Coordinated Counsel
Succession Planning
Transcript
BARRY: So succession planning ties in, which is the next thing that’s bold. I get excited about it. Stop me if I’m talking too much. Succession planning is kind of like what we’re talking about, where instead of you wanting to sell or exit to a third party or family member, you want to keep the business going. Right? You want the business to continue to the next generation. Maybe that’s your family. Maybe it’s not. But if you don’t have the right planning in place, you’re rolling the dice. And I will go so far as to say it’s very likely you are not going to roll the numbers you need to roll.
CHAD: Especially when there are multiple partners or shareholders, it’s even more important, I think.
BARRY: Yeah, I would agree. I would agree. So how would you introduce the concept of succession planning?
CHAD: Well, for one, you hit on it: “I want the business to continue.” The question really becomes, who do we want to continue it? And how do we give them control of the business without financially hurting the cash flow and the day-to-day operations of the business while receiving your fair share without depleting the business. There’s various funding mechanisms that you can do, most typically through insurance, to really work on this succession plan.
One of the easiest is if you’re turning it over to someone inside the business. Because you can set up executive bonus-type plans or whatever it might be to build up a reserve to maybe buy you out so that person can take over the business. That’s very common. It’s all about pre-funding for what you want to happen. Putting the right instruments in place, financial vehicles in place, to keep your business afloat. Succession planning is more about “How do effectuate everything without depleting the cash of the business and hurting the business?”
BARRY: Right. So how does that translate? There are so many things that could happen, so many variations. Say, for the sake of argument, it’s a third party. You have a number two. You have a number two that’s great, and you want them to continue the business for the next 50 years after you go. It’s not a family member, not part of the estate plan. What do you do with that? How do you deal with that?
CHAD: Well, one, you have to have the correct legal documents in place, which is in your wheelhouse. Two, you can start funding for that transition. Because most times, the key employee probably doesn’t have the money to buy someone out of the business and still keep it running. So really it comes down to assisting with the process ahead of time while you’re still in charge.
BARRY: You’re going to address disability and death, of course. That’s a funded transaction to make sure the business can continue without having to financially burden it.
CHAD: Right. The perfect example: let’s say one partner gets disabled and can’t work anymore. If you don’t have the disability buyout in place, that business is still going to have to keep paying that partner or that shareholder. Talking about fire sales and pennies on the dollar, you can effectuate these buyouts for pennies on the dollar just by implementing the correct disability policy or life insurance policy.
BARRY: If you get disability or death, you have a policy that will fund the transaction of where the family gets paid in exchange for their shares. Those shares go to the person or people who are intended to continue the business. And that’s fine. That’s one thing that can happen. But what about where you have a person who wants to retire? There’s no retirement-triggered insurance contract. Disability and death is one thing, but retirement during life is another whole animal to deal with. A lot of times in an estate plan, I see this scenario: you’ve got people who built something, and a lot of times their kids are kind of involved in the business, and they want the kids to kind of move it forward, and they want to retire. They want to downshift, pull back, and let the kids push forward. And we start talking about the transition or shift of control. We talk about the timing of transfers, which of course is very heavily related to tax. And it’s definitely hard conversations, because you’re juggling a bunch of competing things. The idea, though, the purest spirit of it, is that they want an annuity. They want the business to pay them an income stream for life. And they want to figure out a structure for that. It’s not a death-triggered buyback, it’s a lifetime transition. Retirement with those other contingencies built in as well.
Why Most Business Owners Wait Too Long to Plan Their Exit (And How to Fix This)
By: Barry E. Haimo, Esq.
January 8, 2025
Business owners love building. They love solving problems, making decisions, and driving growth. What they don’t love (at least not typically) is planning for a future where they’re no longer the one in charge. That’s why succession planning, despite its importance, tends to get pushed to “later.” Which often becomes “too late.”
The mechanics of transferring a business (insurance, buyouts, retirement planning, and so on) are obviously important. But beneath all of that is a more fundamental question: Why do owners postpone this planning in the first place?
And more importantly: What does it actually take to create a transition plan that preserves the value you built while protecting the people you care about?
Let’s dig into that.
The Emotional Roadblock Owners Rarely Talk About
For many owners, the hardest part isn’t the financial structure — it’s the identity shift.
A business isn’t just an asset. It’s a legacy. A source of pride. A daily rhythm. An extension of the owner’s sense of purpose.
So when owners resist planning their succession, it’s often because they don’t yet see a clear answer to questions like:
- Who will run this place when I’m not here every day?
- What will my role be if I’m no longer the leader?
- Will the business still reflect my values when I step back?
- What happens to the people who depend on me?
Until those emotional uncertainties get resolved, the technical planning stays stuck.
Why Waiting Creates More Problems Than It Solves
Unfortunately, time is the one ingredient no advisor can manufacture. Whether the eventual trigger is retirement, disability, or an unexpected life event, planning ahead creates options — funding options, legal options, tax options, and leadership options.
Waiting, on the other hand, eliminates options.
Without preparation:
- Buyouts become too expensive or impractical.
- Family members or key employees are left scrambling.
- Taxes take a bigger bite than they should.
- The business risks instability right when it needs steadiness the most.
The irony? Owners delay planning because they care about the business… but delaying is what puts the business most at risk.
The Shift: From Ownership to Stewardship
The best succession plans start with a mindset shift: You’re not just the owner; you’re the steward of the business’s future.
That means thinking beyond who leads today and focusing on who the business needs for tomorrow. It means preparing the next generation (or the next key employee) not only to inherit an asset, but to sustain and grow it.
Succession planning becomes less about “stepping away” and more about “setting up.”
A Practical First Step (That Doesn’t Feel Overwhelming)
If the whole topic feels big or abstract, start small. Identify one person who could play a larger role in the business’s future. Not necessarily your successor. Just someone with potential.
Then ask:
- What training do they still need?
- What decisions could I let them start making?
- What knowledge is still only in my head that they should learn?
That single step gets momentum moving in the right direction.
Looking Ahead
You don’t need to have the perfect exit strategy today. But you do need to start shaping the conditions that will allow one to exist. Future owners (whether family, employees, or outside buyers) deserve clarity. Your customers and team members deserve continuity. And you deserve a business that keeps rewarding you long after you’re done running it.
Succession planning isn’t about leaving. It’s about ensuring everything you built can continue to thrive.
Want some guidance? Get in touch.