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Pilot’s Portfolio

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Rating
★★★★★
4.8
from
24 reviews
This podcast has
51 episodes
Language
English
Explicit
No
Date created
2023/11/29
Latest episode
2026/01/19
Average duration
28 min.
Release period
17 days

Description

Timothy Pope’s Pilot’s Portfolio podcast is provided for general information purposes only and does not constitute accounting, legal, tax or other professional advice. Listeners should not act upon the content or information found here without first seeking appropriate advice from an accountant, financial planner, lawyer or other professional. Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity.

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Check latest episodes from Pilot’s Portfolio podcast


Is Money Ruining Your Relationship?
2026/01/19
In this episode, our host, Certified Financial Planner™ and GA pilot, Timothy P. Pope looks at how money can support or strain relationships, especially for professional pilots who spend long stretches away from home. He talks about income differences, schedule pressure, and clashing money styles, and how those can quietly build resentment if they are not discussed. Tim shares examples from his planning work and his own marriage, and offers ideas for improving communication, account setup, and trust so couples feel more aligned with both their relationship and their financial plan. What You'll Learn from This Episode Why money often feels different for pilot families, given time away, variable  schedules, and income gaps.How saver and spender personalities show up in couples, and ways to move from conflict to shared goals.What can happen when one partner handles all the money decisions and the other checks out.Practical ideas for better money conversations, including timing, tone, and questions that lower defensiveness.Why hidden accounts, secret spending, or undisclosed risks damage trust beyond the dollars involved.How different account structures, joint, separate, and hybrid, can reduce day to day stress.When a financial planner can help as a neutral third party and a backup for the non planning spouse.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
2025 In Review - What To Expect in 2026
2026/01/05
In the first episode of Season 3, our host, Certified Financial Planner™ and GA pilot, Tim Pope recaps 2025’s market and policy shifts, and he explains why diversification and tax-centered planning made the difference this year, especially for high-income pilots. Tim also highlights key tax law changes, reflects on aviation incidents that underscore the importance of estate planning, and previews what is ahead for the podcast in 2026, including more interviews, peer stories, and strategy focused episodes pilots can apply.  What You'll Learn from This Episode 2025 Market Recap: How the year played out, from early volatility and a 19% drawdown in April to a roughly 17% gain for the S&P500 by year end.Why Diversification Mattered: How international stocks, precious metals, and bonds contributed to returns, and how different asset classes responded as the Federal Reserve cut rates.New Tax Law Changes: An overview of the extension of the 2017 tax cuts and the increase of the SALT deduction cap to $40K dollars, and why these changes are especially relevant for pilots in higher tax states.Planning Through a Tax Lens: How Roth decisions, brokerage account efficiency, charitable strategy, and portfolio rebalancing can be evaluated with taxes in mind.Estate Planning Reminder: Why beneficiary designations, guardianship decisions, and core documents such as wills and powers of attorney are important parts of a pilot's financial picture.Looking Ahead to 2026: More focused solo episodes, expert guests, and conversations with pilots navigating similar financial decisions.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
FedEx & UPS Loss of Medical - How do they compare?
2025/12/08
This episode was requested by listener feedback! Our host, Certified Financial Planner™ and GA pilot, Tim Pope compares long-term disability (LTD) coverage for FedEx and UPS pilots, examining how each plan works and how they stack up across the industry. He breaks down union and core benefits, highlighting key differences in benefit duration, tax treatment, monthly caps, waiting periods, and income offsets. The episode also explores how FedEx and UPS compare to passenger airlines, and what cargo pilots should keep in mind heading into contract negotiations. What You'll Learn from This Episode UPS Disability Coverage: Core plan pays 66.7% of income for 10 months after a 6-month wait. Union add-ons are tax-free but capped at $7,500/month.FedEx Disability Structure: Core pays 60% for 24 months, then 50% coverage via the supplemental policy to age 65, capped by IRS 401(a)(17) limit.The lookback advantage: FedEx uses the highest 12 of the last 36 months’ pay, protecting recent high earners.Offset Clauses: Fedex reduces benefits for worker’s comp, Social Security and other earned income. Tax Treatment Differences: Core plans are taxable; union benefits are tax-free due to after-tax premiums.What Could Improve: UPS could extend coverage and reduce wait times; FedEx could drop income caps and continue NECs/ during disability.Industry Context: FedEx’s LTD is more in line with major passenger carriers than the UPS plan. Planning Note: Union LTD Plus Ups and side income help, but knowing your offset rules and caps is critical.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more. Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
Opt In or Out? American Airlines Market-Based Cash Balance Plan Explained
2025/11/24
In this time-sensitive episode,  Certified Financial Planner™ and GA pilot Tim Pope unpacks the new Market-Based Cash Balance Plan (MBCBP) for American Airlines pilots ahead of the December 15 opt-in deadline. He explains how the plan captures NEC spillover beyond 401(k) limits, who qualifies, and how it differs from other carriers. What You'll Learn from This Episode Plan Basics: How the MBCBP captures NEC spillover when 401(k) limits are hit—by percentage caps or dollar thresholds.Spill Cash Thresholds: When to expect spill cash based on whether you max your 401(k) (key earnings markers: $264k vs. $360k).3-Year Election Window: How American’s election differs from Delta, United, and Southwest—and offers added flexibility.Planning Flexibility: When opting out or in may make sense.Investment Gaps: Why lack of allocation transparency can hinder holistic planning with outside advisors.401(k) vs. MBCBP: Key differences in investment control, Roth conversion flexibility, and contribution mechanics.Creditor & Beneficiary Rules: Features that are consistent between this plan and your 401(k).Roth Strategy Fit: How the MBCBP can indirectly support Roth conversions by freeing up tax-free shelf-space elsewhere.Use Case Thinking: This plan isn’t good or bad—it’s a tool that must align with your financial phase.Deadline Reminder: Election closes December 15, 2025—locked in (or out) for three years.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
The IRS Wants More: Understanding the 2026 Changes
2025/11/10
In this episode of Pilot’s Portfolio, Certified Financial Planner and GA pilot Tim Pope helps pilots close out the year with clarity and confidence. As 2026 approaches, new tax and retirement contribution rules are set to take effect—and Tim explains what they mean for your paycheque, your savings, and your strategy. From 401(k) and IRA limit increases to the controversial new Roth “catch-up” rule, this episode unpacks how to plan ahead and avoid falling into what Tim calls a “2026 tax grab”.  Tim also encourages reflection on your 2025 financial wins, the goals that didn’t quite land, and what to do differently next year. Whether you’re celebrating a major milestone, planning a move, or eyeing your next savings target, this episode helps you finish the year strong and start 2026 with a smarter plan. What You'll Learn from This Episode How to reflect on 2025’s financial wins and identify what to improve in 2026.Which 401(k), IRA, and HSA contribution limits are changing in 2026—and how to plan for them.The truth behind the new Roth-only catch-up rule for earners above $145,000.How to decide between Roth and pre-tax contributions for tax efficiency.The differences between 401(k)s and IRAs—and why each matters for pilots.What “super catch-up contributions” mean for those aged 60–63.How to use reflection, discipline, and timing to turn frustration into financial advantage.Why 2026 may feel like a “tax grab”—and how to stay ahead of it. Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
Focus on WIN: What's Important Now?
2025/10/27
In this episode, we tackle a question many pilots ask themselves: what should I be working on right now? Whether it's debt repayment, buying a home, saving for retirement, or funding your kids' college, it can be hard to figure out which goal takes priority. Our host, Timothy P. Pope, CFP introduces the "WIN" framework: What's Important Now, and walks through how to use your financial plan to identify the highest-impact move based on your stage of life, income level, and risk profile. What You'll Learn from This Episode WIN Framework: How "What's Important Now" can help pilots reduce overwhelm and focus on the right goal at the right time.Debt vs. Retirement Contributions: When high-interest debt should take priority over 401(k) deferrals, and when to grab the match.Buy or Rent?: Financial and lifestyle factors to consider when deciding whether to buy a home at a new base or hold off.Avoiding the House Poor Trap: How overextending on a mortgage can block other savings goals and limit financial flexibility.College vs. Retirement: Why kids can take out loans but you can't borrow for retirement - and when it's okay to help with tuition.Time Horizon Planning: How your age, NEC contributions, and market exposure should influence your decision-making.Cash Balance Plans: A quick overview of what's changing at American Airlines and how it compares to other carriers.Real Talk on Tradeoffs: How to stack and sequence goals using your plan—and when the numbers make the decision clear for you.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
How Much Should I Be Saving Right Now? Plus - Special Promo! Save Even More on your Next Real Estate Transaction
2025/10/13
In this two-part episode, Tim Pope tackles two critical topics for pilots heading into 2026: real estate strategy and savings goals. First, Jade Barnett, USAF Veteran, Chief Operating Officer at Beacon Relocation (sponsor) joins the show to break down current market conditions, what buyers and sellers can expect across various metro areas, and how to navigate PCS or base-related moves. Plus: a new listener-exclusive promo for Pilot's Portfolio listeners - 25% of your agent's commission back when working with Beacon. In the second half, Tim addresses the question: “How much should I be saving right now?” He walks through how to think about savings rates based on where you are in your career, the impact of the NEC, and how time horizon and compounding influence the outcome, outlining considerations to help you better understand your target savings rate. What You'll Learn from This Episode Real Estate Market Snapshot: Why prices are softening and how buyer leverage is increasing, even with high rates.Pilot Relocation Planning: Tips for base transfers, PCS timing, and narrowing down options.Buy or Rent?: How to assess your current home and what a CMA (Comparative Market Analysis) can reveal.VA Loan Flexibility: How veterans and spouses can reuse or combine benefits strategically.Q4 Closing Trends: Why more buyers are closing in December and January.Buying with a Strategy: Spreadsheet mindset: compare square footage, districts, and yield.Boots on the Ground: Why talking to local agents early gives you an edge.Beacon's Year-End Promo: Pilot's Portfolio listeners who contact Beacon in Q4 2025 get 25% of agent commission credited toward closing costs - on both the buy and sell sides - Promo Code: BeaconPilot2025 (valid through all 2026 closings)Savings by Career Stage: How targets shift with your time horizon and how NEC contributions help.Compounding in Action: How even modest contributions grow with time. Early Saver Advantage: Why frontloading builds margin for the future.Resources: Visit https://www.beaconrelocation.com/ to learn more. Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
Approaching Year End: What Should I Be Thinking About?
2025/09/29
As the year wraps up, our host Tim Pope highlights key planning reminders for pilots: open enrollment choices, tax strategies, 401(k) adjustments, and life changes like marriage, divorce, child birth, or buying a new home. He also covers Roth conversions, gain harvesting, FSA timing, and estate document updates.  What You'll Learn from This Episode Open Enrollment Considerations: What to review before re-electing benefits, especially if your airline changed providers or you’ve had a major life event.Life Transitions and Benefits: How marriage, divorce, childbirth, or military retirement can affect your insurance, estate, and legal plan decisions.401(k) Strategy: How to check your contribution progress, set your 2026 target, and re-evaluate Roth vs. traditional deferrals.Roth Conversions and Tax Bracket Planning: Why timing and bracket awareness matter when converting pre-tax dollars.Tax Gain Harvesting: How a low-income year might open a window to reset capital gains with little to no tax cost.Backdoor Roth Contributions: What deadlines actually apply and how to execute this multi-step move.FSA and Dependent Care Planning: Ways to prepare for upcoming expenses and reduce taxable income.Withholding Checkups: How to avoid surprises (or big refunds) in April by making Q4 adjustments now.Balancing Values and Financial Planning: Why it’s okay to spend money when it aligns with what matters to you, and how Tim applied that to a recent family mountain biking expense.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
Real Estate Without the Headaches: DSTs for Pilots
2025/09/15
You've probably heard the saying, "The best day of your life is when you sell it": and no, we're not talking about boats. We're talking about self managed rental properties. In this episode, Tim is joined by Trevor Flor, Navy veteran, former Delta pilot, and now a real estate investment advisor specializing in DSTs (Delaware Statutory Trusts) and 1031 exchanges at Aimpoint Investments. Trevor breaks down how 1031 exchanges really work, why DSTs were created, and how this is one potential approach to consider. What You'll Learn from This Episode 1031 Exchanges Demystified: How selling investment property can be one potential approach to consider, depending on individual circumstances.DSTs as a Solution: Why Delaware Statutory Trusts were created, how they enable fractional ownership, and when they work best.Three DST Strategies: Using DSTs as a primary, backup, or complementary approach depending on your goals and exchange value.Timeline Rules That Matter: The 45-day identification window and 180-day close deadline - and what happens if you miss them.Partial Exchanges and Cash Boot: Can you peel off cash from a sale and still do a 1031? Yes, but at what cost?Accredited Investor Requirements: What qualifies you for DST access and what documentation you'll need.Types of DST Properties: From multifamily and industrial to storage, hotels, and more - what's available and how it's selected.Resources: Trevor Flor’s firm, Aimpoint Investments: www.aimpointinvest.com Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
Is your 401k a Scam?
2025/08/18
In this episode, Tim asks the question many pilots hear in the cockpit: Is your 401(k) a scam? He walks through why 401(k)s exist, how they replaced pensions, and what today’s airline plans actually offer: contribution mechanics, investment menus, legal protections, and employer contributions specific to the majors. Tim also shares a listener email requesting a cargo-carrier disability deep-dive and invites other cargo pilots to weigh in. What You'll Learn from This Episode Pensions vs. 401(k)s: Why pensions faded (PBGC oversight, funding issues) and how 401(k)s became the primary retirement tool.How Airline 401(k)s Work: Salary deferrals: pre-tax and Roth, after-tax contributions, investment menus, brokerage window.Contribution Limits & Employer Money: What “up to $70,000 per year” includes: deferral, after-tax non-Roth, NEC; why big plans mean lower-cost funds.Ownership & Vesting: Immediate vesting when dollars hit your account: what it means if you stay or leave.Legal Protections & Risks: 401(k)s protected from creditors, suits, bankruptcy; IRA and Roth IRA bankruptcy protection to ~$1.7M through 2028; civil-suit rules vary by state; QDROs in divorce are the exception.Beneficiaries that Bypass Probate: Keep beneficiaries current to speed distributions and reduce taxes.What Might Be Coming Next: In August order asks DOL to review alternatives in 401(k)s: private equity, private credit, crypto, real estate, digital assetsResources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
How will the New Tax Bill Affect Your Bottom Line?
2025/08/04
In this episode, Timothy P. Pope, CFP®, discusses the newly signed "One Big Beautiful Bill Act" (OBBBA), breaking down the key tax changes and how they'll directly affect your bottom line. Tim explains the impact of maintaining current tax brackets, the increased standard deduction, and significant enhancements to State and Local Tax (SALT) deductions. He covers new provisions for charitable deductions, expanded child tax credits, and special interest deductions on U.S.-assembled vehicles. Additionally, Tim details the substantial improvements to 529 education savings plans and their greater flexibility moving forward. What You'll Learn from This Episode Unchanged Tax Brackets: Why maintaining current brackets impacts your tax planning and financial strategies.Higher Standard Deductions: Understand the new deduction levels and how they apply based on your filing status.SALT Deduction Increase: Details on the jump to a $40,000 limit and phase-out thresholds starting at certain AGI levels.Charitable Contributions: How even non-itemizers can benefit from deductions of up to $2,000.Child Tax Credit Boost: Explanation of the credit increase to $2,200 per child and the associated AGI phase-out.Vehicle Interest Deduction: Insight into the tax incentives for financing U.S.-assembled vehicles.529 Education Savings Expansion: Review major improvements, including higher withdrawal limits and new Roth IRA rollover opportunities.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
What Happens If I Lose My Medical At United Airlines
2025/07/21
In this final episode of the Loss of Medical series, Timothy P. Pope, CFP® turns the spotlight on United Airlines. Tim offers a full breakdown of United’s disability coverage—from how benefits are calculated to the contractual caps and offsets that impact long-term payouts. He also reviews the ALPA supplement options, including monthly add-ons and a lump sum feature.  What You'll Learn from This Episode United’s Disability Formula: Learn how the 1026-hour rule works and what it means for your monthly income if you lose your medical.Understanding the Cap: Why pilots earning over ~$358k in 2025 could be limited by a hard monthly maximum. Tax Treatment: United’s benefit is after-tax by default - Tim explains why that can work in your favor.NEC Contributions While Disabled: Where it goes and why it still matters for your long-term savings.ALPA Supplement Options: Review of United's three ALPA disability add-ons-Base, Plus, and Lump Sum - and how to assess what’s right for you.Life Insurance Observations: A brief comparison of United’s life insurance benefit versus other major carriers - and why pilots should negotiate for more.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
What Happens If I Lose My Medical At Southwest Airlines
2025/07/07
In this episode of Pilot’s Portfolio, Timothy P. Pope, CFP® continues the Loss of Medical series with a deep dive into what happens if a Southwest Airlines pilot loses their medical. Tim outlines why Southwest’s program may be the most pilot-friendly of all the majors, including generous long-term disability benefits, a built-in COLA, a flexible tax election, and the unique “new hire bridge” benefit for newer pilots. If you fly for Southwest—or are considering it—this episode is packed with practical details and planning tips to help you protect your income and plan ahead. What You'll Learn from This Episode How Southwest Calculates Disability Pay: From average earnings to TFP-based formulas for newer hires.Understanding Elimination Periods and Coverage Timelines: What happens after 60 days and how long benefits last.COLA Adjustments and Sick Bank Top-Ups: How Southwest increases benefits over time and allows you to supplement with accrued sick leave.Tax Election Options: When and why to choose taxable vs. non-taxable disability benefits—and why timing matters. Union Supplement Plans (SWAPA): Option A vs. B explained, plus how to backfill income gaps with short-term and long-term strategies.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
What Happens If I Lose My Medical At Delta Air Lines
2025/06/23
In this detailed solo episode of Pilot’s Portfolio, Timothy P. Pope, CFP® walks Delta pilots through everything they need to know if they lose their medical and can’t fly. From contractual long-term disability benefits and the Delta Pilots Mutual Aid (DPMA) program to ALPA’s voluntary insurance options, Tim explains how to layer your benefits, understand offsets, and evaluate your real financial protection. This episode is packed with actionable knowledge to help Delta pilots build a smarter, more secure plan in case their career takes an unexpected turn. What You'll Learn from This Episode Delta’s Disability Structure: How 50% of your final average earnings are calculated and taxed.Offsets That Matter: What other income or benefits can reduce your disability payout—and which won’t.DPMA Explained: How the mutual aid program adds 25% tax-free coverage and survivor benefits.ALPA Disability Plans: Breakdown of base, plus, and lump sum disability coverages—and when they kick in.How to Strategically Layer Coverage: Understand how different timelines and policies combine to protect your income across short- and long-term scenarios.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.
Tim Shares Big News + Real Estate Market Trends with Kevin Walker
2025/06/09
In this special episode of Pilot's Portfolio, Timothy P. Pope, CFP® sits down once again with Kevin Walker, CEO of Beacon Relocation, to break down current trends in the housing market that every pilot should be paying attention to. From shifting interest rates to buyer leverage, Tim and Kevin discuss what has changed since the last real estate conversation and how pilots can take advantage of current conditions. Plus, Tim shares an exciting update about the future of the financial planning practice and the official rebrand of 360 Aviation Advisors, an Registered Investment Advisor firm offering financial planning and investment management to professional pilots.  What You'll Learn from This Episode: What’s Changed in the Market: Insights into how pilot homebuyers can leverage current trends.Real Estate Agent Strategy: Why pilots should focus on agent experience and transparency.Fee Rebates & Cost-Saving Tools: How Beacon Relocation helps pilots lower transaction and moving costs.Practice Update: Tim announces the transition to 360 Aviation Advisors and what that means for current and future clients.Next Steps for Listeners: What to expect from the rebranded firm and how to stay in touch.Resources: Schedule An Appointment Our Practice’s Website Send Us Your Questions: [email protected] This episode is sponsored by: Beacon Relocation Beacon Relocation is a real estate firm helping pilots and air traffic controllers save money on their real estate transactions. By tapping into their network of over 1500 real estate agents across the country, pilots can save 20% of the real estate agent’s commission towards your closing cost on the sale or purchase of your home. Visit https://www.beaconrelocation.com/ to learn more.  Contact Kevin for the buyer or sellers guide: [email protected]/text: 803-493-6773Timothy P. Pope is a Certified Financial Planner™and principal owner of 360 Aviation Advisors, LLC (“360 Aviation Advisors”), a registered investment advisory firm. Investment advisory services are provided through 360 Aviation Advisors, in its separate and individual capacity as a registered investment adviser. Podcast episodes are provided through Pilot’s Portfolio, in its separate and individual capacity. We try to provide content that is true and accurate as of the date of publishing; however, we give no assurance or warranty regarding the accuracy, timeliness, or applicability of any of the contents. We assume no responsibility for information contained on this website and disclaim all liability in respect of such information, including but not limited to any liability for errors, inaccuracies, omissions, or misleading or defamatory statements. Links to external websites are provided solely for your convenience. We accept no liability for any linked sites or their content and remind you that we have no control over their content. When visiting external web sites, users should review those websites’ privacy policies and other terms of use to learn more about, what, why and how they collect and use any personally identifiable information. Usage of this content constitutes an explicit understanding and acceptance of the terms of this disclaimer.

Podcast reviews

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4.8 out of 5
24 reviews
★★★★★
Gaby maar 2024/08/21
Wonderful
Sound advice for pilots and their families! Highly recommend. I appreciate how clear and concise his advice is and the guests he has on are great as w...
★★★★★
Ty_N 2024/05/29
Practical Info Tailored for Pilots
Love this podcast. The information presented is holistic, including the reality of the aviation industry and the saving/spending habits of pilots. A...
★★★★★
Navypilot 2024/04/14
Dope pod
I have loved this show since the first episode. Tim has pragmatic insights and compelling guests. Finally, a financial planner for real pilots. Than...
★★★★★
Jeramey86 2024/01/18
Top tier advice from a professional that cares
Tim is a great professional who cares about people and it shows. This podcast is an excellent source of financial information that can arm you with th...
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