves decisionsResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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/Your 401(k) is likely the largest financial asset you’re building, but that doesn’t mean it’s set up the right way. Scott walks through three common mistakes pilots make that can quietly impact long-term results. This conversation is about making a few key adjustments that can keep your plan aligned with where you’re headed. Getting this right isn’t complicated, but it does require intention.Here’s some of what we discuss in this episode:⚠️ Default Trap: Target-date funds may hold you back🎯 Lack of Strategy: Contributions should evolve over time💸 Missed Efficiency: Tax planning impacts long-term results🧩 Bigger Picture: One account isn’t a full plan📈 Small Tweaks: Minor changes can drive major outcomesResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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/There’s a point in your career where your 401(k) strategy should change, and for many pilots, it happens around $400K of income. Scott breaks down why that number matters and how it impacts both your tax strategy and where your money ultimately ends up. This isn’t about saving more; it’s about being intentional with how your contributions are structured. The way you handle this stage can have a major impact on long-term results.Here’s some of what we discuss in this episode:📊 $400K Threshold: Income level changes contribution strategy⚠️ Spillover Risk: Excess funds can land in low-return plans💸 Tax Tradeoffs: Deferral vs long-term growth matters📈 Front-Loading: More time in the market can boost results🔄 Catch-Up Strategy: Extra contributions require planningResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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/Pilots have access to some of the best retirement benefits out there, but that doesn’t mean everything is set up the right way. Scott introduces a simple framework to help clarify how your money is structured and working for you. It’s about being intentional with what you have and making sure each piece is pulling its weight, because small adjustments today can make a big difference down the line.Here’s some of what we discuss in this episode:✈️ ACE Framework: Accounts, Contributions, Elections📊 Account Setup: Multiple buckets create flexibility💰 Contribution Strategy: Prioritize where dollars go📉 Tax Efficiency: Structure impacts long-term outcomes📈 Investment Choices: Allocation drives performanceResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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/Your tax return isn’t just paperwork, it’s feedback. Every year, it shows you exactly how efficient (or inefficient) your strategy really is. The problem is, most people glance at the number they owe or get back, and move on, missing the bigger picture entirely. Today, Scott shares how to read your “tax report card” the right way and breaks down how to turn a backward-looking document into a forward-looking strategy.Here’s some of what we discuss in this episode:📉 Effective Rate: What you pay matters more than your tax bracket💼 Side Income: Additional income streams can create new tax opportunities🔄 Contribution Mix: Balancing pre-tax and Roth impacts future flexibility🧮 Income Planning: Different income sources are taxed very differently⚖️ Tax Diversification: Reducing concentration lowers long-term riskThe Backdoor Roth: A Powerful Strategy For High-Income Pilots https://www.buzzsprout.com/2384642/episodes/18713102Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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/What does a mission to the moon have to do with your retirement plan? More than you might think. The Artemis mission is one of the most complex, carefully planned endeavors in the world, and it offers a powerful lens for thinking about your financial future. Scott explains how the most successful outcomes- whether in space or retirement- rarely happen by accident.Here’s some of what we discuss in this episode:🚀 Mission Mindset: Financial success starts with a clear, intentional plan🧮 Modeling Matters: Scenario planning helps prepare for the unknown🛰️ Course Corrections: Small adjustments over time create better long-term outcomes🛠️ Build Systems: Strong financial systems reduce reliance on guesswork⏳ Start Early: The sooner you plan, the more flexibility and margin you haveResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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/March Madness brackets are fun… until they fall apart. But what happens when that same mindset shows up in your financial decisions? In this episode, Scott draws smart parallels between bracket predictions and investing behavior. From bias and recency thinking to chasing winners and betting on “Cinderella stories,” he breaks down how these habits can quietly derail your retirement plan.Here’s some of what we discuss in this episode:🧠 Bias can quietly drive bad financial decisions🎯 Predicting outcomes ≠ building a solid investment strategy📉 Chasing recent winners often leads to poor timing🏀 “Cinderella stories” don’t translate well to financial planning🛠️ A disciplined process beats emotional decision-making every timeResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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/Is successful investing about skill or simply being lucky? In this St. Patrick’s Day–themed episode, the conversation explores the popular idea of “luck” in investing and why relying on it can be risky. Scott explains how many investors mistake lucky outcomes- like a winning stock pick or perfectly timed trade- for strategy. Instead, he highlights the value of discipline, diversification, and a long-term process.Here’s some of what we discuss in this episode:🍀 Luck vs. strategy in investing – Why lucky outcomes can mislead investors into risky habits📉 The danger of stock picking and market timing🧭 Why successful investors follow a plan instead of chasing trends📊 Diversification and rebalancing – Core practices that improve long-term results⏳ The power of compounding – Staying invested allows dividends and growth to quietly build wealth over timeResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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/For many people, retirement saving feels simple: contribute to the 401(k) and call it a day. But what happens when you want to save more than that? Scott explains how to think about saving and investing outside a workplace plan and why a good strategy includes more than just your retirement account. He also walks through the financial “order of operations,” and how to think about building a broader portfolio that supports both long-term growth as you near retirement. Here’s some of what we discuss in this episode:✈️ Beyond The 401(k): Other ways to build wealth📈 Brokerage Accounts: Flexible investing without contribution limits🎯 Savings Goals: Match accounts to future needs🧠 Portfolio Mindset: Manage wealth across all assets📋 Financial Order: Prioritize saving and investing decisionsResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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/Every time global tensions flare up, the same question resurfaces: should investors make a move? Oil spikes. Headlines turn dramatic and talking heads predict disaster. Scott zooms out and examines what history shows, what usually happens next, and how to avoid letting short-term fear override long-term progress.Here’s some of what we discuss in this episode:🌍 Geopolitical Risk – Conflict and global uncertainty🧠 Emotional Discipline – Avoiding reactionary decisions🧩 Diversification – Managing sector concentration risk📰 News Noise – Headlines vs market pricing📊 Market Resilience – Historical recovery patterns⏳ Long-Term Focus – Staying aligned with time horizonResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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 you don’t want to ignore.Here’s some of what we discuss in this episode:✈️ Why high earners get blocked from direct Roth contributions 💰 How the non-deductible IRA + conversion strategy works ⚠️ The pro rata rule and why mixing IRA dollars can create tax headaches 📈 The power of compounding small annual contributions 🚀 Mega Backdoor Roth vs. standard Backdoor Roth explainedResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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 what we discuss in this episode:🧾 Filing vs. Planning: Compliance versus long-term strategy⚠️ Procrastination Risks: How delays create mistakes📋 Filing Checklist: Key items people overlook🔍 Return Review: Using last year to plan ahead🔁 Advanced Strategies: Roth conversions and moreResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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 advisor, this episode gives you a clear, no‑nonsense look.Here’s some of what we discuss in this episode:🧭 Initial Review: Understanding the full financial picture🎯 Plan Design: Aligning goals with strategy🛠️ Implementation: Putting the plan into motion🔄 Ongoing Management: Adjusting as life and markets change🗣️ Communication: Staying aligned over timeResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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:✈️ Why geopolitical headlines are a poor investing compass 🧠 The danger of emotional and reactionary decisions 📈 Why long-term perspective beats short-term noise 🔄 Understanding second- and third-order economic effects📋 Investing with a checklist, not a headline Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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 what we discuss in this episode:📊 The economy and the market are not the same thing 💰 Why consumer cash flow could improve in 2026 ⛽ How energy prices and interest rates impact growth ⚠️ The dangers of relying on economic predictions 🎯 What investors can actually control long termBloomberg News Opinion Column:https://www.fa-mag.com/news/five-reasons-to-be-optimistic-about-the-2026-economy-85324.html?section=68Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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 in this episode:👶 New Kids’ Accounts: What Trump Accounts are and who qualifies💰 Free Money Factor: Why the government contribution matters🧾 Rules & Restrictions: Contribution limits and account mechanics⚖️ Pros vs. Cons: Where these accounts help and where they fall shortResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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 go into Roth accounts, the long-term value of tax diversification, and the hidden risks of relying too heavily on pre-tax savings.Here’s some of what we discuss in this episode:💡 401(k) contribution and catch-up limits for 2026 🦸 “Super catch-up” opportunities for ages 60–63 🧾 New rules requiring catch-up contributions to be Roth ⚖️ Pre-tax vs. Roth strategy and tax diversification 🚨 The hidden risk of the widow’s tax trap 🎯 Why contribution strategy matters as much as contribution amountResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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 discuss in this episode:🎄 Holiday Life: Family, balance, and perspective🔍 Year in Review: The top lessons from 2025⚖️ Financial Discipline: Managing lifestyle creep🎯 Goal Setting: Tips for preparing for 2026 🧾 Consolidation: Reorganizing finances with intentionResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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 what we discuss in this episode:✈️ CBP Overview: how United’s plan is structured📈 Tax Deferral: the benefits of reducing taxable income today🧾 Plan Details: spillover from overfunded 401(k)s🧑‍✈️ Pilot Factors: income, career stage, and benefits⚖️ Pros & Cons: flexibility, limits, and tradeoffs Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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 episode:📊 2026 Planning Priorities: what pilots should reevaluate heading into the new year💵 IRA & Roth Limits: using updated contribution rules to your advantage💰 Roth Tax-Free Bucket: why shifting money strategically can reduce lifetime taxes⚠️ Tax Rate Risk: how rising brackets could impact future retirement income🧭 Action Steps Ahead: simple adjustments that strengthen next year’s planResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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.Here’s some of what we discuss in this episode:🛫 What the MBCB Plan Is: a pilot-specific overview in plain English📄 How the Plan Works: where excess 401(k) dollars actually go⏳ Opt-In / Opt-Out Deadline: why the window matters for 2026 benefits🧾 Tax Bucket Impact: how this decision affects future retirement taxes📊 Scenario Planning: evaluating who the plan helps and who it may notResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

📱 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:🛫 Gratitude & wealth: mindset that supports long-term financial growth👨‍✈️ Career gratitude: how thankfulness impacts career decisions💳 Lifestyle & debt: resisting lifestyle creep through gratitude🎁 Charitable giving: giving smarter with tax-efficient strategies📈 Investor mindset: gratitude vs. greed in portfolio decisionsResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Most 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 tomorrow’s payoff🪣 Tax Buckets: Roth, pre-tax, and taxable accounts explained💼 After-Tax Accounts: why every pilot needs one📈 Lifestyle Creep: capturing raises through automated increasesResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

In 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:✅ Eligibility: Who qualifies for the Delta NQDC plan 💸 Contribution Limits: Key differences from 401(k)💰 Tax Benefits: How this can be used as a strategic tax planning tool for some⚠️Risk Considerations: The potential impact if Delta faces financial issues📅 Enrollment Period: How annual enrollment gives you control over your deferralsResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

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💡 Smart Strategy: what to do (and not do) when markets hit record highs📰 Noise vs. Reality: why headlines don’t tell the full investment story📈 Long-Term Focus: keeping perspective through cycles and corrections⏳ Opportunity Cost: the danger of waiting on the sidelines too longResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Bonds 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 long-term plan.Here’s some of what we discuss in this episode:💵 Bonds 101: What they are and how they really work📉 Interest Rate Risk: Why bond prices move when rates change⏳Timing Matters: When will you need the money?⚠️ Risk Tolerance: Matching your temperament to your investmentsResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Most 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🧾 Tax Buckets Explained: Pre-tax, after-tax, and Roth differences🤝Employer Contributions: How airline auto-contributions work✈️ Pilot-Specific Insight: Tailored planning for higher earners⏳ Catch-Up Rules: Maximizing contributions after age 50Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

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 challenge of conflicting advice and communication 🧩 Why your financial “puzzle” needs one complete picture🧾 The importance of financial simplicity and organization⚖️ Fiduciary duty and conflicts of interest Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Some 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 evidenceResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Downsizing 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 savings isn’t always the best move🛠️ Simple home modifications can prepare you for long-term care needs🏖️ Know your retirement goals before making big decisions👨‍👩‍👧‍👦 Family dynamics should play a role in your decisionResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

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 staying invested during market volatility⏳ Retirement strategies that consider the whole pictureResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

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 this episode:✈️ Different paths to the airline career = different financial starting points🎯 Two critical levers for catching up: tax efficiency & investment returns💸 Maxing out your 401k & exploring smart savings options beyond it🛡️ Insurance and risk management are part of “catching up”Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

According 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 programsResources for this episode:Citizens Financial Group’s 2024 College Planning Study Sallie Mae’s “How America Pays for College” Report Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Most 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 your means 🚀 Building diversified accounts vs. just target-date funds🔑 The power of multiple income streams🕰️ Why patience builds lasting wealthKiplinger Article: 7 Signs You’re Secretly Getting Rich (and Don’t Even Know It)https://www.kiplinger.com/personal-finance/signs-youre-secretly-getting-rich-and-dont-even-know-itResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

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 the best choice. 📝 What financial risk do retirees face most?4% Rule Episode:https://www.buzzsprout.com/2384642/episodes/17315990Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

This 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 rental loophole explained and how to qualify💰 Using cost segregation and bonus depreciation to your advantage📋 Which personality types make the best landlordsResources for this episode:Get Jason’s book, I Just Got a Rental, What Do I Do?https://www.amazon.com/Just-Got-Rental-What-Considerations/dp/B0DJBY6ZQ3WCG CPAs and Advisors https://wcginc.com/Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

We’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 turns investing into a gamble⏱️ The ticking trap of impatience🛶 The power of discipline and staying the courseResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

We’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 🚀 Why past performance isn’t a future guarantee 💰 Discipline beats chasing returns Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

The 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🧠 The emotional traps investors fall into at market highs🔄 The importance of discipline and consistency through market ups and downsResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Dave 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-fits-all answer✈️ The power of maximizing your 401(k) performance as an airline pilot🏥 Using HSAs for tax-free healthcare expenses💼 DIY vs. Advisor: Knowing when it's time to hand off the controlsResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

The 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 🏡 Location, location, location… How moving states could slash your tax bill👴 Are seniors getting a bigger tax break? 🎯 New planning opportunities for families- from baby accounts to Roth strategies⏳ The clock’s ticking- the expiration of these benefits Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

As 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 fear of government changes and taxes 🏝️ Maintaining your lifestyle in retirement 👨‍👩‍👧‍👦 Leaving a legacy, not a mess, for your familyResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Estate 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 enough to the key life events that should prompt updates. Here’s some of what we discuss in this episode:🛑 Real-life story: the tragedy of having no plan📜 Why a will isn’t a complete estate plan🚨 Key life events that should trigger updates👨‍👩‍👧‍👦 The risk of family conflict without communication⚖️ How to avoid probate and protect your intentResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

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 confidence🧩 Building your retirement around your actual lifestyle, risk tolerance and income mix Resources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Target-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 more controlResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

A 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 could backfireResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Today, 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 traits often clash with market discipline📉 The danger of overreacting in volatile conditions🔄 Rebalancing vs. tinkering: knowing the difference🧠 Staying calm and following a proven process📋 The power of an investing “checklist” during chaosResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

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?🧭 Why “starting with the end in mind” matters most📉 The real risk of under-saving and over-saving🧠 How your past shapes your money biases today✈️ What pilots need to know about timing, taxes, and lifestyleT. Rowe Price Calculator: https://www.troweprice.com/personal-investing/resources/insights/youre-age-35-50-or-60-how-much-should-you-have-by-now.htmlResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

Recession 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 means for investors⏳ Why timing the market rarely works📆 How to prepare for a recession if you're near retirement🔁 Understanding sequence-of-return risk📈 History shows the market rebounds before the economy doesResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ

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 too safe can be just as risky📊 The power of consistency over flashy winsResources:Our website: https://retireairlines.com/Phone: (419) 314-4139Schedule an introductory call: http://callosborn.com/Check us out on YouTube: https://www.youtube.com/channel/UC_hNGqqVjqgtuoYZlu9i4yQ