My recommended order of financial operations:
1. Doing
2. Learning
(big gap)
3. Thinking
What most people start with:
1. Thinking
(big gap)
2. Learning
(big gap)
3. Doing
Garbage in = Garbage out
I hear some version of this pretty often:
“I’ll have $X million by age ___"
Usually, that number is coming from a compound interest calculator
The calculator can show you what happens if everything goes according to the assumptions you entered
It cannot predict your future
Here are the assumptions hiding inside that number:
You’ll earn the return you plugged in
You’ll invest the same amount every year without interruption
The market will cooperate with your timeline
Your income will continue to support your savings plan
Your goals and lifestyle won’t change over the years
Taxes and other life changes won’t affect the outcome
Everybody has a plan
... but few are stress tested
Simple advice sits on a lot of to-do lists
How often does it actually get crossed off?
In a lot of cases, if there's nothing making you do it, it doesn't get done
That's the irony of personal finance. The advice isn't the hard part
It's doing it on a random Tuesday when:
Nobody is watching
There’s no immediate reward
Something else feels more urgent
When people hear “financial advisor,” the first thing they are thinking is investments.
But your financial life is much bigger than your portfolio
Think about everything that goes into your financial picture:
Your income
Your spending
Your family
Your goals
Your taxes
Your insurance
Your investments
Your estate plan
There are experts who help with each piece and each person plays an important role
But these decisions don't happen one at a time
No need to overcomplicate this -
Financial planning is just making sure all of those decisions are working together
Whether you do that yourself or work with an advisor, the idea is the same:
Make better decisions with your money
Most financial advice for pilots sounds something like this:
• Max out your 401(k)
• Buy term life insurance
• Don't increase your spending every time you get a raise
Don't get me wrong this is good advice
But I think there's a much bigger opportunity that gets overlooked
Pilots have two advantages that almost no other profession has
First: You know what you're going to make
Most professionals don't know what their income will look like five years from now
Pilots do
Your pay is negotiated, published, and based on years of service. Assuming normal career progression, you can project your income decades into the future with a level of certainty that's very rare
Second: Your base doesn't necessarily determine your state income taxes
Under 49 U.S.C. § 40116(f), airline crew members generally pay state income tax based on where they're legally domiciled
If you're based in a high-tax state but legally reside in a state with no income tax, that difference can have a meaningful impact over the course of your career
Here's why these two facts matter together
Because your future income is relatively predictable, you can model the long-term impact of your state tax decisions with much more precision
A 5% difference in state income tax doesn't just affect this year's paycheck
Applied to a predictable career earnings curve, it can add up to hundreds of thousands of dollars over a career
That's why I think a transition to a mainline carrier is one of the best times to review your overall financial plan
Because it's not just reviewing your retirement contributions
Sometimes the biggest financial wins don't come from earning higher returns
They come from making better decisions with the income you're already going to earn
A couple wants to max retirement accounts, save for a house, and build a pre-retirement work-optional income bucket
They can't fully do all three this year
The money runs out before the goals do
Max retirement = money locked up for decades, but compounds the longest
House fund = cash sitting on the sidelines right when investing it might pay off most
Work-optional bucket = needs to be liquid and accessible well before 59½, which usually means lower growth than the other two
This year's paycheck can fully fund maybe one and a half of them
Most people don't choose. They do a little of everything and wonder why nothing moves
The real tradeoff isn't A vs B vs C like it appears
It's this year's dollar vs. next year's dollar
If you skip that decision it gets made for you by whatever has the nearest deadline
Not the best payoff
"I want to combine everything into one account to increase the compounding"
This one sounds intuitive, but it's not how compounding works
Compounding = your money earns returns, then earns returns on that bigger amount next year
That happens to each dollar based on its own return - not which account it's in
$10k at 7% grows to $10,700
Doesn't matter if it's alone or split between 10 accounts
Consolidating accounts has real upsides like simpler tracking, easier RMDs, less paperwork
"More compounding" just isn't one of them
Financial planning does not start with numbers
It starts with a goal
And every goal has a lifecycle
1. The Idea
"I want to retire by 60"
"I want a lake house"
"I want financial independence"
2. The Formation
What does that life look like? What are you planning for?
3. The Execution
The steps today to get there
This is why I'm a goals-based planner
When you are clear on exactly what you want, today's decisions become a lot more obvious
Financial planning isn’t graded on a curve
You’re either on track, or you’re not
I often meet people who’ve built their own projections
Example
They’ll tell me they only need to save $500 a month
Then we run a full analysis
The number turns out to be closer to $2,500 a month
Wouldn’t you want to know which number is right?