Tag: transition

10 Mistakes Business Owners Make That Can Cause a Failed Transition or Exit

by YOUR BUSINESS WORTH, posted in Business Growth and Transition, Buy and Sell Agreements, Company Wealth, Estate Planning, Executive Benefits, retirement, Tax Free Income, Valuation, Value drivers, Working On Your Business

By Thomas J. Perrone, CLU,CIC

1. Waiting Until They Are Ready to Sell to Start Planning

One of the biggest mistakes is treating transition planning as something that begins when the owner decides to retire or sell.

A successful transition may require years of preparation. The decisions made today can determine the options available years from now.

Mistake: “I’ll deal with the transition when I’m ready to leave.”

Better approach: Build the business with the eventual transition in mind from the beginning.

2. Making the Business Too Dependent on the Owner

If the owner has to approve every decision, maintain every major relationship, and solve every important problem, the business may be difficult to transfer.

A buyer wants to purchase a business—not a job.

Mistake: Building a company where the owner is indispensable.

Better approach: Develop capable managers and employees who can operate the business without the owner’s constant involvement.

3. Focusing Only on Revenue Instead of Business Value

Revenue doesn’t automatically translate into a valuable business.

A prospective buyer will want to know whether the company can continue producing cash flow after the owner leaves.

Growth potential, cash flow, management depth, systems, customer relationships, culture, and owner dependence all affect the attractiveness of a business to a buyer.

Mistake: Assuming “more revenue” automatically means “more value.”

Better approach: Identify and strengthen the company’s actual value drivers.

4. Failing to Develop Key Employees and Management

A business that relies heavily on one owner—or a small number of key people—can become vulnerable when those people leave.

A strong management team gives the business continuity and can make it significantly more attractive to a future buyer.

Mistake: Keeping the business dependent on a few individuals.

Better approach: Develop people who can think and act like owners.

5. Ignoring Company Culture

Culture is often treated as something soft or secondary. But a strong culture can improve recruiting, retention, knowledge transfer, and employee loyalty.

When good employees stay, they accumulate knowledge, develop relationships, and strengthen the organization.

Mistake: Assuming culture has nothing to do with business value.

Better approach: Treat culture as an asset that contributes to the strength and continuity of the business.

6. Failing to Prepare for the Owner’s Death or Disability

One of the most important questions an owner should ask is:

“What would happen to my business if I died tonight?”

The consequences can affect employees, customers, financing, family members, and the value of the business.

Mistake: Assuming there will always be time to deal with an unexpected event.

Better approach: Have a strategy for protecting the business against the unexpected.

7. Keeping Most of Their Wealth Trapped Inside the Business

Many owners spend decades accumulating wealth inside their company.

That can create concentration risk and make retirement more difficult because the owner eventually has to figure out how to convert business equity into personal financial security.

Mistake: Building a valuable business without developing a strategy for converting that value into personal wealth.

Better approach: Create wealth outside the business while continuing to build the company.

8. Failing to Build Systems and Processes

A buyer is not simply buying today’s income. The buyer wants confidence that the company can continue operating successfully after the transaction.

If the business’s knowledge, customer relationships, and operating procedures exist primarily in the owner’s head, the business becomes harder to transfer.

Mistake: Running the business through personal knowledge instead of documented and repeatable systems.

Better approach: Build systems and processes that allow the company to operate consistently without depending on the owner.

9. Having Advisors Who Work Independently Instead of Together

A business owner may have a CPA, attorney, financial advisor, insurance professional, and business consultant—but if each advisor works independently, important pieces of the transition plan can be missed.

The material emphasizes that effective planning occurs when the appropriate advisors work together to address the actual problems of the business.

Mistake: Assuming several individual plans automatically create one comprehensive plan.

Better approach: Coordinate the legal, tax, financial, insurance, and business planning.

10. Having No Written Plan for What Happens When the Owner Leaves

Ultimately, every business owner has to answer:

“What happens to the business when I’m no longer running it?”

That could mean selling to a third party, transferring to family, transitioning to employees, or another strategy. The specific method isn’t the only issue—the important point is to begin preparing before the owner needs to make the decision.

Mistake: Building a successful company without deciding how that success will eventually be transferred.

Better approach: Develop a transition strategy years before the anticipated exit.

The Bottom Line

A failed transition is often not caused by a bad business.

It can be caused by a good business that was never prepared to survive the owner’s departure.

The business owner should be able to answer five basic questions:

  1. Could my business operate successfully without me?

  2. What makes my business valuable to a buyer?

  3. What happens if I die or become disabled tomorrow?

  4. How will I turn my business equity into personal wealth?

  5. What happens to the business when I leave?

The earlier these questions are addressed, the more options the owner has—and the greater the opportunity to build a business that creates wealth, protects that wealth, and ultimately gives the owner the freedom to leave on their own terms.

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Where You Are – Where You Could Be!

by YOUR BUSINESS WORTH, posted in Company Wealth, Estate Costs, Estate Planning, evaluations, Income from your business, Inside Sale, Life Insurance, One Big Beautiful Bill, Passive Ownership, retirement, Uncategorized, Value drivers, Working On Your Business

Why an Annual Review Is the Most Overlooked Step in Business Owner Planning

By Thomas J. Perrone, CLU, CIC | Founder, New England Consulting Group of Guilford, Inc.

Ask most business owners how their planning is doing, and they’ll tell you it’s fine. They’ll say it with confidence, too — the same way most of us would say we feel healthy on any given day. But ask that question in the middle of a CT scan, and the confidence tends to disappear. The difference isn’t your health. It’s what you can’t see.

Business owner planning works the same way. The plans you built years ago may have looked airtight the day you signed them. But time passes, tax law changes, your business changes, and your family’s needs change — and none of that shows up on the surface. The documents still sit in the drawer looking just as official as they did the day you filed them. What they don’t tell you is whether they still fit.

We get the documents completed and executed, feel good about it, and then one morning realize it’s been five years — or more — since anyone looked at them again.

A Familiar Story

This pattern shows up constantly — with my clients, and with the professional colleagues I work alongside every day. The planning gets done. Everyone feels the relief of finally having “taken care of it.” Then life takes over, and the plan quietly ages in place while the world around it keeps moving.

The real risk isn’t skipping the planning altogether — most owners eventually get that part done. The risk is discovering, years later, that Washington has rewritten the rules, your business has grown or changed shape, your family situation is different, and no one ever flagged it. If any of those shifts would have changed your strategy, the only real question worth asking is: when would you have wanted to know?

Building the Fix Into the System

This is exactly the problem I built the GWT Planning System® to solve. GWT stands for Growth, Wealth, and Transition — the three areas every business owner’s planning needs to work together, not in isolation. But good structure alone isn’t enough. A plan that’s well designed on day one and never revisited is still a plan that goes stale.

So, from the very beginning, the GWT Planning System® was built with an automatic annual review woven directly into it — not an optional add-on, but part of how the system runs. Every year, that review happens. Sometimes it’s in person. Sometimes it’s a phone call. Sometimes it’s a Zoom conversation. The format isn’t the point. The consistency is.

That built-in review does three things for every client:

  • It catches tax and legal changes coming out of Washington before they quietly undermine a strategy that used to work.
  • It keeps the plan aligned with the business itself, which rarely looks the same from one year to the next — revenue, staffing, ownership, and value all shift.
  • It accounts for changes at home — a marriage, a health event, a child’s changing role in the business, a shift in retirement timing.

The Most Critical Part of Planning

Over more than fifty years of doing this work, I’ve come to see this as the most important part of what I do — not just putting the right plan in motion but making sure it stays right as everything around it keeps changing. A plan is not a document you finish once. a relationship you maintain.

If you can’t remember the last time your plan was reviewed against today’s tax law, today’s business, and today’s family circumstances, that’s worth changing before it becomes a costly surprise. The goal isn’t to redo the planning every year — it’s to know, every year, exactly where you stand and where you could be.

The goal isn’t to redo the planning every year — it’s to know, every year, exactly where you stand and where you could be.

If it’s been a while since your plan had a real second look, let’s put one on the calendar.

tperrone@necgginc.com

Questions? Call me.  My Calendar

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Are you Building your Business by Design…or by luck?

What to Do When Your Business Partner Wants Out (50/50)

by YOUR BUSINESS WORTH, posted in Uncategorized

By Thomas J. Perrone, CLU,CIC

You and your partner own a business fifty-fifty. You’ve been in it together for years. It’s going well. And then one day he sits you down and says, “I’m done. I want out.”

Now what?

You can’t fire him — he owns half. You can’t ignore him — he’s still a decision-maker. And if the two of you disagree about what the company is worth, you’re deadlocked. Nothing gets done. Clients feel it. Employees feel it. The business starts bleeding.

Without a plan for this moment, here’s what usually happens next: a long, expensive fight. A court deciding your company’s future. Or a fire sale to a stranger who doesn’t care what you built. None of those outcomes are good — and every single one of them is avoidable.

 Why 50/50 Partnerships Deadlock So Easily

If you’re in a fifty-fifty partnership, or thinking about forming one, it’s worth understanding why this structure is so dangerous — because it sounds so fair.

Fifty-fifty. Equal partners. Equal say. What could be wrong with that?

Here’s the problem: a fifty-fifty split is a partnership with no tiebreaker. On any big decision, you have exactly two votes — one for, one against. When they cancel out, nothing moves.

Day-to-day, that works fine. You split the work, the profit, the decisions. But the moment a partner wants out, that equal split becomes a weapon. He’s not just a co-owner anymore — he’s a veto.

And here’s the uncomfortable truth: most buy-sell and partnership agreements don’t handle this well. They name a price. They name terms. But they never answer the question that actually breaks deals — what happens when one of you wants to leave and you can’t agree on the number?

Step 1: Valuing the Departing Partner’s Share

The first thing that goes wrong is the valuation.

Say the business does $4 million in revenue and generates about $400,000 a year in profit. Your partner says, “I’m out. I want my fair share.” Fair share of what? He’s not asking for $400,000 — he’s asking for the value of his half of the *company*. And that number depends entirely on how you value it.

Your accountant might say the business is worth one times earnings — $400,000. Your partner brings in his own appraiser, who says it’s worth five times earnings — $2 million. Because if he’s selling, he wants the highest number. If you’re buying, you want the lowest. Neither of you is wrong. You’re just on opposite sides of the same coin.

Now you’ve got two appraisals a million-plus dollars apart, and an agreement that just says “fair market value.” But fair market value is a phrase that starts lawsuits, not a number that settles them.

This is the first reason deadlocks happen — not because the business isn’t valuable, but because nobody locked in *how* it would be valued before the exit. That’s not a math problem. That’s a planning problem. And it’s fixable.

Step 2: The Money Problem

Say you get past the valuation. You and your partner agree the business is worth $4 million. His half is $2 million. Great. Now the real question: where does two million dollars come from?

“I want out” and “here’s your money” are two very different sentences. This is where most buy-sells actually fall apart — not in the courtroom, but in the bank.

Pay him over time?Two million dollars over ten years is over $200,000 a year — out of a business generating $400,000. That’s half your profit, gone, for a decade. That’s not a buyout. That’s a slow bleed.

**Borrow it?** The bank will lend, but now the business is collateral, you’re on personal guarantees, and you’re paying interest on top. On $2 million financed over ten years, that’s hundreds of thousands of dollars in interest — money that leaves your company for good.

**Fund it in advance with life insurance.** A policy on your partner’s life, owned correctly, so the money arrives when you need it — a structured payout that doesn’t starve the business. This is the funding question almost nobody covers, and it’s the difference between a clean exit and a collapse.

So now we get to the tool that actually solves this: the shotgun clause.

Some call it a “buy-sell” clause or a “put-call” arrangement, but the shotgun is what breaks a deadlock fast. Here’s how it works: either partner can name a price for the whole business — say, $4 million. The other partner then has a choice. Buy the departing partner’s half at that price, or sell their own half at that same price.

Watch what that does. It’s elegant. If your partner says, “I’ll sell my half for $2 million,” you decide — buy at $2 million, or sell your half for $2 million. Your partner has to be honest about the number, because if he names a price too low, you might just buy his half at that bargain. If he names it too high, he might end up buying yours at that premium.

The shotgun makes both sides name a fair number, because neither of you knows which side of the deal you’ll end up on. It’s the closest thing to self-enforcing fairness in a business partnership.

A word of caution, though: the shotgun isn’t for every situation. It works best when both partners actually have the ability to buy — meaning the money’s available. And it needs to be drafted by someone who understands the tax consequences, because those consequences can follow your family for a generation.

But for a fifty-fifty deadlock, where neither side will budge and neither side will blink, the shotgun clause is the cleanest exit there is.

 The Mistake That Turns a Deadlock Into a Lawsuit

Here’s the mistake I see owners make over and over — the one that turns a fixable deadlock into a years-long lawsuit.

Most owners don’t put a buy-sell or shotgun clause in place until a partner actually wants out. By then, it’s too late.

Here’s what happens: a partner says “I want out.” There’s no clause. So now you’re negotiating a price between two people who are already in a fight. You don’t agree on the number. You don’t trust each other. And every day that passes, the relationship gets worse and the business bleeds more.

By the time someone suggests a shotgun clause, it’s already adversarial — and clauses drafted in the middle of a conflict are expensive and rarely end well.

The time to put the shotgun in place is the same day you sign the partnership agreement, when you’re both calm, fair-minded, and thinking clearly. That’s when you lock in the mechanism, so that when the exit happens — and it will happen — the tool is already there, and the only thing left to figure out is the number.

Your 3-Step Action Plan

Here’s what to do this week:

1. **Find your deadlock clause.** Pull out your partnership or buy-sell agreement. No shotgun or buy-sell mechanism? That’s red flag No. 1 — and it’s fixable today.

2. **Lock in a valuation formula.** Not “fair market value at the time.” A specific formula — a multiple of earnings you both agree on and update yearly.

3. **Have the conversation.** It’s awkward to talk about the day one of you leaves. But the deadlock, the lawsuit, and the fire sale are far more awkward.

Picture the owner who has to sell because his partnership broke down with no plan in place. That’s a fire sale waiting to happen. Don’t let that be your business.

Plan the exit before the exit plans you.

Download your free report: The Buy and Sell Agreement Checkoff Guide

Learn about our planning GWT Planning System® AND how it can help you design a solid Buy and Sell Agreement :  GWT Planning System®  

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Seven Things Buyers May Pay More for When Purchasing a Business

Traction: Get a Grip on Your Business

by YOUR BUSINESS WORTH, posted in Business Growth and Transition, Company Wealth, Passive Ownership, retirement, Selling Your Business, Strategies of growing business, Valuation, Value drivers, Working On Your Business

Traction: Get a Grip on Your Business

by Gino Wickman

Letting Go of the Vine

Get a Grip on Your Business

FROM GINO WICKMAN’S TRACTION

By Thomas J. Perrone, CLU, CIC

Overview

Before Wickman introduces the Six Key Components of the Entrepreneurial Operating System (EOS), he uses to address a mindset barrier that stops many owners from ever adopting the system in the first place. The chapter’s central image is an entrepreneur clinging to a vine, unwilling to release it even though holding on is what’s limiting the business’s growth. Wickman’s point is that real progress requires a leap: letting go of old habits and control patterns so the business can reach the next stage, much as a person swinging through a jungle must release one vine to grab the next.

He frames this as a deliberate choice among three options available to any frustrated owner:

  1. accept the business as it is,

  2. walk away from it, or

  3. commit to changing it.

This article is written for owners who choose the third path.

One of the most important drivers of business growth is having the next level management team in place and a team that communicates with leadership, and sees the leadership vision. This sounds easier than it is. Without the next level management, the value of a company is tremendously discounted, if even a consideration on the market by purchasers.

I believe building the “team” is the most profitable task owners can engage in as it is their future profitability. It is also one of the most challenging task, but very doable.

Four Fundamental Beliefs

Wickman argues that before EOS tools can work, leadership has to internalize four beliefs:

1. Build and maintain a true leadership team. — A small group who together define and champion the company’s vision, hold clear accountabilities, and act for the good of the whole organization rather than just their own department.

2. Hitting a ceiling is inevitable. — Growth naturally creates limits — organizationally, departmentally, and personally — and those ceilings have to be anticipated and broken through repeatedly, not treated as failure.

3. Run the business on a single operating system. — Rather than stitching together a patchwork of borrowed management ideas, the organization commits to one consistent system, applied the same way at every level.

4. Stay open-minded and vulnerable. — Leaders need enough humility to admit they don’t have every answer, which is what allows new tools and honest feedback to actually take hold.

Five Leadership Abilities for Breaking Through the Ceiling

To act on belief #2 — pushing past inevitable ceilings — Wickman says leaders must build five specific abilities:

1. Simplify. — Strip unnecessary complexity out of the business so people and processes are easier to manage.

2. Delegate and elevate. — Hand off work you’ve outgrown so both you and your people can focus on the responsibilities that best fit them.

3. Predict. — Build the discipline of long-term and short-term forecasting instead of reacting to problems as they land.

4. Systemize. — Turn recurring work into repeatable processes so outcomes don’t depend on any one person’s memory or effort.

5. Structure the company correctly. — Design an organizational structure that fits where the business is headed, not just where it’s been.

Why This Matters

Wickman’s underlying message is that most owners aren’t held back by a lack of information — they already have what they need to change. What’s missing is the willingness to release direct personal control: to trust a real leadership team, commit to one system, and let go of habits that made sense at a smaller scale but now cap the business’s growth. This chapter functions as the mental preparation for the rest of the book, setting up why the Six Key Components (Vision, People, Data, Issues, Process, and Traction) are worth the discipline required to implement them.

Video: Your Business Isn’t Worth What You Think-Here’s Why

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Are You Building Your Business by Design… Or by Luck?

by YOUR BUSINESS WORTH, posted in Business Growth and Transition, Company Wealth, evaluations, Uncategorized

Are You Building Your Business by Design… or by Luck?

A Four-Pillar Framework for Turning Business Success into Lasting Personal Wealth

By Thomas J. Perrone, CLU, CIC | tperrone@necgginc.com

Executive Summary

Most small business owners don’t lack ambition — they work hard, grow steadily, and reinvest everything back into the company. Yet many reach a point where an uncomfortable question surfaces: is the business growing by design, or simply by default? While revenue climbs, critical areas such as financial planning, risk protection, tax efficiency, and long-term transition are frequently overlooked, not from a lack of care but from a lack of time, clarity, or structure.

This white paper summarizes a structured planning approach — often referred to as a “Destiny Plan” — that aligns a business with its owner’s ideal life and financial future. Rather than adding complexity, the framework organizes the essential drivers of long-term success and security into four pillars: Growth, Protection, Equity, and Transition.

The Hidden Gaps in Growing Businesses

Business owners are often aware, sometimes painfully so, that critical elements of their business are being neglected. Common gaps include:

  • No clear long-term growth strategy
  • Limited protection against unexpected events
  • Inefficient tax planning
  • No defined exit or succession plan
  • Uncertainty about how to convert business success into personal financial security

Left unaddressed, these gaps mean that even an outwardly successful business can remain financially fragile.

The Questions Every Business Owner Should Ask

A useful starting point is self-assessment. Consider the following:

  • Do you have a clear, fail-safe plan to grow, protect, and eventually transition your business?
  • If you had to step away tomorrow — due to retirement, disability, or worse — what would happen?
  • Could you extract your business value in the most tax-efficient way possible?
  • Are you maximizing your compensation and benefits through your business?
  • Do you have a plan for the unexpected — economic downturns, key employee loss, or sudden life events?

Difficulty answering any of these is a signal, not a source of alarm: it indicates that planning is overdue, and that the owner is far from alone in facing this gap.

The Four-Pillar Framework

What most business owners need isn’t more complexity — it’s clarity. A structured approach brings together the key elements that drive long-term success and security into one cohesive strategy, built on four essential pillars.

1. Growth: Building with Purpose

Growth should be intentional, not accidental.

  • Implementing systems that scale with the business
  • Developing strong leadership and teams
  • Focusing on the true drivers of business value

2. Protection: Preparing for the “What Ifs”

Every business faces risk. The question is whether you’re prepared.

  • What if a key employee leaves?
  • What if cash flow tightens?
  • What if you can’t continue running the business?

Proper protection planning ensures the business can withstand the unexpected.

3. Equity: Turning Success into Wealth

Your business is likely your largest asset — are you leveraging it effectively?

  • Accessing equity without unnecessary tax burdens
  • Structuring compensation to maximize benefits
  • Building wealth both inside and outside the business

The goal is not just to grow a business — it’s to create real, usable wealth.

4. Transition: Planning Your Exit Before You Need It

Every business owner will eventually leave their business. The only question is how.

  • Will it be on your terms?
  • Will you receive full value?
  • Is your family or team prepared?

A well-designed transition plan enables an exit that is smooth, efficient, and profitable — whether through sale, succession, or retirement.

A Simple First Step

Owners don’t need to solve everything today — but they do need to start. Even a quick self-assessment can reveal where the biggest opportunities lie. Small adjustments in the right areas can lead to significant improvements in both business performance and personal financial outcomes.

Conclusion

A business should serve its owner’s life, not the other way around. With the right planning, an owner can move from uncertainty to clarity, from reactive decisions to intentional strategy, and from simply building a business to building a lasting legacy. The core question remains: are you ready to start designing your future — on purpose?

TAKE THE FREE BUSINESS OWNER 3 MINUTE SURVEY: With this survey we will send you a report of where you are in your planning today vs. the areas you should revisit to maximize your planning we call this the “Where You Are, and Where You Could Be!” DOWNLOAD

Download your free “Growing Your Business Guide With GWT PLANNING SYSTEM® Download

Also, if you would like to discuss your current situation, I would be happy to help you with a discussion, feel free to contact me: MY Calendar

Youtube:  The Business Owners Who Plan vs. Everyone Else: Luck or Design

Thomas J. Perrone, CLU, CIC | tperrone@necgginc.com

Your Best Employee Is Being Recruited Right Now — And You May Not Even Know It.

Featured by YOUR BUSINESS WORTH, posted in Business Growth and Transition, Buy and Sell Agreements, Company Wealth, Estate Costs, Estate Planning, evaluations, Executive Benefits, Key People_Or Group, Passive Ownership, Selling Your Business

BY: Thomas J. Perrone, CLU, CIC

Employee retention strategies are important and losing a key person isn’t just an inconvenience. When you factor in recruiting, training, lost relationships, and lost revenue, it can cost well into six figures. So, what’s the solution?

Phantom equity or ghost stock! A great tax strategy!

In this video, I break down exactly how phantom equity (also called phantom stock or ghost stock) works — and why it may be the most powerful retention tool available to closely held business owners today.

This video explains the “Phantom Stock Golden Handcuff” plan, a strategy for businesses to retain top talent without giving up equity. Learn how this plan, which involves a written agreement where key employees receive “phantom” shares, can significantly boost staff retention. We detail how the plan works, its benefitsas an employee benefits package, and its tax treatment within human resources strategies.

✅ What you’ll learn:

  • What phantom equity actually is — and what it isn’t
  • How hypothetical shares are granted, valued, and paid out in cash
  • Full Value vs. Appreciation Only — which design is right for your situation
  • How taxation works at distribution — for you AND your key employee
  • How to informally fund the obligation using tax-efficient financial instruments
  • Why this tool protects your ownership, preserves your control, and is.   fully deductible

No ownership given up. No ERISA compliance headaches. No complicated legal structure. Just a simple, flexible, written agreement that aligns your key person’s financial future with the growth of your business.

If you’re a business owner with 5 to 50 employees and you rely on key people

to drive your success — this video is for you.

📩 Questions about your specific situation? Email me directly: tperrone@necgginc.com

📞 Call: 203-530-6615

📞Or better yet, I would love to have a meaningful conversation with you of what you are thinking concerning your employees.

 Feel free to schedule a spot in my calendar;  https://fantastical.app/b5bhcvxwev-lPTY/call-meetings-general   

👍 If this was helpful, please like and subscribe. I publish new content regularly to help business owners build, protect, and transfer wealth —

https://youtu.be/kVXel27bAEc?si=vzy2R0siYfBvNcXH