The BIG Decision
The BIG Decision Most Business OwnersMake Too Late
Burt Williamson, MBA, CFP®
Business Wealth Optimizer

Introduction

The BIG Decision is about the eventual transfer of your business to a new owner: Do you want to wait until a buyer shows up at your door, or would you rather be proactive and start preparing now?

This is a practical guide for successful business owners like you who have spent years building their business and would like to transfer it to someone else eventually, but they keep putting it off.

This eBook will help you start the process, so you can harvest the maximum after-tax wealth and prepare for the life that follows.

The longer you have before a potential sale the better, because:

"It's the decisions you make before selling your business that matter the most, far more than the price you negotiate with the buyer."

The owners who walk away from the sale of their business with the most options and wealth started preparing for that day several years before a buyer ever showed up.

However, most business owners simply don't think about an eventual sale, as they're too busy running the day-to-day operations.

And so, the optimal preparation never starts, until something forces it like:

The longer you wait to start the process, the fewer the options you will have available. Many of the most powerful options take time to implement, just like building a high-performance management team. It doesn't happen overnight.

This eBook is an invitation to start preparing while time is still on your side and the realm of possibilities are the greatest, because time is either your ally or your worst enemy, so take advantage of the time you have now.

Review this eBook, speak with your tax advisor, find a business broker who knows your industry, and prepare a Possibilities Game Plan, so you are ready for the opportunities when they arise.

Having the right team behind you will help you make your BIG decision and position yourself with the most options, so you can make it with your eyes wide open.

My hope is to help you optimize every dollar of your business wealth, complete the handoff on your terms, and have the next phase of your life pull you into it.

Reach out at any point with any questions you may have.

Is This Book for You?

This assessment will help you find out quickly. You don't have to do everything mentioned below, but the ones you ignore can be very expensive if you ignore them.

Would you buy your business today for the amount you're hoping someone else would pay you for it?
  • Have your profits been growing consistently?
  • Are your books free of any personal transactions?
  • Do you have well documented procedures in place, and are they followed closely?
  • Could your business operate smoothly without you involved?
  • Or, will you have to stay on after the sale to ensure a smooth transition?
What does your financial life look like after the sale?
  • Do you have a way to mitigate or pay the taxes comfortably on the sale?
  • How much will you have available to spend each year?
  • Is that number going to be enough to enhance your lifestyle?
  • Will there be enough left over for the people and causes you care about deeply?
Will you be able to walk away from your favorite clients and vendors?
  • Many of them have become friends, as you built and sustained those relationships over the course of many years.
  • Have you considered how the most important of those friendships might continue after you sell the business?
What about your most valued employees?
  • For most business owners, this is the hardest part of letting go.
  • The people who helped you build your business deserve the best from you.
  • Are they positioned to succeed after you're gone?
  • Setting them up properly now may bring you peace of mind later.
Have you thought seriously about how you'll spend your time after the sale is completed?
  • This is about who you want to be. It isn't necessarily retirement.
  • What activities are going to pull you into your day?
  • Have you discussed any of this with your spouse or significant other?
  • Give a lot of thought to what your life together looks like after you sell.
Do you have a clear, succinct game plan in writing?
  • Are your goals written down with a timeline for implementing them to minimize or eliminate surprises or unnecessary delays?
  • What tax and income strategies should you put in place with your team?
  • How often should you review your game plan in case you need to make any changes to keep you on track?

If any or all of these matters need work, you're not alone. Most business owners are right there with you, so take this as your opportunity to change that.

Let's dive deeper into all of this, so you can determine how you would like to proceed.

Chapter 1

The BIG Disconnect

Most business owners spend 20 or more years building their business, but only about 90 days planning the exit.

Do you see the BIG disconnect? It's the difference between reacting to circumstances versus having them unfold the way you would like.

The 90-day timeline usually starts with a call from a business broker with an interested buyer. At that point, there isn't enough time to implement the moves that would benefit you the most. There simply isn't enough time.

Just as you have spent years growing your business, you'll need to spend some time converting the equity and goodwill you have built up, so you can turn it into the maximum, after-tax wealth for you and your family.

Clearly, maximizing the amount of money you could receive depends far more on what you do in the years leading up to a sale. And, it's worth doing the preparation, even if you decide not to sell. You will benefit from it one way or another.

Numbers Worth Understanding

$10 Trillionin business value will transfer in the next 10 years
70%of family businesses do not survive past the founder
< 20%of owners have a written succession or sale plan
30%-50%of the proceeds go to taxes

Sources: SBA 2024 · FEUSA · IRS SOI 2023 · BizBuySell

Every business eventually changes hands. Will you, your family, the court system, or a buyer decide how that happens? You should start the process sooner rather than later, if you want to have the most options.
Chapter 2

Two Owners, Different Outcomes

Consider two owners: Tom and David. They built similar businesses over similar timelines, sold around the same time, and received similar offers from their buyers.

However, the big difference between the two was a result of what happened before the transaction took place.

TomThe Owner Who Waited
How it started
A buyer appeared. Tom was flattered and engaged.
The structure
No pre-sale planning. Same business entity as when the business started. Financials were informal. No one trained to run the business in Tom's place.
The tax result
Over 40% of the gross proceeds went to taxes. The net was far less than what Tom needed.
Cash Flow After
Investment distributions covered only 75% of Tom's lifestyle.
The personal side
No plan for the lifestyle that came next. The first year was disorienting. It took three years to find a new purpose.
DavidThe Owner Who Prepared
How it started
David’s tax advisor initiated a planning conversation several years before any buyer ever appeared.
The structure
Entity restructured for tax purposes. Financials cleaned up more than three years before sale. Efficient management put in place. Tasks and roles were well documented.
The tax result
Strategies helped reduce the taxes and provided a comfortable way to pay the lower amounts.
Cash Flow After
A tax-advantaged, cash value life insurance strategy was implemented well before the sale. The design was to cover the lifestyle with increased distributions over time.
The personal side
Had an evolving, written lifestyle plan. The handoff went according to plan. An enjoyable, new chapter began.

Same industry. Comparable sale price. Radically different outcomes. The difference was not the negotiation, but the years of preparation that preceded it.

One owner was pulled into the next phase of his life, and the other was pushed out of the previous one.

The strategies that produced the better outcome in David’s scenario are legal, well-established, and available to business owners like you.

The only thing that prevents any of the solutions from working is starting too late.

Chapter 3

Will You Be Ready for Life After Your Business Life?

It's been my experience that this question catches a lot of business owners completely off guard. It's an easy-to-overlook aspect of the preparation for an eventual sale, because the financial preparation gets almost all of the attention. The personal side usually gets less than planning your next vacation.

Selling Your Business Does Not Mean Stopping

The word "retire" means to stop. That's not something most people want to plan for. It's really something to avoid.

There have been countless people who retire from jobs that had defined them, only to find they pass away a year or two afterward, because they didn't fill the void left by their work ... their identity.

Your focus needs to be on where you are going, what you'll be doing, and with whom.

Business owners who go into negotiations with a clear plan for their lives after the sale closes are much happier in the years that follow the close.
(Source: Exit Planning Institute, 2023 State of Owner Readiness Report)

~ ~ ~ ~ ~

Let's get to the heart of this chapter, and that is this big question:

"What will your life look like after the business is no longer your daily focus?"

There's a whole lot more to consider than just the sale price, like enjoying your life after the transaction is completed.

Lee Iacocca, the former Chairman of Chrysler, wrote a book on how he failed retirement. There was a man with the financial means to live a fabulous lifestyle, yet he felt empty. He left something instead of going to something.

Who Are You?

When you are introduced at a dinner party, you say what you do. For most business owners, what they do and who they say they are is usually the same answer.

The business isn't just a source of income. It's who you are.

If the business has been your identity, the last thing you'd ever want is to end up miserable after you step away from it.

You need to find things that you can't wait to do, things that will pull you into the next phase of your life. Otherwise, you're not going to be happy.

It's really important that you give this some deep thought over a period of weeks and even months. You don't want to make any plans or investment decisions without knowing the purpose for all of it.

Consistent Uncertainty

Over the years, when I ask attendees at seminars why they were there, many of them said half-joking, "How am I ever going to be able to retire?!?"

It wasn't that they hadn't built up some nice savings. The issue was that they had spent their working years focused on their work and busy lives.

They simply didn't know how to tie their finances and goals together into a nice little package.

You need to be mentally ready with a game plan that fits you and your spouse or significant other as well.

You've probably spent 20 to 30 years or more building your business. Walking away from that is a lot more than a transaction. Be sure to give the next phase the thought it deserves.

Client Relationships

For many business owners, their longest and most meaningful professional relationships are with their clients.

These are people you have worked with through expansions and contractions, through their unique challenges as well as your own, sometimes across generations of your families.

You know their business almost as well as they do, maybe even better. They trust you in a way that took years to earn, and you would hate to lose that.

The idea of handing those relationships to a new owner, or finding out they were captured by your biggest rival, would be extremely painful. That's why many owners won't turn over the command of the ship.

What ends up happening is they set up their clients and employees with the very problem they had hoped to avoid by staying on too long.

That could be another good reason to start planning now, so the eventual transfer protects all of the relationships and lives affected by the decision.

Your Employees

For owners who have long-standing employees, the idea of a handoff can be emotionally challenging.

These are people who trusted you with their livelihoods, who built their careers inside your business. They rely on their jobs with you to provide a dignified lifestyle for themselves and their families.

This may seem like the biggest obligation to you ... as much as any other responsibility.

Taking the time to develop a well-structured transfer plan helps to protect them.

That is another reason why the planning needs to start long before a buyer appears at the door.

Your Spouse and Family

You may have an idea of what your life after the business looks like. Maybe some golf or a new hobby. Start a new venture with one of your children, perhaps.

Spouses, especially the ones who managed the home front all the while, often have much different ideas of what the next phase looks like.

It's important for you to get on the same page together, and the sooner the better, preferably long before a transaction is a remote consideration. It is one of the most valuable things you can do for your marriage and your post-sale happiness.

One thing I can tell you from having facilitated a great many of these conversations is that you will walk out with the firm belief that you have really crystallized your goals. And, you may learn a new thing or two about each other.

Lifestyle Worksheet

The same way you have a why for your business, you need to find it for the next phase of your life. It is not merely the end of something. It is a new beginning, one with endless possibilities.

I developed a Lifestyle Worksheet that can help you think it through. Request a free copy by clicking the button below.

Get The Worksheet
Chapter 4

The Big Blind Spots

The biggest blind spot is not having clearly defined goals. As the old saying goes, "If you don't know where you're going, any road will get you there."

There are several other blind spots to keep in mind, because each one could cost you serious money, time, or both, if you aren't prepared.

This chapter is meant to be an eye-opener, so you can make smart decisions about the blind spots you want to address.

Blind Spot 1

The Lifestyle Gap

Most owners are not aware of just how much of their personal spending is covered by the business. We get used to doing everything while we are at work, so it's natural to pay a lot of personal expenses through our business accounts.

Maybe you buy vehicles, cell phones for your family, order a variety of things online, and more. Meals and travel are easy ones to let the business cover, but that won't be possible after a sale and will have to be cleaned up long before a potential buyer ever sees the books.

You don't want to discover the gap in your personal budget after the sale closes, only to find you need more income from the proceeds than you thought when you agreed to the sale price.

Cleaning up the books is critical, but so is determining your real lifestyle costs. This is something that most people underestimate by 30% or more.

A real example: I like to ask people to tell me how much they spend after they have normalized their books. They are usually way off still. This one business owner and his spouse gave me a figure that was too low. Had he not learned what his real spending was, he might have been too generous at the negotiating table.

There are a couple of easy ways to figure it out quickly. Send a request for the "Budget Shortcuts" to smile@burtsdrift.com, and I'll send them to you.

Blind Spot 2

Commingled Books

As we just discussed, most business owners pay a lot of personal expenses through their business. Your tax advisor knows it all too well, but so does the IRS. Smart buyers will discount the purchase price because of it.

All of those transactions make potential buyers wonder how profitable your business really is. Buyers are looking for good reasons to pay you less.

Most deals are priced as a multiple of earnings, so downward adjustments to your earnings will result in a lower offer.

You'll want to have three years of clean, independently reviewed financials. If you start now, you can have them ready when you need them. The more time you have, the more likely you will get the price you want.

Blind Spot 3

Client Concentration

Client concentration is one of the red flags that can turn a potential buyer quickly into a missed opportunity.

Having clients who represent 10% or more of your revenue is a gamble. It's just like investing in stocks. You wouldn't want all of your money riding on just a few companies.

Diversifying your client base can take years to develop, so it's wise to start making an effort now. Something you can do a lot faster is extend any contracts for longer periods of time with the big clients, or enter into formal agreements if the arrangements have been informal.

The same principle applies to vendor concentration. Having all of your eggs in too few baskets on the supply side raises the same alarm with buyers and can force an owner to accept a longer earn-out or a stream of payments rather than a lump sum at close.

Blind Spot 4

Owner Driven

If your business could not operate for 90 days, or even 30 days, without you actively involved, a serious buyer is going to look at your business as a job, not an investment.

Be honest with yourself: who could run the business if you could not?

This could result in a substantially lower offer, as the buyer will have to do a lot of work to turn the business into a self-managed operation. It's possible they may decide to pass on the deal altogether.

Who is going to pay a premium for coal when they could simply buy a diamond?

Quite simply, the more your business relies on you to get things done, the less a buyer is going to offer you.

Blind Spot 5

Nobody on Deck

Buyers will pay more for a business that has a management team in place that can run things smoothly without the owner involved, because it will be business as usual after the purchase.

Another problem is when you manage all of the key client relationships yourself. You may have to stay on longer after the sale to help assure those relationships are retained.

It may be the first purchase for your prospective buyer, but they are going to be well advised by some savvy professionals. The more the operations and relationships rely on you, the less likely they will be to make an offer that would please you.

If that is not the kind of situation you want to find yourself, then now is the time to start developing a key employee or two to take charge of various aspects of your operation, including managing the key client and vendor relationships.

Chances are, you have people working for you who are good candidates. So, if you give them the opportunity, you may be pleasantly surprised at how they shine.

Blind Spot 6

Taxes

It makes perfectly good sense to focus on minimizing your annual tax bill. If you're successful, you're probably much more concerned about that than having the ability to borrow money from a bank.

However, if you show too low a profit, a buyer will use the number to justify giving you a lower offer.

Paying the tax on the sale of your business is a whole different animal. One of the biggest levers to consider is whether it's structured as a stock or an asset sale. Buyers prefer asset sales, but you probably would want a stock sale. The difference is in a noticeably bigger tax bill and a smaller net check after the tax dust settles.

You will want to decide on this with your tax advisor before you autograph a letter of intent.

There are numerous strategies you can pursue to help mitigate the tax burden if you have sufficient lead time. Just like an asset vs. stock sale, most of them are off the table entirely once a letter of intent has been signed.

As part of your overall strategy, there is a way that would allow you to pay the remaining taxes comfortably when the sale occurs. This ties into Blind Spot 7 and is covered in more detail in chapter 8.

Blind Spot 7

No Income Strategy

Here is what may happen. An owner sells his business and invests the after-tax proceeds into a managed stock portfolio. A few months later, he realizes the investments aren't throwing off enough income to cover his lifestyle.

You can't blame the financial advisor, as they can only work with the assets you give to generate income. This goes back to Blind Spot 1 regarding your spending.

It's essential to know how much you need coming in each month, so you and your team can plan accordingly before a deal gets done. Then, you can establish a strategy to provide you with the distributions you need to enhance your lifestyle after the sale.

More on this in chapter 8.

Blind Spot 8

Having The Wrong or No Team

This is a surprisingly common mistake. It is a very costly mistake of both time and money. Yet many business owners try to save a few bucks on probably the largest financial transaction of their lives by not hiring a qualified team of professionals.

Think of what it has taken you to hire the right people, select your vendors, and acquire a substantial customer/client base.

Imagine having to do all of the payroll, ordering of products and materials, and sales calls yourself. Fun, right? That's why you hire people to work for you and outsource what isn't in your wheelhouse. They save you time and money, which helps you make more money.

Now imagine you have a strong team to help you determine the right price for your business, structure your entity properly, position yourself for the most tax-efficient sale with the right strategies, and receive distributions afterward that allow you to enhance your lifestyle.

Can you see yourself doing all of that in a way that would deliver a great result? Probably not.

You need a team that includes your tax advisor, an estate attorney, a business broker, financial advisor, and life insurance specialist. When all of them work together, more opportunities can emerge from the synergy.

The time to assemble your team is now.

Blind Spot 9

Waiting for the Perfect Time

How will you know when that will be?

Many owners believe they will know when they will be ready to sell. They always trust their instincts. What's the problem with that whole concept?

What they are really saying is, "I really can't be bothered with that right now."

Then what happens? Life creeps on you.

Your health changes. Technology changes. Then a buyer appears out of nowhere. You're going to need a time machine to go back and do the heavy lifting you should have started years ago.

The business owner who has done the preparation ahead of time will have the most options whenever the trigger gets pulled.

Chapter 5

Is Your Business Bulletproof?

When a buyer's team opens your books, they are not looking for your superpower. They are looking for leverage. Every structural weakness they find is a reason to lower the price, extend the earn-out, or walk away.

You'll recognize a lot of these from the Blind Spots in chapter 4.

Key Buyer Metrics
Reasons For Price Reduction
Owner Dependence
If you are the business, the value plummets the day you leave. Someone might want to buy your assets or client list, but don't expect an offer as if the business was going to continue like you were still there. Expect a lower price and a potentially long earn-out period.
Quality of Earnings
Every dollar in an adjustment can reduce the price by a multiple of that adjustment.
Management Depth
Just like owner dependence, if you don't have people who can run part or all of the operation without you, you're going to receive a lower offer. Most of them aren't looking for a project. Like you, they want a thriving business that's generating consistently increasing revenue.
Client Concentration
If you have clients that make up 10% or more of your revenue, a savvy buyer may price in the loss of one or more of those clients, and discount the price accordingly.
Entity Structure
The wrong entity structure or the wrong choice between a stock sale and an asset sale can cost you 10% or more in unnecessary taxes.
Stock Sale vs. Asset Sale
Buyers will want an asset sale, which favors them. This can lead to a much higher tax bill for you than if it's a stock sale. Ask your tax advisor about this.
Revenue Quality
Having repeat customers is nice, but it can be sporadic. Not having an array of clients with long-term contracts can be another reason for reducing an offer.
Clean Financials
Keeping your taxable income low for tax purposes is appealing when your income is high. However, if your tax return shows lower profit than your books do due to a lot of personal expenses or one-time add-backs, a buyer is going to use that to support a lower offer.

These are key in the due diligence checklist for a serious buyer.

If your business has any of these weaknesses today, you are not alone. Most businesses do. Whether you plan to sell, transfer to family, or keep building your business, addressing these issues now allows you more options and leverage.

Let's Talk About Your Situation
Chapter 6

Maximizing What You Keep

While the selling price is important, the main goal should be to maximize the amount you net after-tax.

What you get to keep and spend should help drive your decisions. And, if there's a convenient way to pay the tax bill, that's icing on the cake (without the calories).

A farmer does not measure a good harvest by how many bushels came off the field. He measures it by what he nets after the cost of the harvest itself. The same logic applies here.

Four Numbers Matter

The Number
What It Means
Sale Price
The headline number. The one most buyers lead with, and the one most owners focus on.
Taxes
What leaves. Often the most underestimated number in the room.
Net Proceeds
What you keep after all the taxes are paid. Usually received over a period of years, not as a lump sum.
Spendable Annual Income
What the net proceeds can actually produce as sustainable income for you and your family.

Many owners spend years focused on the first number while giving little attention to the other three. The moves that dramatically affect your spendable income need to be set up in advance.

When you have 5 to 7 years before a potential sale, you can optimize your income. When you do not, your options narrow significantly.

"Leaving Money on the Table"

When advisors talk about owners leaving money on the table, they rarely mean the owner should have negotiated harder.

They mean that structural decisions made years before the sale, or not made at all, determined the outcome far more than the negotiation did.

Waiting to plan for the proceeds after you have them leaves you with few choices other than to pay more than your fair share of taxes with less tax-efficient options for structuring your income sources.

Buyers Pay a Premium For:

The preparation work can take one to three years. Starting now can give you the time to implement it all properly. Starting when a buyer arrives definitely will not.
Chapter 7

Your Pre-Sale Checklist

This checklist is meant as a starting point to help you with your thinking. As you put together your team, this will evolve and expand to cover all of the important aspects that pertain to your specific situation.

Step 1: Set Your GoalsBegin by defining what you really want. Write down your answers to these questions:
  • When would you prefer selling or transferring your business?
  • Are there family members or business partners who need to be involved in the process?
  • Who would you like to have on your team of advisors?
  • How much do you think a buyer will pay to buy your business?
  • Will that be enough to maintain or enhance your lifestyle?
  • What arrangements do you want to make for your employees?
  • How long would you be willing to stay on after the sale?
  • Have you figured out what your life looks like after the dust settles on the handoff?
  • Is receiving a lump sum at the close necessary or would a stream of annual payments be acceptable?
Step 2: Work with a Qualified Business Broker
  • An experienced business broker is one of the most valuable members of your pre-sale team, and the sooner you find a good one, the better.
  • Your broker can give you an honest assessment of what your business is worth today, what could make it worth more, and the time frame for the entire process.
  • Their insight will help shape every other decision you make.
  • They can help you find a qualified buyer, manage the vetting, and negotiate the deal on your terms, so you can stay focused on what's important in your business and personal life.
Step 3: Fine-Tune Your Business to Command The Best Deal
  • Start working with your tax advisor now to revise your books.
  • If you have any business-owned life insurance and any associated debt on the books, this is the time to consider whether to keep it for business purposes, revise it, or distribute it (there may be tax implications to do so).
  • Determine how you will enable your leadership team to manage the business without you if possible.
  • Consider how you can reduce the business reliance on too few customers or clients.
  • Document your policies and procedures in plain English. The right A.I. tools can help with this.
  • Consider what aspects of your equipment and technology may need to be upgraded.
Step 4: Strategies That Need to Be Established Now
  • Most of the high-value tax moves require time to be effective and heavy involvement from your tax advisor.
  • Changes in the business entity type (such as LLC, S or C Corp., Partnership, etc.) need time for certain tax exposures to expire, so new benefits can begin.
  • Sophisticated charitable planning strategies have to exist before you enter into any kind of agreement.
  • Consider starting or switching to a simpler life insurance strategy that may help with the remaining taxes on the sale and support your cash flow afterward. Discuss this with a life insurance expert to see if you qualify and determine if it is right for your situation. (This ties into Blind Spot 7.)
  • These decisions are interconnected and need to be made with your cohesive team.
  • Don't wait until it's too late.
Step 5: Review and Revise Your Strategy
  • Just like running your business, this is not a set it and forget it process.
  • Run through the checklists you devise and your team provides you to be sure all the cogs in the wheel are working properly.
  • Meet regularly with your team to stay up to speed on the progress of the various strategies.
  • All of this will make the due-diligence process much smoother and far less stressful.

Click below to download a PDF copy of The Pre-Sale Checklist.

Chapter 8

Enduring Wealth

There is one strategy that can help you accomplish multiple goals ... if you start early enough. It helps cover the tax bill and your lifestyle after the sale, and it provides estate liquidity if you pass away. Most business owners don't hear about this until it's too late to do it properly.

There are some strategies worth evaluating with your advisory team to help you build sustainable, tax-advantaged wealth that you can tap into after the sale. This chapter covers one of the more powerful concepts available to you if you start early enough.

Your CPA, estate attorney, and financial advisor should all be part of the conversation before any strategy is implemented.

The Concept

An effective approach is to draw from your current business cash flow to build this tax-advantaged strategy. Instead of using other people's money, you leverage your own.

You can have it provide an income-tax free death benefit for your loved ones for estate liquidity or to equalize your estate. It can provide a substantial donation to your favorite charity. And, it may enhance your lifestyle after the business paycheck stops with a stream of tax-free distributions.

A Better Alternative

Unlike a bank-financed arrangement, the distribution mechanism carries no third-party lender, no collateral requirements, no annual rate resets, and no loan call risk.

The comparison to a standard taxable portfolio is consistently compelling due to its tax efficiency.

A taxable account earning the same rate of return may produce significantly less distributions after paying taxes over your lifetime.

Time Is Either Your Ally or Your Enemy

The sooner you plant a tree, the larger it will grow. The same is true with building cash in this strategy.

It is much better to fund it before the sale, as mentioned previously. Five years or longer before a sale is ideal.

The cost of waiting in this case can be very costly. You lose time for your money to compound, your health can decline which would increase the cost per thousand of death benefit every year going forward, and it provides no options right after the close.

Running the numbers can be a real eye opener, and it costs you nothing to see them. If you'd like to see what this might look like for your situation, click on the button below.

Chapter 9

Family Legacy and Estate Planning

Successful business owners typically put high values on their reputation, work ethic, and the relationships they've developed over the years. The BIG question here is, "Are those values being transferred effectively to your family and employees?"

Far too often, children don't hold the same values as the business owner, and employees probably don't either.

Many wealthy clients have said they don't want their children knowing how much money they have. Clearly, that means the groundwork in their situations was never done. As you know in your business, it can be much harder to repair broken things than to build them right the first time.

Our Personal Values Questionnaire gets to the heart of the important questions, and it's not about the numbers at all. This is one of my most important tools for having a meaningful initial conversation. Click the button below to schedule a call to receive a copy today.

The point of this chapter is to focus on making the financial side of your life work seamlessly with your values.

Your Real Net Worth

Selling your business touches everything at once. It will change your taxes before it happens and again afterward.

The estate plan you have today may have been built for your working years only. After the sale, it deserves to be rebuilt around your new, post-sale asset profile. Getting this part right keeps money working as a source of support for your family.

It also brings to light what your true net worth actually is, which may illuminate the need to do some serious estate planning along side your income tax planning. If this is you, you are going to need an experienced estate attorney who focuses on business planning.

Understanding your net worth today is the starting point for all of the planning you will need to do, but it's just the first part of your story.

The BIG Estate Tax Question

Most business owners have an idea of what their business may be worth, but they are usually missing a lot of the key components we've covered so far.

It's essential to have a proper valuation performed by a qualified professional, either a business broker or your tax advisor, so you have a real number to plan around instead of a guess. If your estate is large enough, it is highly likely that the IRS will audit it ... and you won't be there to defend it.

Your spouse or heirs will have the pleasure of having to file an estate tax return within nine months of your passing. This should be done if your estate is large enough or you have a spouse that survives you. Otherwise, your heirs could miss out on a highly valuable estate tax deduction. We're talking millions of dollars.

If an estate tax is due, it has to be paid, even if your heirs disagree (which they should) with any findings by the IRS (they typically value your business as if you are still there and it's thriving!). Disagreeing with the IRS and NOT paying the tax could tie up most of your assets, including the business, for years while the matter gets resolved. Sound planning can help prevent or minimize controversy with the IRS.

Unfortunately, most business owners don't have the liquid assets available to pay the tax, which can result in your heirs having to sell the business at a fire-sale price to come up with enough cash to pay the taxes. That's not the kind of legacy (mess) most successful business owners want to leave behind.

This is a BIG reason to have estate liquidity created by something as powerful as life insurance after you're gone. Instead of a bill, I show up with a check.

A properly designed strategy, like the one described in Chapter 8, has the estate tax liquidity built into it for your family. Wouldn't you want an employee who could do multiple jobs that well?

Creating Abundant Family Wealth

As Stephen Covey famously wrote, begin with the end in mind. Define the results you want to achieve and the lifestyle you want after a sale or transfer, and back into a plan that supports it.

Some important estate planning questions:

If you have a business partner, do you have enough liquidity to buy out the heirs if he/she passes away before retiring? How about if they survive and then retire?
Is your spouse's financial future secured independently of your decisions about the business proceeds?
If you have children:
  • Are they going to take over your business?
  • Do they have the same work ethic and financial values as you?
  • Are you concerned about their having to pay estate taxes?
  • If you have more than one child, do you want to equalize what each of them will ultimately receive as an inheritance?
Do you have charitable intent that you haven't addressed yet?
Do you have the right kind of life insurance owned the right way to provide estate tax liquidity when your loved ones would need it most?
If you have retirement accounts and existing life insurance policies, are your beneficiary designations in line with your current wishes?
Does your estate plan address the potential for your incapacitation with documents and people in place to manage your financial and healthcare decisions?
If you live in a state that has estate or inheritance taxes, has this been addressed in your estate plan?

Click below to download a PDF copy of these estate planning questions.

Planning your legacy should be an important part of your plan to sell or transfer your business someday. There's no time like the present, especially if it's been more than three years since you've had your estate plan reviewed.

The best time to start was years ago.
The second best time is right now.

Let's Talk
Chapter 10

Your Readiness Checklist

Use this assessment to check your mindset and strategic readiness.

Personal Readiness

I am comfortable with the life that follows the transfer of the business.
My business partner (if there is one) and I have discussed the approach and we are on the same page with the process and strategies we need to pursue.
My spouse and I are on the same page with the process and strategies for the transfer, and we are aligned on the lifestyle that follows.
My valued employees will be able to thrive long after I leave the business.
I will prepare my clients for the transfer in the most effective way to keep their loyalty to the company and respecting the relationships with which they have blessed me.

Business Readiness

The financials have been maintained clean of any personal expenses and add-backs for the past three years.
There has been a high-performing manager in place who can run the company without my input for the past 12 months.
The company has diversified the client base to the extent that it is not reliant on any single client for more than 9% or 10% of its business.
Employees are following well documented policies and procedures that a new owner can maintain without any loss in productivity.

Tax and Structure Readiness

My advisory team is working well together on the overall game plan.
My tax advisor and attorney have designed a plan to mitigate my tax exposure with changes to the business entity.
My tax advisor has explained thoroughly the aspects of a stock sale or an asset sale, and my business broker is prepared to negotiate this for my benefit.
I have established a life insurance plan that is being funded years ahead of a potential sale or transfer of ownership.

Legacy Readiness

I have arranged for the continued success of the business without my involvement.
There is an agreement in place to buy out the other partners if anyone is to leave for any reason before a sale or transfer is completed down the road along with a method to fund a buyout.
My spouse and I have a strategy in place to thrive financially after the sale.
My children are aware of my values and the qualifications to inherit my wealth.
I have established a strategy and funding mechanism to provide liquidity for our loved ones at any given time in our future.
I have accounted for my favorite charities in the overall estate plan.
My beneficiary designations are aligned with my current wishes.
I have selected people I trust who have agreed to manage my finances and healthcare decisions in my old age or if I were to become incapacitated.
My estate plan is intended to mitigate probate costs and delays and minimize any state or federal estate taxes that may become due.
I have a set schedule in place to have all of these reviewed to keep them current with any changes in the laws or my wishes.

The Next Step

The most valuable thing you can do right now is schedule a complimentary conversation. There is no cost or obligation.

You can ask any questions you like, and we'll discuss the best way for you to move forward.

Let's Talk About Your Situation

Let's Talk

About the Author

Burt Williamson, MBA, CFP®
Business Wealth Optimizer

Burt has spent the last 30 years helping successful business owners and financial advisors on their advanced estate planning, business transfer strategies, and life insurance design.

He focuses on helping successful business owners prepare for an eventual sale, maximize their spendable wealth after the sale, and crystallize the life that follows.

He is a recognized expert on retirement planning, estate planning, business transfer strategies, and advanced life insurance strategies.

His approach integrates his deep technical expertise with practical business sense and close coordination with each client's tax advisor, estate attorney, and other advisors.

Burt holds a BA in Economics from Columbia University and an MBA from the University of Connecticut.

One thing that fascinates Burt is learning how successful business owners started and built their companies. He welcomes a conversation with you to hear your story.

Catch more of Burt's Drift at: BurtsDrift.com.

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650-730-6175

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