Winged Wealth offers the following deeper dives on topics relevant to military pilots, military members, veterans, and families.

SORT BY

Smooth Versus Creep

February 18th, 2024|

Lifestyle creep isn’t inherently bad, and consumption smoothing is definitely hard. What path should you choose?

YNARB

January 21st, 2024|

Budgets stink. Maybe there’s another way to make your money behave… YNARB

  • What to do in 2022

Up the Score in 2024

December 31st, 2023|

It's finally 2024. What should you be doing to max-perform your dollars and your life fulfillment?

  • The Other DCA

The Other DCA

December 17th, 2023|

Defensive Counter Air is fun, but could Dollar Cost Averaging be even more fun?

  • How to Max Perform Holidays with Family

How to Max Perform Holidays with Family

November 26th, 2023|

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!

  • Series I Bonds

I-Bond Update

November 11th, 2023|

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?

  • Old Money

Old Money

October 15th, 2023|

You know how to handle your money, but your parents are starting to need some help. Where do you even start?

Peak Stuff

August 19th, 2023|

Stuff is everywhere. Do you have enough? Too much? Is it time to declare “Peak Stuff?”

  • How Fighter Pilots KISS

How Fighter Pilots KISS

August 6th, 2023|

Everything has its place, but do you really need separate accounts all over the place? How many IRA's are enough?

  • Markets Versus Mattresses

Markets Versus Mattresses

July 29th, 2023|

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?

  • Everything is Free

Everything is Free

July 15th, 2023|

Military service conditions us not to pay for a lot of services, but should we pay even if we don’t absolutely have to?

  • How Lieutenants Become Millionaires, Part 2

How Lieutenants Become Millionaires, Part 2

June 25th, 2023|

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!

  • Artificial Scarcity

Artificial Scarcity

June 11th, 2023|

There are many tools for building wealth. You can discover the next amazing stock, you can buy real estate on the cheap, you can build a successful business, and you can even convince a bunch of people to pay for a collection of ones and zeros with a made-up story behind them. But what about other tools like artificial scarcity?

  • The C-Word(s)

The C-Word(s)

May 13th, 2023|

Culmination, compensation, confusion—check! The are so many C-Words in the financial world, but the really tough ones are Contribution, Conversion and Characterization.

  • The Financial Value of a Mom

The Financial Value of a Mom

May 6th, 2023|

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!

  • Should you Die with Zero?

Should you Die with Zero?

April 8th, 2023|

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

Should You Prepay for College

April 2nd, 2023|

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?

  • Backdoor Roth IRA Club

Backdoor Roth IRA Club

March 19th, 2023|

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?

  • Are you Saving Enough?

Are you Saving Enough?

March 12th, 2023|

We all wonder if we’re saving enough or too little, perhaps even too much. How should you think about your savings goals?

  • How to Fix a Taxable Portfolio

How to Fix a Taxable Portfolio

February 11th, 2023|

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 know about Roth Matching

What to Know about Roth Matching

February 3rd, 2023|

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!

  • 4-I-4-T in 2023

4 – I – 4 – T for 2023

January 28th, 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?

  • Retirement Merges to Buy

Retirement Merges to Buy

January 19th, 2023|

You've decided to retire, but now the real decisions begin and some of them have some serious dollar signs attached to them!

  • What to do in 2023

What to do in 2023

January 7th, 2023|

It's 2023. What should you be doing to max-perform your dollars and your life fulfillment?

  • How to Time the Market

How to Time the Market

December 18th, 2022|

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.

  • Where to Stash Your Cash

Where to Stash Your Cash

November 20th, 2022|

Where to stash your cash is a perennial problem. Now that interest rates are rising, here's what you need to know to max-perform your cash holdings!

  • Bucket List Planning for the Young

Bucket List Planning for the Young

November 12th, 2022|

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?

  • Getting Real About College

Getting Real About College

October 16th, 2022|

College costs are brutal, so how can parents think about the college planning process to balance the price tag and the benefits?

  • Cars Steal Wealth

Cars Steal Wealth

September 3rd, 2022|

Cars generally sink in value. The current supply chain challenges will abate. When cars depreciate, they steal your wealth!

  • Should you rollover your TSP to an IRA

Should Rollover Your TSP to an IRA?

August 21st, 2022|

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?

  • Should you own bonds

Should You Own Bonds?

July 24th, 2022|

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?

  • Give now or give later

When is the Best Time to Give?

June 10th, 2022|

The best time to give depends on a lot--taxes, fulfillment goals, and competing uses for your assets. What should you consider about giving?

  • Saving Versus Investing

Saving versus Investing

May 22nd, 2022|

It can be difficult to choose saving versus investing. Let's take a look at the differences, similarities and how to choose.

  • Lt Millionaire Main Picture 2

How Lieutenants Become Millionaires Part 2

February 27th, 2022|

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!

  • Shaping Taxable Portfolio

Shaping a Taxable Portfolio

January 16th, 2022|

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

What to do in 2022

January 2nd, 2022|

It's 2022. What should you be doing to max-perform your dollars and your life fulfillment?

  • Fesitvus Main Picture

The True Meaning of Festivus

November 14th, 2021|

Holidays and family get-togethers create an opportunity to tackle tough financial conversations. Read on to discover how to start the dialogue!

  • TSP Quirks Main Pictures

Top 10 TSP Quirks You Need to Know

October 24th, 2021|

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!

  • Roth is Dead Main Picture

Roth is Dead—Long Live Roth!

September 19th, 2021|

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.

  • Mid-Year Tax Planning

Top 10 Mid-Year Tax Planning Tips

July 11th, 2021|

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

Smooth Income, Lumpy Expenses

July 4th, 2021|

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?

  • Down Payment main picture

How Fighter Pilots Pay for Houses

June 27th, 2021|

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?

  • Fighter Pilot KISS

How Fighter Pilots KISS

May 16th, 2021|

Everything has its place, but do you really need separate accounts all over the place? How many IRA's are enough?

  • Old Money

Old Money

May 2nd, 2021|

You know how to handle your money, but your parents are starting to need some help. Where do you even start?

  • The Problem with Financial Advice

The Problem(s) with Financial Advice

April 25th, 2021|

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.

  • Joint Strike Prius 1.0

Car Poverty

April 18th, 2021|

New car smell is intoxicating, but it can be toxic to your financial goals...

  • AMRAAM

Roth IRAs and TSP: AMRAAMs for your Retirement?

February 21st, 2021|

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.

  • If I had a million dollars

Turning Lieutenants into Millionaires? Part 3 (of 3)

February 14th, 2021|

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.

  • Lt Millionaire

Turning Lieutenants into Millionaires? Part 2

February 7th, 2021|

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!

  • Commissioning

Turning Lieutenants into Millionaires?

February 1st, 2021|

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?

January 25th, 2021|

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.

Want to know more? Contact us or schedule a complimentary introductory call.