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The Estate Tax Is Due in Nine Months. The Estate Is the Business.

Financing StrategyBorrower Advisory

A federal estate tax bill is due in cash nine months after death. A family business is the least liquid asset most families own, and the deadline does not adjust for that.

The return and the payment are both due within nine months of the date of death. An extension of time to file is straightforward. More time to pay is not automatic, it has to be justified, and interest runs regardless.

For a family whose wealth sits in an operating company, that is the whole problem. The asset that creates the tax cannot be converted into cash on the schedule the tax requires, and buyers know exactly when the money is needed.

A $30 million manufacturer and a $7.6 million bill

Take an illustrative case. A founder dies owning a metal fabrication business worth $30 million, plus a home, retirement accounts and savings worth $4 million. The adjusted gross estate is $34 million.

At an illustrative $15 million exemption and a 40 percent rate, the estate tax is $7.6 million, due in nine months. The family can free up $1.5 million without touching the company. The gap is $6.1 million.

Three ways to close it.

Sell a stake under a deadline

The family can sell a minority interest in the business. Every buyer will know the filing date, and the price will reflect it, along with the ordinary discounts for a minority position in a private company with no market.

At a 35 percent combined discount, raising $6.1 million means selling 31 percent of the company, an interest worth $9.38 million at the value the estate itself just reported. The family gives up $3.28 million more than it receives, keeps 69 percent of the business, and acquires a shareholder it did not choose.

Cost of raising $6.1 million to pay an estate tax bill, financing against selling a stake A two-point comparison on a scale to $10 million. Financing $6.1 million over five years at an illustrative 10 percent costs $1.68 million of interest. Selling a 31 percent stake in the $30 million business under the nine-month deadline, at a 35 percent combined discount, gives up $9.38 million of business value, shown in the darkest navy. The difference is $7.70 million, and the family also keeps 31 percent of every future dollar the business earns. SPECIAL SITUATIONS The Estate Tax Is Due in Nine Months. The Estate Is the Business. What it costs to raise $6.1M against a $30M family manufacturer. Estate tax of $7.6M, payable in cash, nine months after death. Cost of raising the $6.1M shortfall $1.68M Financing: interest over five years $9.38M Rushed sale: value of the 31 percent stake $0 $5M $10M The buyer prices the deadline. The lender prices the risk. Source: Illustrative construction, arithmetic shown in the article | Thalos Capital Research Thalos Capital ©

Elect to pay the tax in installments

Federal law provides for this exact situation. Where a closely held business interest exceeds 35 percent of the adjusted gross estate, the executor may elect to pay the tax attributable to that interest in up to ten equal installments, with the first installment deferred up to five years after the original due date. Here the business is 88 percent of the estate, so it qualifies comfortably.

The tax attributable to the business is $6.71 million, which can go on installments of $671,000 plus interest. The remaining $894,000 is still due at nine months.

The election is real relief, and it is not free. Interest accrues throughout at a statutory rate, reduced on a capped portion and tied to the underpayment rate above it, and that interest is not deductible. The election requires the business interest to stay in the family: if half or more of it is sold or withdrawn, the deferral ends and the balance becomes due. The government can require security. And the company still has to produce roughly $700,000 a year in cash, on top of interest, for a decade.

Borrow against the company and keep it whole

The third path treats the bill as what it is, a fixed obligation on a known date, and finances it against the business and the family’s other assets.

Borrowing the $6.1 million over five years at an illustrative 10 percent costs about $1.555 million a year and $1.68 million of interest in total. The family keeps 100 percent of the company, takes on no new shareholder, and the entire obligation is gone in five years rather than fifteen.

Against the sale, the comparison is not close: $1.68 million of interest against $3.28 million of value handed to a buyer who priced the calendar, and 31 percent of every future dollar the business earns.

How long the obligation lasts
Balance outstanding: five years against fifteen
Principal outstanding under a five-year facility for the $6.1M shortfall, against the installment election on the $6.71M of tax attributable to the business. Interest is excluded from both lines; it accrues on the election throughout, and is not deductible.
Principal outstanding under financing and under the installment election Two filled areas over fifteen years. A five-year facility for $6.1 million amortizes to zero by year five. The installment election holds $6.71 million outstanding for five years, then repays $671,000 a year for ten years, ending in year fifteen. Interest is excluded from both. Facility: gone in year 5 Installment election: to year 15 Year 0 5 10 15 Principal outstanding, $M Five years of payments, then done Fifteen years, with conditions on the shares throughout
The election also restricts what the family can do with the business: if half or more of the interest is sold or withdrawn, the deferral ends and the balance falls due. The two are not mutually exclusive, and the usual answer is a mix sized so that neither the nine-month deadline nor the company's cash flow is the binding constraint.
Source: Illustrative construction, arithmetic shown in the article | Thalos Capital Research Thalos Capital ©

What actually decides it

None of this makes financing automatically right. Three things decide it.

Whether the company can carry the payment. $1.555 million a year is real money for a business earning $4 to $5 million before interest, taxes, depreciation and amortization. If it cannot, the installment election exists for that reason.

Whether the family wants to be done. The installment path keeps an obligation to the federal government on the balance sheet for up to fifteen years, with conditions attached to the ownership of the business the whole time. Financing replaces that with a private obligation the family can refinance or repay early.

Whether the two can be combined. They often can. The installment election covers the tax attributable to the business, financing covers the rest and the early years, and the mix is set so that neither the deadline nor the company’s cash flow is the binding constraint.

The one path with no argument for it is the rushed sale, and it is the one families default to because it is the only one that gets proposed while everyone is still in shock.

How Thalos Capital Approaches This

Thalos Capital works borrower-side on special situations across the United States: structured credit and bespoke liquidity for complex, non-standard, and deadline-driven situations, including owners and families unlocking liquidity from illiquid assets without a sale.

An estate deadline is a structuring problem with a date on it. The work is sizing the real shortfall after the installment election is taken into account, identifying what can be borrowed against, including the operating company, real estate the family owns, and other assets, and getting a structure closed inside a window that does not move.

Nine months sounds like a long time. It is not, once probate, valuation and a lender’s diligence are in the same window, which is why the families that come out of this whole are the ones who start before the return is prepared rather than after.

Most financing situations have more options than the borrower initially sees. A conversation is enough to map them. Submit your financing request at https://thaloscapital.com/contact.

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