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# Winged Wealth Management and Financial Planning

The Fighter Pilot's Financial Advisor

## Sitemaps

- [XML Sitemap](https://www.wingedwealth.com/sitemap.xml): Contains all public & indexable URLs for this website.

## Posts

- [How Lieutenants Become Millionaires, Part 1](https://www.wingedwealth.com/insights/how-lieutenants-become-millionaires-part-1-2/) - Building sufficient wealth isn't the first thing on a young officer's mind, but it can't be the last either.
- [Risky Business](https://www.wingedwealth.com/insights/risky-business-2/) - There is almost no end to the risks we endure in military service. But how do we face up to investment risk?
- [One Simple Credit Card Hack To Rule Them All](https://www.wingedwealth.com/insights/one-simple-credit-card-hack-to-rule-them-all/) - Could there really be one simple credit card hack that’s better than all of the others?
- [I Know How Much You Spend. Do You?](https://www.wingedwealth.com/insights/i-know-how-much-you-spend-do-you/) - I Know How Much You Spend. Do You?
- [Why Veterans Should Embrace The VA Disability Process](https://www.wingedwealth.com/insights/why-veterans-should-embrace-the-va-disability-process/) - Why Veterans—Especially Pilots—Should Embrace the VA Disability Process Why Veterans—Especially Pilots—Should Embrace the VA Disability Process
- [Financial Literacy](https://www.wingedwealth.com/insights/financial-literacy-when-to-start-what-to-teach-and-mistakes-that-cost-more-than-money/) - Financial Literacy: When to Start, What to Teach, and Mistakes That Cost More Than Money
- [When Wealth Starts Talking Too Loud](https://www.wingedwealth.com/insights/when-wealth-starts-talking-too-loud/) - “Wealth has an interesting way of distorting our perceptions and changing our motivations…”
- [Bucket List Planning For The Youth](https://www.wingedwealth.com/insights/bucket-list-planning-for-the-youth/) - Maybe it’s time to rethink this whole bucket list idea?
- [Retire to It](https://www.wingedwealth.com/insights/retire-to-it/) - Retire to It, Not From It
- [Rethinking Trump Accounts](https://www.wingedwealth.com/insights/rethinking-trump-accounts/) - Trump accounts are available July 4th--should you open one?
- [Mortgage Recasting](https://www.wingedwealth.com/insights/mortgage-recasting/) - A Little-Known Strategy for Homebuyers Who Come Into Cash After Closing
- [Free Financial Planning After SGLI/VGLI](https://www.wingedwealth.com/insights/free-financial-planning-after-sgli_vgli/) - When the worst happens, you may be entitled to free financial planning from a fiduciary.
- [SGLI Is Not Enough](https://www.wingedwealth.com/insights/sgli-is-not-enough/) - SGLI is Not Enough
- [The Most Undervalued Asset in Your Life — Mom](https://www.wingedwealth.com/insights/the-most-undervalued-asset-in-your-life-mom/) - The Most Undervalued Asset in Your Life — Mom Acknowledgment: My mom lived to 86, but dementia took her from us long before that. I never really got the chance to thank her for everything she gave me. That’s a tab I’ll never close—but I try, in my own way, to honor her with how
- [What I Think About When I Think About College Part 2](https://www.wingedwealth.com/insights/what-i-think-about-when-i-think-about-college-part-2/) - Getting Real About College (Part 2) - The College Hangover
- [What I Think About When I Think About College Part 1](https://www.wingedwealth.com/insights/what-i-think-about-when-i-think-about-college-part-1/) - Getting Real About College (Part 1)
- [Why IRA Rollovers Matter](https://www.wingedwealth.com/insights/why-ira-rollovers-matter/) - Why IRA Rollovers Matter — and How to Avoid a Costly Mistake
- [$240K is the new $100K: The New Financial Reality](https://www.wingedwealth.com/insights/240k-is-the-new-100k-the-new-financial-reality/) - $240K is the new $100K: The New Financial Reality Orange is the New Black. 50 is the new 30. $240K is the new $100K. When I was a young’un, the long-held belief that accumulating $100,000 in savings or investments marks a significant step toward financial security is a relic of a bygone era, much
- [5 Signs Military Families May Need A Tax Professional](https://www.wingedwealth.com/insights/5-signs-military-families-may-need-a-tax-professional/) - 5 Signs Military Families May Need a Tax Professional (And It’s Not Because You’re “Bad at Taxes”)
- [TRICARE Prime vs. Select in Retirement](https://www.wingedwealth.com/insights/tricare-prime-vs-select-in-retirement/) - Don’t Rush the Switch
- [Tax Prep Is A Mirror You Didn't Ask For](https://www.wingedwealth.com/insights/tax-prep-is-a-mirror-you-didnt-ask-for/) - Tax Prep Is A Mirror You Didn’t Ask For Here are the top 5 lessons people tend to learn a little too late, usually right as they’re signing the return. 1. Your tax refund is not a scorecard Too late realization: “Wait… why am I getting money back if I paid so much?” People
- [Gift And Estate Taxes For The Common Man](https://www.wingedwealth.com/insights/gift-and-estate-taxes-for-the-common-man/) - Don't Panic! A Primer on the Gift and Estate Taxes for the Common Man
- [💰The “Retirement Smile” — How We Really Spend in Retirement 😊](https://www.wingedwealth.com/insights/💰the-retirement-smile-how-we-really-spend-in-retirement-😊/) - 💰The “Retirement Smile” — How We Really Spend in Retirement 😊 Most people assume retirement spending stays flat. In reality, it often looks like a smiley face 😄 You spend more in the early years — travel, hobbies, bucket-list adventures. Spending usually drops in the middle years — less travel, simpler routines. Then it rises
- [Investor Stages](https://www.wingedwealth.com/insights/investor-stages/) - Investor Stages Financial planning involves life stages for investors. Goals, risk tolerance, and priorities evolve over time, and the strategies that work well in one phase may be completely wrong in another. Rather than thinking only in terms of age, planners often focus on investor types, which more accurately reflect how money is actually used
- [“One-Time” Expenses That Happen Every Year](https://www.wingedwealth.com/insights/one-time-expenses-that-happen-every-year/) - “One-Time” Expenses That Happen Every Year Many people derail their budget each year because they fail to plan for “one-time” expenses that aren’t actually one-time at all — they’re just irregular. Weddings, new tires, kids’ school fees, holiday travel, home maintenance, annual insurance premiums, and medical deductibles all feel like surprises in the moment, but
- [Good Tax Planning Hygiene: Small Habits That Make a Big Difference](https://www.wingedwealth.com/insights/good-tax-planning-hygiene-small-habits-that-make-a-big-difference/) - Good Tax Planning Hygiene: Small Habits That Make a Big Difference Tax planning isn’t about last-minute scrambling in April. It’s about maintaining good financial “hygiene” throughout the year—small, consistent actions that reduce surprises, improve efficiency, and keep more of your money working for you. The cleanest tax outcomes usually come from steady maintenance, not dramatic
- [National Backdoor Roth Day](https://www.wingedwealth.com/insights/national-backdoor-roth-day/) - Do you celebrate National Backdoor Roth Day?
- [TSP In-Plan Roth Conversions Are Coming!](https://www.wingedwealth.com/insights/tsp-in-plan-roth-conversions-are-coming-2/) - TSP will allow Roth Conversions inside the plan in 2026—here’s what you need to know!
- [How Much is Too Much Money In Retirement?](https://www.wingedwealth.com/insights/how-much-is-too-much-money-in-retirement/) - How Much is Too Much Money In Retirement? What’s Too Much Money in Retirement? We spend so much time asking, “Will I have enough?” But here’s the flip side — can you have too much money in retirement? The short answer: It depends on your goals. 1. “Too much” isn’t about the number — it’s
- [Insure Your Phone or Your Paycheck?](https://www.wingedwealth.com/insights/insure-your-phone-or-your-paycheck/) - Insure Your Phone or Your Paycheck? Several psychological and practical forces drive this mismatch: 1. Salience Bias: If It’s Tangible, It Feels Riskier We see our phones every day. We drop them, scratch them, and hear constant warnings to “get the extended warranty.” The risk feels real because the object is right in front of
- [When is PAWing Okay?](https://www.wingedwealth.com/insights/when-is-pawing-okay-2025/) - Is your net worth on course, on glidepath? How much net worth should you have for your age?
- [Where to Stash Your Cash](https://www.wingedwealth.com/insights/where-to-stash-your-cash/) - Cash is either trash or king, but you still need a place to put it…
- [Debriefing the Government Shutdown](https://www.wingedwealth.com/insights/debriefing-the-government-shutdown/) - The government shutdown is at our six, what lessons should we learn?
- [Single Stocks—An Uncompensated Risk](https://www.wingedwealth.com/insights/single-stocks-an-uncompensated-risk-2/) - Investing in single stocks can pay off big (early Apple), result in disaster (Enron), be a long-slow decline (GE), or be a roller coaster (most companies over time).
- [The Market or the Mattress](https://www.wingedwealth.com/insights/the-market-or-the-mattress/) - The market is too high to invest in, right? Wait, how do you know? When do you jump in? All at once, or a little at a time?
- [How to Max Perform Holidays with Family](https://www.wingedwealth.com/insights/how-to-max-perform-holidays-with-family-2/) - Holidays are stressful enough, but sometimes they're your best chance to have a tough conversation with family members. Read on for tactics to max perform your holidays!
- [100 is the New Million](https://www.wingedwealth.com/insights/100-is-the-new-million/) - One hundred is the new one million. Wouldn’t you rather have one hundred?
- [Do You Need a Healthcare FSA?](https://www.wingedwealth.com/insights/do-you-need-a-healthcare-fsa/) - Do you need a healthcare FSA? If you dislike taxes, maybe so…
- [Everything is Free](https://www.wingedwealth.com/insights/everything-is-free-3/) - Military service conditions us not to pay for a lot of services, but should we pay even if we don’t absolutely have to?
- [Top 10 Tax End-of-Year Planning Tips for 2025](https://www.wingedwealth.com/insights/top-10-tax-end-of-year-planning-tips-for-2025/) - Wouldn't it be great to only worry about taxes in April? So sad, but these tips can help you max-perform tax planning before it's trapped at your six!
- [Estate Planning in 10 Easy Steps](https://www.wingedwealth.com/insights/estate-planning-in-10-easy-steps/) - Think estate planning is tedious and morbid? Think again!
- [Are You Forgetting to Pay Less Tax?](https://www.wingedwealth.com/insights/are-you-forgetting-to-pay-less-tax/) - Is your memory bloating your tax bill?
- [Monday Money: Should You Convert Your TSP to Roth in 2026?](https://www.wingedwealth.com/insights/monday-money-should-you-convert-your-tsp-to-roth-in-2026/) - The TSP will allow in-plan Roth Conversions starting 2026, should you pay more taxes now?
- [Trapped Gas and the Runway Behind You](https://www.wingedwealth.com/insights/trapped-gas-and-the-runway-behind-you/) - Trapped gas can be catastrophic to your flight--what does it do to your retirement and tax bill?
- [The College Trap](https://www.wingedwealth.com/insights/the-college-trap/) - Should you retire from the military to pay for college?
- [Dear Lieutenant, We Have Met](https://www.wingedwealth.com/insights/dear-lieutenant-we-have-met/) - What do Lieutenants Look Like When They Grow Up?
- [Can Military Families Skip Taxes When Selling a Home?](https://www.wingedwealth.com/insights/can-military-families-skip-taxes-when-selling-a-home/) - Want to skip taxes on the sale of your home? Section 121 can help!
- [Does a Million Dollars Still Matter?](https://www.wingedwealth.com/insights/does-a-million-dollars-still-matter-2/) - Our society is infatuated with the concept of a millionaire, but does a million dollars really matter anymore?
- [How Military Families Can Understand the New Tax Law (in Haiku)](https://www.wingedwealth.com/insights/how-military-families-can-understand-the-new-tax-law-in-haiku/) - Tax laws are boring, but can Haiku save you money?
- [Should Military Families Open a Trump Account?](https://www.wingedwealth.com/insights/should-military-families-open-a-trump-account/) - Trump coins, steaks, universities, bibles, shoes, and now “kiddie” accounts?
- [Should My Daughter Have a Credit Card?](https://www.wingedwealth.com/insights/should-my-daughter-have-a-credit-card/) - Should daughters get credit cards? Probably so, but may not for the reasons you’re thinking…
- [New Regret Unlocked—A Vacation Not Given](https://www.wingedwealth.com/insights/new-regret-unlocked-a-vacation-not-given/) - Should you buy your parents a vacation?
- [The Power of Mental Accounting](https://www.wingedwealth.com/insights/the-power-of-mental-accounting-2/) - If you could have a superpower, wouldn’t you want it to be mental accounting? Maybe you’re in luck…
- [The Haiku Financial Plan](https://www.wingedwealth.com/insights/the-haiku-financial-plan-2/) - You’ve heard of one-page financial plans, note card financial plans, but what about Haiku?
- [Prepaid College - Is it a Bargain?](https://www.wingedwealth.com/insights/prepaid-college-is-it-a-bargain-2/) - Prepaid college plans can be attractive. Who doesn’t like a guarantee? But what’s the cost of that guarantee and is it right for you?
- [Kid-Span and the Spans](https://www.wingedwealth.com/insights/kid-span-and-the-spans-2/) - You get maybe 85 laps around the sun. How do you optimize the Wealth, Health, and Kid time during your Lifespan?
- [Taxes for Teenagers](https://www.wingedwealth.com/insights/taxes-for-teenagers/) - Give a kid a tax, she’ll pay for life. Teach a kid to tax, she’ll save for life!
- [The C-Word(s)](https://www.wingedwealth.com/insights/the-c-words-3/) - Culmination, compensation, confusion—check! There are so many C-Words in the financial world, but the really tough ones are Contribution, Conversion and Characterization.
- [How Much is Mom Worth?](https://www.wingedwealth.com/insights/how-much-is-mom-worth-3/) - It's Mother's Day. Do you know how much your Mom is worth? Of course she’s priceless, but let’s peel that back a bit!
- [Peak Stuff](https://www.wingedwealth.com/insights/peak-stuff-2/) - Stuff is everywhere. Do you have enough? Too much? Is it time to declare “Peak Stuff?”
- [Do I Have to Pay Estimated Taxes in 2025?](https://www.wingedwealth.com/insights/do-i-have-to-pay-estimated-taxes-in-2025/) - You received estimated tax payment forms, but do you really have to pay estimated taxes?
- [Top 10 Tax Day Fails (Haiku Edition)](https://www.wingedwealth.com/insights/top-10-tax-day-fails-haiku-edition/) - Tax day is here. Some will fail, all will pay.
- [Buckets of Cash: Turning Your Nest Egg Into a Paycheck](https://www.wingedwealth.com/insights/buckets-of-cash-turning-your-nest-egg-into-a-paycheck/) - Can a bucket save you from the stock market?
- [Depreciation for Dummies](https://www.wingedwealth.com/insights/depreciation-for-dummies-2/) - Appreciation grows the price of your rental home, Depreciation shrinks the cost of your taxes. Here’s what you need to know about Depreciation.
- [Are You Skinny Dipping?](https://www.wingedwealth.com/insights/are-you-skinny-dipping/) - When the tide goes out, you can tell who’s been skinny dipping… do you want to get caught?
- [How Fighter Pilots Prepare for a Crash](https://www.wingedwealth.com/insights/how-fighter-pilots-prepare-for-a-crash-2/) - Markets do go down too. What will you do the next time a bear comes to town?
- [What If Your Kids are Average?](https://www.wingedwealth.com/insights/what-if-your-kids-are-average/) - We all know our kids are above average, but what if average was excellent?
- [A Series of Unusual Months](https://www.wingedwealth.com/insights/a-series-of-unusual-months/) - Does your budget work, except in Unusual Months? Let’s fix that!
- [Put Your Budget in Reverse](https://www.wingedwealth.com/insights/put-your-budget-in-reverse/) - Budgets stink. Maybe there’s another way to make your money behave… in Reverse!
- [Trapped Gas, Runway Behind You, and the TSP](https://www.wingedwealth.com/insights/trapped-gas-runway-behind-you-and-the-tsp/) - Trapped gas can be catastrophic to your flight--what does it do to your retirement and tax bill?
- [4 - I - 4 - T Revisited](https://www.wingedwealth.com/insights/4-i-4-t-revisited/) - Does 4 - I - 4 - T still hold up as the best investment Order of Operations?
- [Life Insurance Q & A](https://www.wingedwealth.com/insights/life-insurance-q-a/) - Life Insurance-- Boring? Ghoulish? Crucial? Confusing? Yes.
- [It’s The End of the Year as We Know it, and my IRA Feels Fine...](https://www.wingedwealth.com/insights/its-the-end-of-the-year-as-we-know-it-and-my-ira-feels-fine/) - The end of the calendar year has a stacked to-do list for you, and changes in tax law will keep you on your toes!
- [Non-Traditional Investments](https://www.wingedwealth.com/insights/non-traditional-investments/) - Investing in dollars is necessary, but not sufficient. To solve for happiness, we need to invest in other ways too.
- [How Military Families Avoid the “No-Plan Estate Plan"](https://www.wingedwealth.com/insights/how-military-families-avoid-the-no-plan-estate-plan/) - The No-Plan Game Plan might be good for CT Fridays and your fantasy football league, but it's not good for your estate plan.
- [Roth vs. Charity vs. Tax—Who Wins?](https://www.wingedwealth.com/insights/roth-vs-charity-vs-tax-who-wins/) - Your Traditional TSP balance is booming, but is that such a great thing? What if you want to convert it to Roth? How will your taxes explode?
- [Money in the Market or the Mattress?](https://www.wingedwealth.com/insights/money-in-the-market-or-the-mattress/) - The market is too high to invest in, right? Wait, how do you know? When do you jump in? All at once, or a little at a time?
- [“Left Base, Gear, Stop—What to Think About Before your Fini-Flight”](https://www.wingedwealth.com/insights/left-base-gear-stop-what-to-think-about-before-your-fini-flight/) - Retirement sneaks up fast and complex financial issues creep into your life overnight. Here are a few issues and how you might think about them...
- [How Fighter Pilots Prepare for a Crash](https://www.wingedwealth.com/insights/how-fighter-pilots-prepare-for-a-crash/) - Markets do go down too. What will you do the next time a bear comes to town?
- [How Fighter Pilots KISS Part 2](https://www.wingedwealth.com/insights/how-fighter-pilots-kiss-part-2/) - Diversification is good, but how much of a good thing do you need? Can too much diversification harm your portfolio?
- [How Fighter Pilots KISS](https://www.wingedwealth.com/insights/how-fighter-pilots-kiss/) - Everything has its place, but do you really need separate accounts all over the place? How many IRA's are enough?
- [Old Money](https://www.wingedwealth.com/insights/old-money/) - You know how to handle your money, but your parents are starting to need some help. Where do you even start?
- [The Problem(s) with Financial Advice](https://www.wingedwealth.com/insights/the-problems-with-financial-advice/) - Financial advice is usually an informed opinion, but it can be fraught with problems. Chief among the potential pitfalls are the definition of advisor, compensation models, and conflicts of interest.
- [“Trapped Gas, Runway Behind You, and Unused TSP Limits...”](https://www.wingedwealth.com/insights/trapped-gas-runway-behind-you-and-unused-tsp-limits/) - There’s a saying that trapped gas and runway behind you are two frustrating and useless things. Untouched limits in your TSP and IRA should be on the same list for fighter pilots. Here’s why:
- [Back-Door Roth IRAs for Fighter Pilots: Ultra-First World Problems](https://www.wingedwealth.com/insights/back-door-roth-iras-for-fighter-pilots-ultra-first-world-problems/) - Many pilots with working spouses realize that investing, taxes, and retirement planning get pretty complicated as income approaches $200K. Unfortunately, few take advantage of the Back-Door Roth IRA
- [4 – I – 4 – T: Where Fighter Pilots Put Their Money](https://www.wingedwealth.com/insights/4-i-4-t-where-fighter-pilots-put-their-money/) - 4 – I – 4 – T and this article are about Investment Location. The importance of investment location is inversely proportional to how adroit most of us are at making investment location choices.
- [Which is Better—A Roth or a TSP?](https://www.wingedwealth.com/insights/which-is-better-a-roth-or-a-tsp/) - There's no shortage of confusion about Roth versus Traditional... but which is right for you?
- [What to Know About Tax-Loss Harvesting](https://www.wingedwealth.com/insights/what-to-know-about-tax-loss-harvesting/) - Tax-loss harvesting is how investors make lemonade out of lemons--here's what you need to know...
- [Helping Parents with Financial Topics](https://www.wingedwealth.com/insights/helping-parents-with-financial-topics/) - Like it or not, our parents are going to need a wingman to navigate financial complexity, here's your combat brief to get your started...
- [Should Fighter Pilots do Roth Conversions in a Bear Market?](https://www.wingedwealth.com/insights/should-fighter-pilots-do-roth-conversions-in-a-bear-market/) - Bear markets aren't just a good sale on stocks, they can amplify the power of Roth Conversions too. Here's what you need to know.
- [Saving versus Investing](https://www.wingedwealth.com/insights/saving-versus-investing/) - It can be difficult to choose saving versus investing. Let's take a look at the differences, similarities and how to choose.
- [Bucket Strategies for Fighter Pilots](https://www.wingedwealth.com/insights/bucket-strategies-for-fighter-pilots/) - A Bucket Strategy helps turn your nest egg into retirement income and may be Bear Market Insurance--here's what you need to know...
- [The Problem(s) with Financial Advice](https://www.wingedwealth.com/insights/the-problems-with-financial-advice-2/) - Financial advice is necessary, but where should you get it and how do you know it's in your best interest?
- [Don’t Close the Backdoor (Roth IRA)](https://www.wingedwealth.com/insights/dont-close-the-backdoor-roth-ira/) - Backdoor Roth season is in full swing. You'll need to maneuver before December 31st, so here's what you need to know about Backdoor Roth IRAs!
- [Bucket List Planning for the Young](https://www.wingedwealth.com/insights/bucket-list-planning-for-the-young/) - You have a long time before you "kick the bucket," but how long do you have before you don't own your children's time to make memories for your family? Do you need a bucket list for age 14? Maybe 18?
- [How to Time the Market](https://www.wingedwealth.com/insights/how-to-time-the-market/) - Every choice of when to invest or if to invest is a market timing decision, but we often get stuck on "When is the best time to invest?" Lump Sum and Dollar-Cost Averaging are two techniques that can help.
- [4 – I – 4 – T for 2023](https://www.wingedwealth.com/insights/4-i-4-t-for-2023/) - 4-I-4-T… Should you put money into the TSP or an IRA or both? What about a taxable account—where does that fit into an investing order of operations?
- [What to Know about Roth Matching](https://www.wingedwealth.com/insights/what-to-know-about-roth-matching/) - The new SECURE Act 2.0 that passed in late 2022 paved the way for employers to match your 401(k)-type contributions with Roth dollars—here’s what you need to know!
- [Are you Saving Enough?](https://www.wingedwealth.com/insights/are-you-saving-enough/) - We all wonder if we’re saving enough or too little, perhaps even too much. How should you think about your savings goals?
- [The C-Word(s)](https://www.wingedwealth.com/insights/the-c-words/) - Culmination, compensation, confusion—check! The are so many C-Words in the financial world, but the really tough ones are Contribution, Conversion and Characterization.
- [Top Ten Insurance Mistakes that Fighter Pilots Make](https://www.wingedwealth.com/insights/top-ten-insurance-mistakes-that-fighter-pilots-make-2/) - Insurance is like Goldilocks, too much and too little are probably not the right answer…
- [What if the Market Crashes?](https://www.wingedwealth.com/insights/what-if-the-market-crashes/) - The news says the debt ceiling might crash the markets, what should you do?
- [The Wrong Time for Financial Planning](https://www.wingedwealth.com/insights/the-wrong-time-for-financial-planning/) - Financial Planning solves a lot of problems, but there are times when it may not solve yours…
- [Everything is Free](https://www.wingedwealth.com/insights/everything-is-free/) - Military service conditions us not to pay for a lot of services, but should we pay even if we don’t absolutely have to?
- [Non-Traditional Investments](https://www.wingedwealth.com/insights/non-traditional-investments-2/) - Investing in dollars is necessary, but not sufficient. To solve for happiness, we need to invest in other ways too.
- [Markets Versus Mattresses](https://www.wingedwealth.com/insights/markets-versus-mattresses/) - The market is too high to invest in, right? Wait, how do you know? When do you jump in? All at once, or a little at a time?
- [How Fighter Pilots KISS](https://www.wingedwealth.com/insights/how-fighter-pilots-kiss-2/) - Everything has its place, but do you really need separate accounts all over the place? How many IRA's are enough?
- [How Fighter Pilots KISS Part 2](https://www.wingedwealth.com/insights/how-fighter-pilots-kiss-part-2-2/) - Diversification is good, but how much of a good thing do you need? Can too much diversification harm your portfolio?
- [Peak Stuff](https://www.wingedwealth.com/insights/peak-stuff/) - Stuff is everywhere. Do you have enough? Too much? Is it time to declare “Peak Stuff?”
- [Life Insurance Q & A](https://www.wingedwealth.com/insights/life-insurance-q-a-2/) - Life Insurance-- Boring? Ghoulish? Crucial? Confusing? Yes.
- [Old Money](https://www.wingedwealth.com/insights/old-money-2/) - You know how to handle your money, but your parents are starting to need some help. Where do you even start?
- [Don’t Close the Backdoor (Roth IRA)](https://www.wingedwealth.com/insights/dont-close-the-backdoor-roth-ira-2/) - Backdoor Roth season is in full swing. You'll need to maneuver before December 31st, so here's what you need to know about Backdoor Roth IRAs!
- [Should Grandparents have 529’s?](https://www.wingedwealth.com/insights/should-grandparents-have-529s/) - Giving to grandkids feels good, paying for their education pays for your Social Security...so what’s the downside of a Grandparent-owned 529?
- [How to Max Perform Holidays with Family](https://www.wingedwealth.com/insights/how-to-max-perform-holidays-with-family/) - Holidays are stressful enough, but sometimes they're your best chance to have a tough conversation with family members. Read on for tactics to max perform your holidays!
- [Short, Sweet, to the Point: 10 Quick End-of-Year Steps You Can Still Take to Max-Perform Your Money](https://www.wingedwealth.com/insights/short-sweet-to-the-point-10-quick-end-of-year-steps-you-can-still-take-to-max-perform-your-money/) - It’s almost the end of the year, but there’s still time to max-perform your money!
- [The Other DCA](https://www.wingedwealth.com/insights/the-other-dca/) - Defensive Counter Air is fun, but could Dollar Cost Averaging be even more fun?
- [YNARB](https://www.wingedwealth.com/insights/ynarb/) - Budgets stink. Maybe there’s another way to make your money behave… YNARB
- [Single Stocks—An Uncompensated Risk](https://www.wingedwealth.com/insights/single-stocks-an-uncompensated-risk/) - Investing in single stocks can pay off big (early Apple), result in disaster (Enron), be a long-slow decline (GE), or be a roller coaster (most companies over time).
- [Top Ten Insurance Mistakes that Fighter Pilots Make](https://www.wingedwealth.com/insights/top-ten-insurance-mistakes-that-fighter-pilots-make-3/) - Insurance is like Goldilocks, too much and too little are probably not the right answer…
- [Bucket List Planning for the Young](https://www.wingedwealth.com/insights/bucket-list-planning-for-the-young-2/) - You have a long time before you "kick the bucket," but how long do you have before you don't own your children's time to make memories for your family? Do you need a bucket list for age 14? Maybe 18?
- [The C-Word(s)](https://www.wingedwealth.com/insights/the-c-words-2/) - Culmination, compensation, confusion—check! The are so many C-Words in the financial world, but the really tough ones are Contribution, Conversion and Characterization.
- [Everything is Free](https://www.wingedwealth.com/insights/everything-is-free-2/) - Military service conditions us not to pay for a lot of services, but should we pay even if we don’t absolutely have to?
- [Life Insurance Q & A](https://www.wingedwealth.com/insights/life-insurance-q-a-3/) - Life Insurance-- Boring? Ghoulish? Crucial? Confusing? Yes.
- [Markets Versus Mattresses](https://www.wingedwealth.com/insights/markets-versus-mattresses-2/) - The market is too high to invest in, right? Wait, how do you know? When do you jump in? All at once, or a little at a time?
- [Do You Have Real Wealth?](https://www.wingedwealth.com/insights/do-you-have-real-wealth/) - What is wealth and how do you know if you have it?
- [Risky Business](https://www.wingedwealth.com/insights/risky-business/) - There is almost no end to the risks we endure in military service. But how do we face up to investment risk?
- [Diversification: Always Saying You’re Sorry](https://www.wingedwealth.com/insights/diversification-always-saying-youre-sorry-2/) - It’s rare to hear that you shouldn’t diversify your investments, but really, should you?
- [Backdoor Roth Club](https://www.wingedwealth.com/insights/backdoor-roth-club/) - The first rule of Back Door Roth Club… is talk about Backdoor Roth Club! You might be in Backdoor Roth Club already. Do you know the rules?
- [Are you GAH or FAB?](https://www.wingedwealth.com/insights/are-you-gah-or-fab/) - Are you getting ahead or falling behind? How would you know?
- [Time to Thrive in 2025](https://www.wingedwealth.com/insights/time-to-thrive-in-2025/) - It's finally 2025. What should you be doing to max-perform your dollars and your life fulfillment?
- [What’s the Best College Account--529 or UTMA?](https://www.wingedwealth.com/insights/whats-the-best-college-account-529-or-utma/) - It’s time to save for college, but where should you start? A 529? A UTMA? Something else?
- [Back to Basics: Account Types](https://www.wingedwealth.com/insights/back-to-basics-account-types/) - Investing and personal finance has too much jargon. Let’s just focus on the basics of account types!
- [How to Max Perform Holidays with Family](https://www.wingedwealth.com/insights/how-to-max-perform-holidays-with-family-2024/) - Holidays are stressful enough, but sometimes they're your best chance to have a tough conversation with family members. Read on for tactics to max perform your holidays!
- [TSP In-Plan Roth Conversions Are Coming!](https://www.wingedwealth.com/insights/tsp-in-plan-roth-conversions-are-coming/) - TSP will allow Roth Conversions inside the plan in 2026—here’s what you need to know!
- [Federal Long-Term Care Insurance Program Update](https://www.wingedwealth.com/insights/federal-long-term-care-insurance-program-update/) - If you wanted Long-term Care insurance for Christmas, you may have to wait until 2026…
- [I-Bond Update 2024](https://www.wingedwealth.com/insights/i-bond-update-2024/) - Series I-Bonds dipped to 3.11% but new bonds pay a 1.2% fixed rate. Should you stay the course with I-Bonds?
- [Logical Conclusions](https://www.wingedwealth.com/insights/logical-conclusions/) - Does the rule of law matter to your TSP? Probably so…
- [Do Fighter Pilots Need Healthcare FSAs?](https://www.wingedwealth.com/insights/do-fighter-pilots-need-healthcare-fsas/) - Do you need a healthcare FSA? If you dislike taxes, maybe so…
- [Thank Your Parents for that Tax Bill](https://www.wingedwealth.com/insights/thank-your-parents-for-that-tax-bill/) - Your parents may be conspiring to inflate your tax bill! What can you do?
- [Should Rollover Your TSP to an IRA?](https://www.wingedwealth.com/insights/should-rollover-your-tsp-to-an-ira-2/) - The TSP served you well in uniform, but after retirement or separation, you can finally start jockeying the throttles with this part of your retirement savings. But is it a good idea to rollover your TSP to an IRA?
- [One Simple Credit Card Hack to Rule Them All](https://www.wingedwealth.com/insights/monday-money-one-simple-credit-card-hack-to-rule-them-all/) - Could there really be one simple credit card hack that’s better than all of the others?
- [Top 10 Tax Planning Tips for Fighter Pilot Families in 2024](https://www.wingedwealth.com/insights/top-10-tax-planning-tips-for-fighter-pilot-families-in-2024/) - Wouldn't it be great to only worry about taxes in April? So sad, but these tips can help you max-perform tax planning before it's trapped at your six!
- [When is the Best Time for Roth Conversions?](https://www.wingedwealth.com/insights/when-is-the-best-time-for-roth-conversions-3/) - Roth Conversions are mysterious until they're not. They can lower your lifetime tax bill, which is the bill you should be worrying about!
- [Top 10 Business Mistakes Fighter Pilots Make](https://www.wingedwealth.com/insights/top-10-business-mistakes-fighter-pilots-make/) - If you already walk on water, how hard can running a business be? Read on to find out!
- [Part 6: Tax Planning --What Does Financial Planning Look Like?](https://www.wingedwealth.com/insights/part-6-tax-planning-what-does-financial-planning-look-like/) - Tax Planning is both a long-range and short-range exercise to help suppress your lifetime tax bill—no tips for the tax man!
- [Why I Opted Back in to SBP](https://www.wingedwealth.com/insights/why-i-opted-back-in-to-sbp-2/) - The SBP Open Season is almost over. Should you get out? Should you get in? What is SBP anyway?
- [Part 5: Retirement Analysis Deep Dive -- What Does Financial Planning Look Like?](https://www.wingedwealth.com/insights/part-5-retirement-analysis-deep-dive-what-does-financial-planning-look-like/) - How do we plan for life insurance needs? What if returns are lower? We can plan for that.
- [Part 4: Retirement Analysis Introduction--What Does Financial Planning Look Like?](https://www.wingedwealth.com/insights/part-4-retirement-analysis-introduction-what-does-financial-planning-look-like/) - Time to look at the good stuff! Turning assumptions into actionable analysis!
- [Part 3: What Does Financial Planning Look Like? Net Worth and Goals](https://www.wingedwealth.com/insights/part-3-what-does-financial-planning-look-like-net-worth-and-goals/) - Financial planning is all about goals, but how do we distill goals for accurate planning?
- [(PART 2) What does Financial Planning Look Like?](https://www.wingedwealth.com/insights/part-2-what-does-financial-planning-look-like/) - Saving doesn't have to be complicated... or does it?
- [What does Financial Planning Look Like? Part 1 Family and Income](https://www.wingedwealth.com/insights/what-does-financial-planning-look-like-part-1-family-and-income/) - Sometimes a picture and words are worth a thousand pictures and words... lets take a look at real Financial Planning!
- [Why You Should Care about the Number 230](https://www.wingedwealth.com/insights/why-you-should-care-about-the-number-230/) - 230 might be your fighting weight, but it's also a key number for your IRA!
- [Kid-Span and the Spans](https://www.wingedwealth.com/insights/kid-span-and-the-spans/) - You get maybe 85 laps around the sun. How do you optimize the Wealth, Health, and Kid time during your Lifespan?
- [Retire to It, Not From It](https://www.wingedwealth.com/insights/retire-to-it-not-from-it/) - Retirement has many choices. Choosing to retire may be the easiest one…
- [All the Single Killers…](https://www.wingedwealth.com/insights/all-the-single-killers/) - Should you get married to pay less taxes? Probably not…
- [Depreciation for Dummies](https://www.wingedwealth.com/insights/depreciation-for-dummies/) - Appreciation grows the price of your rental home, Depreciation shrinks the cost of your taxes. Here’s what you need to know about Depreciation.
- [The End of the Roth Golden Age](https://www.wingedwealth.com/insights/the-end-of-the-roth-golden-age-2/) - The best years of Roth may end in 2025. Read on to find out what you can do with the time left...
- [In Memoriam](https://www.wingedwealth.com/insights/in-memoriam/) - Memorial Day gives us a chance to reflect on our mission—perfecting the Union others died to preserve.
- [When is PAWing Okay?](https://www.wingedwealth.com/insights/when-is-pawing-okay/) - Is your net worth on course, on glidepath? How much net worth should you have for your age?
- [Commanding Money](https://www.wingedwealth.com/insights/commanding-money/) - Commanders are busy, but they’re responsible for financial readiness too. This toolkit makes it easy to lead with money!
- [How Much is Mom Worth?](https://www.wingedwealth.com/insights/how-much-is-mom-worth-2/) - Mother’s day is just a few days away. Do you know how much your Mom is worth? Of course she’s priceless, but let’s peel that back a bit!
- [Prepaid College - Is it a Bargain?](https://www.wingedwealth.com/insights/prepaid-college-is-it-a-bargain/) - Prepaid college plans can be attractive. Who doesn’t like a guarantee? But what’s the cost of that guarantee and is it right for you?
- [The Haiku Financial Plan](https://www.wingedwealth.com/insights/the-haiku-financial-plan/) - You’ve heard of one-page financial plans, note card financial plans, but what about Haiku?
- [Top 10 Tax Mistakes Fighter Pilots Make](https://www.wingedwealth.com/insights/top-10-tax-mistakes-fighter-pilots-make-2/) - No one likes to overpay taxes. Underpaying tends to wind up poorly too. How can you avoid tax mistakes?
- [Do I Have to Pay Estimated Taxes in 2024?](https://www.wingedwealth.com/insights/do-i-have-to-pay-estimated-taxes-in-2024/) - Tax day is almost here, but you received estimated payment forms. Do you have to pay estimated taxes too?
- [Getting Real About College Again… Part 2](https://www.wingedwealth.com/insights/getting-real-about-college-again-part-2/) - Hangovers are part of College, but how long should they last and do parents get them too?
- [Getting Real About College Again… Part 1](https://www.wingedwealth.com/insights/getting-real-about-college-again-part-1/) - What is College Really For?
- [College SOTU (State of the Union)](https://www.wingedwealth.com/insights/college-sotu-state-of-the-union/) - College decision season is in full afterburner for seniors… what’s coming up for juniors?
- [The Power of Mental Accounting](https://www.wingedwealth.com/insights/the-power-of-mental-accounting/) - If you could have a superpower, wouldn’t you want it to be mental accounting? Maybe you’re in luck…
- [Smooth Versus Creep](https://www.wingedwealth.com/insights/smooth-versus-creep/) - Lifestyle creep isn’t inherently bad, and consumption smoothing is definitely hard. What path should you choose?
- [Digital Assets—Like Stocks, but with Additional Risks](https://www.wingedwealth.com/insights/digital-assets-like-stocks-but-with-additional-risks/) - Crypto comes in ETF flavors now—is it time to buy?
- [Diversification: Always Saying You’re Sorry](https://www.wingedwealth.com/insights/diversification-always-saying-youre-sorry/) - It’s rare to hear that you shouldn’t diversify your investments, but really, should you?
- [How to Trust](https://www.wingedwealth.com/insights/how-to-trust/) - You’ve decided to get a Revocable Living Trust, but what do you do now?
- [Up the Score in 2024](https://www.wingedwealth.com/insights/up-the-score-in-2024/) - It's finally 2024. What should you be doing to max-perform your dollars and your life fulfillment?
- [RMD--Why Does this Matter to Me?](https://www.wingedwealth.com/insights/rmd-why-does-this-matter-to-me/) - What goes in, must come out. What are RMDs and how should you think about these Required Minimum Distributions?
- [I-Bond Update](https://www.wingedwealth.com/insights/i-bond-update/) - Series I-Bonds dipped to 4.3% but now are back up to to 5.27% until May 2024. Should you stay the course with I-Bonds?
- [Top 10 Tax Planning Tips for Fighter Pilot Families](https://www.wingedwealth.com/insights/top-10-tax-planning-tips-for-fighter-pilot-families-2/) - Wouldn't it be great to only worry about taxes in April? So sad, but these tips can help you max-perform tax planning before it's trapped at your six!
- [How Fighter Pilots Save for College](https://www.wingedwealth.com/insights/how-fighter-pilots-save-for-college-2/) - College is expensive, but there are a lot of ways to save for college. Read on to arm yourself with the best tactics!
- [The Premium or the Pain](https://www.wingedwealth.com/insights/the-premium-or-the-pain/) - We all like our cards. They provide a lot of convenience. But what do we trade for that convenience?
- [When is the Best Time for Roth Conversions?](https://www.wingedwealth.com/insights/when-is-the-best-time-for-roth-conversions-2/) - Roth Conversions are mysterious until they're not. They can lower your lifetime tax bill, which is the bill you should be worrying about!
- [Why You Should Care about the Number 218](https://www.wingedwealth.com/insights/why-you-should-care-about-the-number-218/) - Personal finance has a lot of key numbers, but 218 is critical this year, because the success of your Roth IRA depends on it!
- [Why I Opted Back in to SBP](https://www.wingedwealth.com/insights/why-i-opted-back-in-to-sbp/) - The SBP Open Season is halfway over. Should you get out? Should you get in? What is SBP anyway?
- [How Lieutenants Become Millionaires, Part 3](https://www.wingedwealth.com/insights/how-lieutenants-become-millionaires-part-3-2/) - Now Lieutenants know what to do, but WHY? And How?
- [How Lieutenants Become Millionaires, Part 2](https://www.wingedwealth.com/insights/how-lieutenants-become-millionaires-part-2/) - Graduating from a 20-year military career with a million-dollar nest egg is well within reach for new officer. Modest savings in the Thrift Savings Plan (TSP) added to the traditional defined benefit pension for 20+ year military retirees can make today’s butter bars into tomorrow’s millionaire next door, but you have to act now!
- [The Financial Value of a Mom](https://www.wingedwealth.com/insights/the-financial-value-of-a-mom/) - Mother’s day is just a few days away. Do you know how much your Mom is worth? Of course she’s priceless, but let’s peel that back a bit!
- [Financially Launching Kids to College](https://www.wingedwealth.com/insights/financially-launching-kids-to-college/) - Financially savvy adults aren’t born, they’re made. The start of college is the time to prepare your young adult for max-perform money.
- [Top 10 Tax Mistakes Fighter Pilots Make](https://www.wingedwealth.com/insights/top-10-tax-mistakes-fighter-pilots-make/) - No one likes to overpay taxes. Underpaying tends to wind up poorly too. How can you avoid tax mistakes?
- [Do I Have to Pay Estimated Taxes?](https://www.wingedwealth.com/insights/do-i-have-to-pay-estimated-taxes-2/) - Tax day is here, but you received estimated payment forms. Do you have to pay estimated taxes too?
- [Should you Die with Zero?](https://www.wingedwealth.com/insights/should-you-die-with-zero/) - You’re saving for retirement, but should you be spending to make memories too? And when should you give your kids an inheritance?
- [Should You Prepay for College](https://www.wingedwealth.com/insights/should-you-prepay-for-college/) - Prepaid college plans can be attractive. Who doesn’t like a guarantee? But what’s the cost of that guarantee and is it right for you?
- [Jinking out of Estimated Taxes](https://www.wingedwealth.com/insights/jinking-out-of-estimated-taxes/) - Do you have to pay estimated taxes? If so, how much, when and why? Is there a way to jink out of them?
- [Backdoor Roth IRA Club](https://www.wingedwealth.com/insights/backdoor-roth-ira-club/) - The first rule of Back Door Roth Club… is don’t not talk about Backdoor Roth Club! You might be in Backdoor Roth Club already. Do you know the rules?
- [In Defense of Paying Taxes](https://www.wingedwealth.com/insights/in-defense-of-paying-taxes/) - No one likes paying taxes, but is there an upside to getting a tax bill?
- [Do Fighter Pilots Carry Umbrellas?](https://www.wingedwealth.com/insights/do-fighter-pilots-carry-umbrellas/) - Are fighter pilots allowed to carry umbrellas? Maybe there's a case for it...
- [The Best and Worst Times to Fund an IRA](https://www.wingedwealth.com/insights/the-best-and-worst-times-to-fund-an-ira/) - The IRS tells us when we can and can’t fund an IRA. We have to manage when we will or won’t do it!
- [How to Fix a Taxable Portfolio](https://www.wingedwealth.com/insights/how-to-fix-a-taxable-portfolio/) - Can you explain why your taxable portfolio looks the way it looks? Would you buy the same things if you were starting over today?
- [Retirement Merges to Buy](https://www.wingedwealth.com/insights/retirement-merges-to-buy/) - You've decided to retire, but now the real decisions begin and some of them have some serious dollar signs attached to them!
- [Do Fighter Pilots Buy CDs?](https://www.wingedwealth.com/insights/do-fighter-pilots-buy-cds/) - CDs aren't just for your grandparents. They're paying real interest now. Here's what you need to know...
- [What to do in 2023](https://www.wingedwealth.com/insights/what-to-do-in-2023/) - It's 2023. What should you be doing to max-perform your dollars and your life fulfillment?
- [Why Should you Care About the Survivor Benefit Plan Open Season 2023?](https://www.wingedwealth.com/insights/why-should-you-care-about-the-survivor-benefit-plan-open-season-2023/) - Opting out of the Survivor Benefit Plan is usually a one-way door. Congress has authorized a rare Open Season to get back in. Here's what you need to know...
- [RMD--Not Just a 4-Letter Word](https://www.wingedwealth.com/insights/rmd-not-just-a-4-letter-word/) - What goes in, must come out. What are RMDs and how should you think about these Required Minimum Distributions?
- [Why You Should Care about the Number 204](https://www.wingedwealth.com/insights/why-you-should-care-about-the-number-204/) - Personal finance has a lot of key numbers, but 204 is critical this year, because the success of your Roth IRA depends on it!
- [When is the Best Time for Roth Conversions?](https://www.wingedwealth.com/insights/when-is-the-best-time-for-roth-conversions/) - Roth Conversions are mysterious until they're not. They can lower your lifetime tax bill, which is the bill you should be worrying about!
- [Getting Real About College](https://www.wingedwealth.com/insights/getting-real-about-college/) - College costs are brutal, so how can parents think about the college planning process to balance the price tag and the benefits?
- [Do I have to Wait 5 Years for my Roth IRA?](https://www.wingedwealth.com/insights/do-i-have-to-wait-5-years-for-my-roth-ira/) - Roth IRAs are great, but 5 Years is the magic number you need to know to max-perform your dollars and avoid leaving the tax man a tip!
- [Can Fighter Pilots have 401(k)s?](https://www.wingedwealth.com/insights/can-fighter-pilots-have-401ks/) - Saving in the TSP is great, but can you have a 401(k) too? What do fighter pilots need to know about 401(k)s?
- [Top Financial Lessons from Top Gun: Maverick](https://www.wingedwealth.com/insights/top-financial-lessons-from-top-gun-maverick/) - Top Gun: Maverick saved your cinematic summer, but what are the Top Financial Lessons from Top Gun: Maverick?
- [Top 10 Tax Planning Tips for Fighter Pilot Families](https://www.wingedwealth.com/insights/top-10-tax-planning-tips-for-fighter-pilot-families/) - Wouldn't it be great to only worry about taxes in April? So sad, but these tips can help you max-perform tax planning before it's trapped at your six!
- [How Fighter Pilots Save for College](https://www.wingedwealth.com/insights/how-fighter-pilots-save-for-college/) - College is expensive, but there are a lot of ways to save for college. Read on to arm yourself with the best tactics!
- [Cars Steal Wealth](https://www.wingedwealth.com/insights/cars-steal-wealth/) - Cars generally sink in value. The current supply chain challenges will abate. When cars depreciate, they steal your wealth!
- [Top Ten Insurance Mistakes that Fighter Pilots Make](https://www.wingedwealth.com/insights/top-ten-insurance-mistakes-that-fighter-pilots-make/) - Insurance isn't a fun topic, but you don't want to be over-insured, under-insured, paying too much, paying too little or otherwise saddled with the wrong insurance. Here's the Top Ten Insurance Mistakes to avoid.
- [Should Rollover Your TSP to an IRA?](https://www.wingedwealth.com/insights/should-rollover-your-tsp-to-an-ira/) - The TSP served you well in uniform, but after retirement or separation, you can finally start jockeying the throttles with this part of your retirement savings. But is it a good idea to rollover your TSP to an IRA?
- [The Top 10 IRA Mistakes Fighter Pilots Make](https://www.wingedwealth.com/insights/the-top-10-ira-mistakes-fighter-pilots-make/) - Everyone makes mistakes, but IRA mistakes might hurt more than most. Here's what you need to know...
- [Must You Have Goals to be Successful?](https://www.wingedwealth.com/insights/must-you-have-goals-to-be-successful/) - Goals seems to be part of financial plans, but do they have to be? Would another approach work better?
- [Bonds and Your Military Pension](https://www.wingedwealth.com/insights/bonds-and-your-military-pension/) - If you have a military pension coming, do you still need bonds?
- [Should You Own Bonds?](https://www.wingedwealth.com/insights/should-you-own-bonds/) - Some might say stocks are like fighter jet—sleek, sexy, and high-performing. Does that make bonds a C-130—generally reliable, workhorse, but maybe not as fun play around with?
- [The Best ways to Maximize Post 9-11 G.I. Bill Benefits](https://www.wingedwealth.com/insights/the-best-ways-to-maximize-post-9-11-g-i-bill-benefits/) - The Post 9-11 G.I. Bill benefits are amazing--worth hundreds of thousands of dollars, but how do you integrate them with taxes, 529 plans, and wealth-building?
- [Should You Consider Indexed Universal Life Insurance?](https://www.wingedwealth.com/insights/should-you-consider-indexed-universal-life-insurance/) - Indexed Universal Life Insurance is heavily sold, often as the solution regardless of the problem. Is it right for you?
- [Does a Million Dollars Still Matter?](https://www.wingedwealth.com/insights/does-a-million-dollars-still-matter/) - Our society is infatuated with the concept of a millionaire, but does a million dollars really matter anymore?
- [When is the Best Time to Give?](https://www.wingedwealth.com/insights/when-is-the-best-time-to-give/) - The best time to give depends on a lot--taxes, fulfillment goals, and competing uses for your assets. What should you consider about giving?
- [Nickel on the Grass: Fighter Pilots and Life Insurance](https://www.wingedwealth.com/insights/nickel-on-the-grass-fighter-pilots-and-life-insurance-2/) - When it comes to Life Insurance, it's usually best to have a little too much, starting a little too soon, and kept for a little too long...
- [All (still) in Favor, Say Series I Bonds](https://www.wingedwealth.com/insights/all-still-in-favor-say-series-i-bonds/) - Series I Bonds are paying now paying an even juicier 9.62%, but is the juice worth the squeeze?
- [The End of the Roth Golden Age](https://www.wingedwealth.com/insights/the-end-of-the-roth-golden-age/) - The best years of Roth may end in 2025. Read on to find out what you can do with the time left...
- [The Net Present Value of a Mom](https://www.wingedwealth.com/insights/the-net-present-value-of-a-mom/) - None of us would be here without Mom. How should we think about her financial value?
- [What's the Deal with Homeless Fighter Pilots?](https://www.wingedwealth.com/insights/whats-the-deal-with-homeless-fighter-pilots/) - Should you rent? Should you buy? How do you know?
- [Do I Have to Pay Estimated Taxes?](https://www.wingedwealth.com/insights/do-i-have-to-pay-estimated-taxes/) - Uncle Sam knows what I make, why do I have to make estimated payments too?
- [TSP (almost) Enters the 21st Century](https://www.wingedwealth.com/insights/tsp-almost-enters-the-21st-century/) - The TSP is finally modernizing. Will it feel like 2022 or 1997?
- [Taxes and the Sale of Your Rental House](https://www.wingedwealth.com/insights/taxes-and-the-sale-of-your-rental-house/) - Selling a rental home can bring relief, cash... and taxes! Here's what you need to know...
- [How Your Taxable Investments are Taxed](https://www.wingedwealth.com/insights/how-your-taxable-investments-are-taxed/) - Investing is confusing enough, but how can you understand the impact of taxes on your investments?
- [How Lieutenants Become Millionaires Part 3](https://www.wingedwealth.com/insights/how-lieutenants-become-millionaires-part-3/) - Now Lieutenants know what to do, but WHY? And How?
- [How Lieutenants Become Millionaires Part 2](https://www.wingedwealth.com/insights/how-lieutenants-become-millionaires-part-2-the-five-pillars-of-investing-in-part-1-of-this-series-we-examined-the-most-crucial-element-of-investing-time-you-have-to-spend-time-in-the-market-conv/) - Graduating from a 20-year military career with a million-dollar nest egg is well within reach for new officer. Modest savings in the Thrift Savings Plan (TSP) added to the traditional defined benefit pension for 20+ year military retirees can make today’s butter bars into tomorrow’s millionaire next door, but you have to act now!
- [How Lieutenants Become Millionaires Part 1](https://www.wingedwealth.com/insights/how-lieutenants-become-millionaires-part-1/) - Building sufficient wealth isn't the first thing on a young officer's mind, but it can't be the last either.
- [Numbers to Help You Sleep at Night](https://www.wingedwealth.com/insights/numbers-to-help-you-sleep-at-night/) - When news reports about stock market gloom stress you out, count sheep with these numbers...
- [Net Worth Statements: The New Year’s Tradition of Fighter Pilots?](https://www.wingedwealth.com/insights/net-worth-statements-the-new-years-tradition-of-fighter-pilots/) - A net worth statement is probably the single best gauge of your financial health. Here's what you need to know about net worth...
- [Shaping a Taxable Portfolio](https://www.wingedwealth.com/insights/shaping-a-taxable-portfolio/) - Can you explain why your taxable portfolio looks the way it looks? Would you buy the same things if you were starting over today?
- [What to do in 2022](https://www.wingedwealth.com/insights/what-to-do-in-2022/) - It's 2022. What should you be doing to max-perform your dollars and your life fulfillment?
- [Roth IRA Tactics in an Ambiguous Fight](https://www.wingedwealth.com/insights/roth-ira-tactics-in-an-ambiguous-fight/) - The Crystal Ball says the Backdoor Roth IRA may not quite be dead yet. What should you do?
- [All in Favor, Say “I” (Bonds)](https://www.wingedwealth.com/insights/all-in-favor-say-i-bonds/) - Series I Bonds are paying 7.12%, but is the juice worth the squeeze?
- [Best Financial Podcasts for Fighter Pilot Money Nerds](https://www.wingedwealth.com/insights/best-financial-podcasts-for-fighter-pilot-money-nerds/) - Podcasts are a great way to learn to max-perform your money. Check out this list for some hidden gems!
- [RMD-Yeah, You Know Me…](https://www.wingedwealth.com/insights/rmd-yeah-you-know-me/) - What goes in, must come out. How should you think about Required Minimum Distributions?
- [The True Meaning of Festivus](https://www.wingedwealth.com/insights/the-true-meaning-of-festivus/) - Holidays and family get-togethers create an opportunity to tackle tough financial conversations. Read on to discover how to start the dialogue!
- [How Fighter Pilots Think About Emergency Funds](https://www.wingedwealth.com/insights/how-fighter-pilots-think-about-emergency-funds/) - Emergencies aren't boring, but emergency funds can feel that way. Should you have one?
- [Top 10 TSP Quirks You Need to Know](https://www.wingedwealth.com/insights/top-10-tsp-quirks-you-need-to-know/) - Sometimes the TSP is simple. Sometimes not so much. Here's what you need to know in order to max-perform your money and avoid leaving Aunt IRS a tip!
- [Die With Zero Book Review… Sort Of](https://www.wingedwealth.com/insights/die-with-zero-book-review-sort-of/) - If you're getting an inheritance, you might have to wait until you're 60?
- [Lead Turns* that Fighter Pilots Take](https://www.wingedwealth.com/insights/lead-turns-that-fighter-pilots-take/) - Why wait for the new year to start winning 2022? Taking financial lead turns today makes tomorrow easier!
- [Basis in your IRA? Try Separating the Jack from the Coke](https://www.wingedwealth.com/insights/basis-in-your-ira-try-separating-the-jack-from-the-coke/) - With the tax year closing, you may still have time to separate basis from an IRA or 401(k) for one last after-tax dollar Roth conversion.
- [Roth is Dead—Long Live Roth!](https://www.wingedwealth.com/insights/roth-is-dead-long-live-roth/) - Congress has key Roth strategies in it's sights. The Roth IRA isn't quite dead, but some of his friends might be very short-lived.
- [Merges that Fighter Pilots Blow Through](https://www.wingedwealth.com/insights/merges-that-fighter-pilots-blow-through/) - There are so many important topics in the military personal finance world. Which ones are critical? Which merges can you blow through, at least for now?
- [The Complexity of Conflict](https://www.wingedwealth.com/insights/the-complexity-of-conflict/) - Conflicts of interest are part of every financial relationship. Period dot. How do you recognize and mitigate them?
- [Top 10 Ways to Protect Your Financial Life](https://www.wingedwealth.com/insights/top-10-ways-to-protect-your-financial-life/) - How do you defend against all of the threats to your financial life? This list is a great start!
- [The Roth IRA 5-Year Rules](https://www.wingedwealth.com/insights/the-roth-ira-5-year-rules/) - What fun would IRAs be without rules? Read on to learn about the many 5-year rules of Roth IRAs!
- [Mega-Sized Retirement Savings](https://www.wingedwealth.com/insights/mega-sized-retirement-savings/) - If Roth IRAs are good, and Backdoor Roth IRAs can be better, are Mega Backdoor Roth IRAs the best?
- [Why be a One Percenter When you can be a Four Percenter?](https://www.wingedwealth.com/insights/why-be-a-one-percenter-when-you-can-be-a-four-percenter/) - The 4% safe withdrawal rate is a popular number in retirement planning. What is it all about?
- [Top 10 Mid-Year Tax Planning Tips](https://www.wingedwealth.com/insights/top-10-mid-year-tax-planning-tips/) - Tax planning shouldn't wait until December and April 15th is way too late! What can you do to max perform your taxes before the calendar starts winding down?
- [Smooth Income, Lumpy Expenses](https://www.wingedwealth.com/insights/smooth-income-lumpy-expenses/) - Budget can be a four-letter word in some homes. Lumpy expenses, those that don't occur in the same amount each month, or happen sporadically throughout the year can wreck the best budget. What if there was a better way?
- [How Fighter Pilots Pay for Houses](https://www.wingedwealth.com/insights/how-fighter-pilots-pay-for-houses/) - Buying a house can be four dimensional chess. How much should you put down? Should you put anything down? Where should the down payment come from? What are the tax impacts?
- [Nothing Says Summer like a Custodial Roth IRA!](https://www.wingedwealth.com/insights/nothing-says-summer-like-a-custodial-roth-ira/) - Summer jobs are great for teaching kids to work hard and save for the future, but the 9-Level lessons come from teaching them about compound returns and 0% income tax rates...
- [Nickel on the Grass: Fighter Pilots and Life Insurance](https://www.wingedwealth.com/insights/nickel-on-the-grass-fighter-pilots-and-life-insurance/) - Discussions about life insurance can either feel ghoulish or like an impending hard sales pitch, fighter pilots need to know how to do this math.
- [Death, Taxes, and Fighter Pilots: Two of These are Certain](https://www.wingedwealth.com/insights/death-taxes-and-fighter-pilots-two-of-these-are-certain/) - Death and Taxes... who doesn't love a good cliché? But what federal taxes do you really need to know about and what can you do about them?
- [Turning Lieutenants into Millionaires? Part 2](https://www.wingedwealth.com/insights/turning-lieutenants-into-millionaires-part-2/) - Graduating from a 20-year military career with a million-dollar nest egg is well within reach for new officer. Modest savings in the Thrift Savings Plan (TSP) added to the traditional defined benefit pension for 20+ year military retirees can make today’s butter bars into tomorrow’s millionaire next door , but you have to act now!
- [Does $1 Million Still Matter?](https://www.wingedwealth.com/insights/does-1-million-still-matter/) - Inflation sneaks up from behind and steals your money, so does $1 Million still matter?
- [I Know a Fighter Pilot that Carries an Umbrella…](https://www.wingedwealth.com/insights/i-know-a-fighter-pilot-that-carries-an-umbrella/) - Are fighter pilots allow to carry umbrellas? Maybe there's a case for it...
- [Car Poverty](https://www.wingedwealth.com/insights/car-poverty/) - New car smell is intoxicating, but it can be toxic to your financial goals...
- [TSP: Take it or Leave it?](https://www.wingedwealth.com/insights/tsp-take-it-or-leave-it/) - The TSP has been your retirement workhorse. Should you let it ride or switch to an IRA?
- [Rate vs. Radius for your Portfolio](https://www.wingedwealth.com/insights/rate-vs-radius-for-your-portfolio/) - Nose position versus energy. Rate versus Radius. Risk versus Return. How do does a fighter pilot makes sense of it all to max perform?
- [Bond... Not Gold Bond... Part 2](https://www.wingedwealth.com/insights/bond-not-gold-bond-part-2/) - You have a military pension, do you still need bonds?
- [Roth IRAs and TSP: AMRAAMs for your Retirement?](https://www.wingedwealth.com/insights/roth-iras-and-tsp-amraams-for-your-retirement/) - Roth is usually superior due to low tax cost in the early years, likelihood of a high tax bracket later, insulation against future tax hikes, no tax bill to heirs, and forced high tax bracket floor from Social Security and Military Pension.
- [Turning Lieutenants into Millionaires? Part 3 (of 3)](https://www.wingedwealth.com/insights/turning-lieutenants-into-millionaires-part-3-of-3/) - Lieutenants, like all military officers, are endowed with the power to lead and potentially end the lives both the enemy and the women and men in their charge. There is no greater power. Born of this power is the responsibility to wield it in good fashion.
- [Turning Lieutenants into Millionaires?](https://www.wingedwealth.com/insights/turning-lieutenants-into-millionaires/) - Graduating from a 20-year military career with a million-dollar nest egg is well within reach for new officer. Modest savings in the Thrift Savings Plan (TSP) added to the traditional defined benefit pension for 20+ year military retirees can make today’s butter bars into tomorrow’s millionaire next door , but you have to act now!
- [Building Wealth by Saving for College?](https://www.wingedwealth.com/insights/building-wealth-by-saving-for-college/) - In addition to walking on water and being uniquely lethal, fighter pilots all have another common trait: a bachelor’s degree. But ask any two fighter pilots about paying for their own kids’ degrees and you might get seven different opinions. This article helps fighter pilots think about unique opportunities that come from saving for college.
- [Taxes and the Bonus: Food for Fighter Pilot Thought](https://www.wingedwealth.com/insights/taxes-and-the-bonus-food-for-fighter-pilot-thought/) - There’s a saying that trapped gas and runway behind you are two frustrating and useless things. Untouched limits in your TSP and IRA should be on the same list for fighter pilots. Here’s why:
- [Net Worth Statements for Fighter Pilots](https://www.wingedwealth.com/insights/net-worth-statements-for-fighter-pilots/) - Are you on glidepath? How do you know? Does a credit score matter? Maybe tracking net worth could answer some important questions for you...
- [Welcome to Winged Wealth Management and Financial Planning](https://www.wingedwealth.com/insights/welcome-to-winged-wealth-management-and-financial-planning/) - Happy New Year! I’m writing to announce that today I’m officially launching my Financial Planning firm, Winged Wealth Management and Financial Planning LLC.

## Pages

- [The Fighter Pilot's Financial Advisor](https://www.wingedwealth.com/) - Financial Planning for Military Families. We provide comprehensive financial planning just for military personnel, veterans and their families.
- [Comprehensive Financial Planning](https://www.wingedwealth.com/comprehensive-financial-planning-for-military-veteran-communities/) - Comprehensive Financial Planning custom designed for veterans and military personnel. Here’s what it looks like to plan your finances with us..
- [Financial Planning Pricing](https://www.wingedwealth.com/financial-planning-pricing-for-military-veteran-communities/) - Winged Wealth Management and Financial Planning believes that ongoing comprehensive financial planning is the best way for most people to discover and achieve their objectives.
- [Who We Serve](https://www.wingedwealth.com/who-we-serve/) - Who We ServeMax perform your money and transition to civilian life Find out how Winged Wealth Helps the Military Community, Aviators, and their Families: Determine goals and dreams. Plan and execute to achieve those goals and dreams. We help solve specific problems like: How do I optimize my TSP and IRA? What’s a Backdoor Roth
- [About](https://www.wingedwealth.com/about/) - Our "Why" -- Help fighter pilots and the military and veteran communities max perform their wealth to live the most fulfilling life.
- [Insights](https://www.wingedwealth.com/insights/) - Winged Wealth believes that education is afterburner for your financial plan!
- [Contact](https://www.wingedwealth.com/contact/) - Building Lasting RelationshipsMax perform your money and transition to civilian life Find out how Let’s Work TogetherWinged Wealth looks forward to working with you on your terms. Please reach out with questions or to schedule a complimentary introductory call or meeting. Address Avada Finance Office 12345 North Main Street New York, NY 555555 Get In
- [Military Financial Planning Resources](https://www.wingedwealth.com/military-financial-planning-resources/) - Here are our military financial planning resources that are available to veterans, military personnel and their families.
- [Disclosures](https://www.wingedwealth.com/disclosures/) - DisclosuresWinged Wealth Management and Financial Planning LLC is an Investment Advisor registered with the States of Florida, Texas, Virginia, and Arizona. All views, expressions, and opinions included in this communication are subject to change. This communication is not intended as an offer or solicitation to buy, hold or sell any financial instrument or investment advisory
- [One-Time Financial Plan or Project](https://www.wingedwealth.com/one-time-financial-plan-or-project-for-military-veteran-communities/) - One-Time Financial Plan or Project designed for veterans and military personnel. Here’s what it looks like to plan your finances with us..
- [Hourly Rate Financial Management Services](https://www.wingedwealth.com/hourly-rate-financial-management-services-for-military-veteran-communities/) - Hourly rate financial management services for veterans and military personnel. This may be a good fit if you’d like to have a limited scope discussion about..
- [Conflicts of Interest](https://www.wingedwealth.com/conflicts-of-interest/) - Do you trust your financial advisor?Max perform your money and transition to civilian life Find out how Conflicts of InterestDo you trust your financial advisor? A recent survey of America’s most trusted professions put stock brokers at #16 out of 20 (with members of Congress at #20/20).[1] Conflicts of interest are part of every financial
- [Thank You](https://www.wingedwealth.com/thank-you/) - Thank you for requesting our FREE "Military Retirement Financial Planning Checklist". We hope you enjoy your free download.
- [Military Retirement Financial Planning Checklist](https://www.wingedwealth.com/military-retirement-financial-planning-checklist/) - Military Retirement Financial Planning Checklist prepared specifically for veterans, military personnel and their families. Free download.

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