Charles Hayes Tax Reduction Specialists

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A $5 million sale sounds like a clear milestone.But how much of that $5 million will you actually keep?That’s the questi...
11/04/2026

A $5 million sale sounds like a clear milestone.

But how much of that $5 million will you actually keep?

That’s the question I think deserves just as much attention as the sale price itself.

Taxes, transaction costs, working capital adjustments, and holdbacks can all affect what ends up in your hands.

And that final number is what shapes the next chapter: retirement, investments, family goals, and everything that comes after the sale.

I’d start with the life you want after the transaction, then work backwards to the number you need.

Because a great sale price and a well-planned financial future aren't necessarily the same thing.

Swipe through the kept number framework to see how the pieces fit together.

*For educational purposes only. Not tax, legal, or financial advice. Hypothetical illustration. Actual outcomes vary based on individual circumstances, transaction terms, and applicable law.*

11/03/2026

PLEASE SHARE THIS MESSAGE. SOMEONE YOU LOVE MAY NEED TO SEE IT.
For years, millions of American adults have put off having essential Power of Attorney and Estate Planning documents prepared, even though approximately 75% recognize how important they are.
What would happen if your family discovered you didn’t have these documents when they needed them most?
An unexpected illness, accident, or medical emergency can change everything in an instant. Don’t leave your family facing unnecessary legal complications during an already difficult time.
I’ve made it my mission to help change this.
My offer remains simple: Complimentary Power of Attorney documents for Health Care and Finances for adults in 49 states where I have access to participating Estate Planning Attorneys.
There is no cost and no obligation. It’s an opportunity to put important protections in place for yourself and your family while experiencing the quality of the documents and professional resources available.
Think about the people you love:
● Have you protected yourself?
● Have your spouse and adult children taken care of this?
● If something happened tomorrow, would your family have the legal authority to make important decisions on your behalf?
These are among the most important documents you can have in place while you are still mentally competent and legally capable of making these decisions for yourself. Don’t wait until you need them.
I can only reach so many people on my own. That’s where you can help.
PLEASE SHARE THIS POST. You could help a friend, family member, or someone in your community take an important step toward protecting the people they love.
Don’t put it off. Don’t assume someone else has taken care of it.
Protect yourself. Protect your family. And please, share this message.
My offer stands. I’m here to help.
Cheers! See less

What if selling your most appreciated asset could do three things at once?1. Provide you with income for life.2. Reduce ...
11/03/2026

What if selling your most appreciated asset could do three things at once?

1. Provide you with income for life.
2. Reduce your tax exposure in the year of the sale.
3. Leave a meaningful gift to a cause you care about.

There is a structure in the tax code that has been doing exactly this for over fifty years. It is called a Charitable Remainder Trust.

Here is the simple version.

You transfer an appreciated asset into the trust before the sale. The trust sells the asset. Because the trust is a tax-exempt entity, capital gains tax is generally not triggered upon sale.

The full proceeds stay invested inside the trust. You receive annual payouts for a set number of years or for life. And when the trust term ends, the remaining balance goes to a charity you chose.

One asset.
Three outcomes.

It is not for everyone. The trust is irrevocable. The charitable gift is real.

And it requires a full advisory team to design properly.

But for families who already have charitable goals and are sitting on a highly appreciated asset, it is one of the most elegant structures available.

Worth a conversation with your advisory team if this sounds like your situation.

For educational purposes only. Not tax, legal, or financial advice. A CRT is irrevocable under IRC Section 664. Outcomes vary based on individual circumstances. Please consult a qualified CPA, estate attorney, and financial advisor.

Most costly planning mistakes don't happen in one big moment.They happen through small oversights that add up.A seller f...
11/02/2026

Most costly planning mistakes don't happen in one big moment.

They happen through small oversights that add up.

A seller focuses on the federal tax rate. Another waits until a deal is underway to start planning. Someone else negotiates a strong sale price without knowing what they'll actually keep.

Each of these can change the picture.

I think the most useful step is to get a few conversations started early: understand your potential tax exposure, review your records, and make sure your advisory team is working together.

You don't need a signed offer or a firm sale date to begin.

I’ve put together five common capital gains planning mistakes and practical questions to help you prepare.

Swipe through, and save this for a future conversation with your advisory team.

*For educational purposes only. Not tax, legal, or financial advice. Individual circumstances and applicable laws vary.*

A $5M sale does not mean $5M in the bank.Sounds obvious.But you would be surprised how many families plan their entire n...
10/30/2026

A $5M sale does not mean $5M in the bank.

Sounds obvious.

But you would be surprised how many families plan their entire next chapter around the headline number.

Between the sale price and your bank deposit, there is a long list of subtractions.

Federal capital gains tax.
The 3.8% Net Investment Income Tax.
State tax.
Legal and advisory fees.
Working capital adjustments.
Holdbacks and escrow.

When all of that is done, a $5M sale might leave you with somewhere between $2.9M and $3.7M.

That gap between $5M and what actually lands in your account? That is the gap worth planning around.

Because the kept number is what funds everything that comes next.

Your retirement.
Your investments.
Your family.
You're giving.
Your life.

One question worth asking before any major sale:
"𝗪𝗵𝗮𝘁 𝘄𝗶𝗹𝗹 𝗜 𝗮𝗰𝘁𝘂𝗮𝗹𝗹𝘆 𝗸𝗲𝗲𝗽 𝗮𝗳𝘁𝗲𝗿 𝗲𝘃𝗲𝗿𝘆𝘁𝗵𝗶𝗻𝗴 𝗶𝘀 𝘀𝗲𝘁𝘁𝗹𝗲𝗱?"

That answer changes the entire planning conversation.

For educational purposes only. Not tax, legal, or financial advice. Hypothetical illustration. Individual outcomes vary. Please consult a qualified advisor.

You can have a great CPA, a good estate attorney, and a financial advisor you trust.But𝗔𝗿𝗲 𝘁𝗵𝗲𝘆 𝗮𝗰𝘁𝘂𝗮𝗹𝗹𝘆 𝘁𝗮𝗹𝗸𝗶𝗻𝗴 𝘁𝗼 𝗲𝗮𝗰𝗵...
10/28/2026

You can have a great CPA, a good estate attorney, and a financial advisor you trust.

But

𝗔𝗿𝗲 𝘁𝗵𝗲𝘆 𝗮𝗰𝘁𝘂𝗮𝗹𝗹𝘆 𝘁𝗮𝗹𝗸𝗶𝗻𝗴 𝘁𝗼 𝗲𝗮𝗰𝗵 𝗼𝘁𝗵𝗲𝗿?

I think that’s one of the most overlooked parts of preparing for a major business sale.

Your CPA may be focused on taxes. Your attorney may be looking at the estate plan.

Your financial advisor may be thinking about what happens after the sale.

Each perspective matters. But when those conversations happen in isolation, the decisions may not fit together as well as they could.

And the cost isn't always obvious. It can show up in a deal structure that conflicts with your estate plan, a missed planning opportunity, or a decision that has to be revisited later.

The question I'd ask is simple:

Who is making sure everyone is working from the same picture?

Swipe through for practical ways to bring your advisory team together before a major transaction.

*For educational purposes only. Not tax, legal, financial, or investment advice. Individual circumstances vary.*

10/27/2026

For many years the large majority of US Adults have no Power of Attorney and Estate Planning Documents in place. My offer to address this situation was and is to provide Complimentary POA Docs for any adult in any of the 49 states where I am able to work with Estate Planning Attorneys. In spite of my best efforts to correct this, the issue still exists, even though about 75% of these same adults believe it to be very important. In spite of this seeming disconnect my offer stands... Complimentary POA for Health and Finances that will allow my clients to see the quality of these documents to protect themselves and their families at no cost to them.

People,.. I can only do so much but am willing to assist. Don't forget your adult children or yourselves. These are among the most important documents to have while you are still alive.

Ok then, this message bears repeating, so you can expect to see it often.

Cheers!

You do not need a deal on the table to start planning.I say this often because it is the one thing that surprises famili...
10/27/2026

You do not need a deal on the table to start planning.

I say this often because it is the one thing that surprises families the most.

They think planning starts when a buyer shows up. It does not.

Planning starts with one quiet conversation.
A call with your CPA. A check-in with your estate attorney.
A meeting where all your advisors sit in the same room for the first time.

No commitment required. No decisions to make. Just a simple question:

"𝗪𝗵𝗲𝗿𝗲 𝗱𝗼 𝗜 𝘀𝘁𝗮𝗻𝗱 𝘁𝗼𝗱𝗮𝘆, 𝗮𝗻𝗱 𝘄𝗵𝗮𝘁 𝘀𝗵𝗼𝘂𝗹𝗱 𝗜 𝗯𝗲 𝘁𝗵𝗶𝗻𝗸𝗶𝗻𝗴 𝗮𝗯𝗼𝘂𝘁 𝗶𝗳 𝘀𝗼𝗺𝗲𝘁𝗵𝗶𝗻𝗴 𝗰𝗵𝗮𝗻𝗴𝗲𝘀 𝗶𝗻 𝘁𝗵𝗲 𝗻𝗲𝘅𝘁 𝘆𝗲𝗮𝗿 𝗼𝗿 𝘁𝘄𝗼?"

That question does something powerful. It gives your team lead time.

And lead time is what turns a rushed reaction into a thoughtful plan.

I have seen families save months of stress and significant dollars simply because they started the conversation one year earlier than they thought they needed to.

Not because they found a secret strategy. Because they gave themselves room.

You built something valuable. Give yourself the gift of time to protect it properly.

If this resonates, save it. And if someone in your life is sitting on an appreciated asset and keeps saying "maybe next year," a quiet share might reach them at exactly the right moment.

For educational purposes only. Not tax, legal, or financial advice. Please consult a qualified CPA, estate attorney, and financial advisor.

If you're planning to give a portion of your business or investment proceeds to charity, when you make that gift can mat...
10/26/2026

If you're planning to give a portion of your business or investment proceeds to charity, when you make that gift can matter just as much as how much you give.

There's a meaningful difference between donating an appreciated asset before a sale and making a cash donation after the sale is complete.

The first may allow you to avoid capital gains tax on the donated portion, subject to the rules and circumstances. The second comes from proceeds that may already have been reduced by taxes.

But this isn't simply a tax decision.

A direct gift, a donor-advised fund, and a charitable trust all serve different purposes. Some allow you to retain an income stream. Others mean giving up ownership permanently.

The question I'd start with is: What do you actually want this gift to accomplish?

That answer should guide the structure, and the conversation needs to happen early enough to explore the options before a sale becomes binding.

Swipe through the different paths and the trade-offs worth understanding.

*For educational purposes only. Not tax, legal, financial, or investment advice. Hypothetical illustration. Individual circumstances and applicable laws vary.*

You built something over 25 years.Now someone wants to buy it.Your accountant runs the numbers. And the tax line is bigg...
10/22/2026

You built something over 25 years.

Now someone wants to buy it.

Your accountant runs the numbers. And the tax line is bigger than you expected.

Here is what most people do at that moment. They close the laptop and say, "Maybe next year."

But here is what the most prepared families do instead.

They pick up the phone. They call their CPA. And they ask one simple question:

"What is my real combined capital gains rate?"

Not the 20% headline. The real number. Federal, state, and NIIT combined.

That one number changes the entire planning conversation.

Because once you know it, you can plan around it. And once you can plan around it, the options open up in ways most sellers never expect.

If a sale is anywhere on your horizon, that call is the most valuable 30 minutes you will spend this quarter.

For educational purposes only. Not tax, legal, or financial advice. All figures are hypothetical. Please consult a qualified CPA, tax attorney, and financial advisor.

Address

1318 Hillwood Boulevard
Pewaukee, WI
53072

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm

Telephone

+14146170830

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