The Double Tax Trap

Today's Newsletter:
My Latest
Growth is Expensive
The Double Tax Trap
A Money Question
My Latest
This week, I am showing you an inside look at the MLB pay structure.
In it, I will show you:
The levels of earnings for MLB Players
The things players should consider at each stage
The journey from $700/Month to a $765,000,000
You can check it out here ⬇️⬇️⬇️
Growth is Expensive
Let me set the stage…
I had an entrepreneur client call me a few years ago…I could hear it in their voice right away.
It wasn’t panic, but felt close to it.
You see, they had just had the best year of their life.
Revenue up
Profit margin increasing
Everything firing on all cylinders
Yet the conversation with his CPA was anything but encouraging.
He knew the tax bill was coming, but didn’t realize the extent to which it was going to hit his operating account.
That money had been earmarked for further growth that year.
So, he takes a deep breath, comes to grips with it, and thinks:
“Alright… that hurt, but we’re done.”
Then he gets his with this…
“Don’t forget, you also need to make your Q1 estimated payment.”
Silence…
Another check heading out the door.
And just like that… the year of growth didn’t feel as exciting; it felt expensive.
That’s the part no one talks about.
The part that is an inevitable part of growth ~ the increased tax bill.
Today, I am going to show you what you need to know to avoid this surprise when you have your year of growth.
Let’s dive in…
The Double Tax Trap
You see, here is the thing that no one explains.
April 15th is not one payment.
It’s two:
You’re paying what you owed for last year
You’re paying your first quarter estimate for this year
So when that number feels massive…
It’s because it is ~ It’s a double hit…
And if your income jumped?
That double hit gets aggressive fast.
Yet there’s one number that can get you back in control here.
Your safe harbor number.
This is the minimum you need to pay to avoid penalties.
90% of this year
Or 110% of last year
Most of the people I work with use the 110%.
Why?
Because when you have a growing business (and income), you are all but assured to owe more in taxes than the year before.
That 110% number ensures you pay enough to avoid interest and penalties (while not giving the IRS an interest-free loan).
Example:
You owed $100k last year
You’re trending toward owing $200k this year
Your safe harbor is $110k.
The other $90,000 you expect to owe? Put that in a tax holding account and earn interest until you have to pay it in.
You see, the key to all of this is to be intentional.
It doesn’t have to be complex, but it does not need to be clear.
You know your safe harbor number
You know your real tax number
You set money aside as it comes in
That’s it.
And when this is in place?
That same phone call I mentioned earlier…sounds completely different.
____________________
I’ve never had someone call me stressed about taxes when they had a plan.
Not once.
The stress doesn’t come from the bill…
It comes from being caught off guard.
So don’t just get through this tax season.
Fix it.
Because the goal isn’t to survive April…
It’s to never feel that way again.
Until next time my friends!
____________________
A Money Question
What is your tax planning strategy for 2026?
The longer you wait to build this plan, the more you will tip the IRS, period.
This can be as simple as contributing to retirement accounts or as complex as cost seg studies.
My only ask is that you have a plan and don’t wait until the last minute.
______________________
3 Ways I Can Help You
💰 Schedule an introductory call with Moment. We help athletes, entrepreneurs, and key employees build and protect wealth.
📹 Check out my YouTube channel. A safe place to get smarter with your money.
📷 Interact with me on Instagram. I provide bite-sized daily content to level up your money game.
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Moment Private Wealth, LLC is a Registered Investment Advisor, located in the State of Missouri. Moment Private Wealth provides investment advisory and related services for clients nationally. Moment Private Wealth will maintain all applicable registrations and licenses as required by the various states in which Moment Private Wealth conducts business, as applicable. Moment Private Wealth renders individualized responses to persons in a particular state only after complying with all regulatory requirements, or under an applicable state exemption or exclusion. Nothing in this content is intended to be, and you should not consider anything in this content to be, investment, accounting, tax, or legal advice.




