A borrower fails. The bank holds a floating charge over its stock and debtors. Employees are owed wages, and the tax authority is owed sales tax.
Mandatory Prepayment: a Worked Example
Sell part of what the loan rests on, and the loan shrinks first.
BY MICHAEL SHANG · SIXTEEN YEARS IN COMMERCIAL BANKING · UPDATED
// THE SHORT ANSWER
A mandatory prepayment clause decides who has first call on the cash when a business turns part of itself into money. Nothing need have gone wrong: the borrower has sold a building, collected on an insurance claim or raised new capital, and the facility agreement says some or all of the proceeds go to the lender before the business may spend them. For a lender, it keeps the debt in proportion to the business that is left. For a borrower, the real questions are what the agreement treats as net proceeds, what may be kept for reinvestment, and where in the loan the repayment lands.
BASIS Practitioner judgment from sixteen years in commercial banking, set out in How Bankers Think (Highbank Press, 2026). Every borrower on this site is a composite constructed for teaching, not a client. The market is mid-market commercial lending as practised in New Zealand and Australia; where a convention differs elsewhere, the page says so.
// MAKE THE CALL
Issue 04 — Highview Industries. Same request as Issue 01 on the surface. A completely different file underneath. Your call first, then the senior banker's.
// 01 — WHY A LENDER WANTS THE PROCEEDS
A loan is sized against a business as it stands: its assets, its earnings and the security behind them. A sale changes all three at once. The asset leaves the security, its earnings leave EBITDA, and unless the cash comes back to the lender, the same debt now rests on a smaller business. Insurance proceeds replace an asset that has been destroyed, so a lender wants either the asset rebuilt or the money. New borrowing or new equity changes the capital structure the lender agreed to, and a change of control changes who it is lending to.
Each of these is an event the borrower chooses or cannot avoid, not a default. The clause therefore works without any judgment about the borrower's health: when the event happens, the money follows the formula.
// 02 — HOW THE CLAUSE WORKS
Each term is defined. Exclusions commonly cover disposals in the ordinary course, small disposals below a stated amount, and an annual allowance. Reinvestment rights let the borrower keep proceeds that it applies, or commits to apply, to replacement assets within a set window, with any unspent balance prepaid when the window closes. Insurance proceeds are often allowed to fund reinstatement first. Change of control is usually treated separately: some agreements let each lender cancel and be repaid, others make the whole facility fall due.
Then comes application. A prepayment can reduce the instalments in inverse order of maturity, which shortens the loan's tail; pro rata across the instalments, which lowers each repayment; or the term loan before a revolving line. A repayment of a revolver may or may not cancel the commitment. Each choice gives the lender a different loan afterwards.
// 03 — THE EXAMPLE
A cold-storage operator, constructed for this page like every figure in it, runs four warehouses on a US$40m term loan against EBITDA of US$10m. It sells one warehouse for US$12m. The racking inside it is on equipment finance. The agreement excludes disposals under US$1m and allows proceeds to be reinvested within twelve months; both terms are the example's.
The warehouse earned US$1.8m of EBITDA, so the business that is left earns US$8.2m. The leverage the lender holds after settlement depends on how much of the cash came back. The lines count debt only, on the footing that cash not prepaid or reinvested is spent elsewhere:
Without the clause, once the cash had gone elsewhere, the operator would be more highly geared after selling an asset than before. With it, leverage is close to where it started, and the US$3.5m kept back has to earn its place: if only US$2.0m is spent by the end of the window, the remaining US$1.5m is prepaid then. The lender's mortgage over the warehouse is released at settlement against the US$6.5m, which is where the payout figure and the partial release come in.
// 04 — HOW IT DIFFERS FROM A VOLUNTARY PREPAYMENT
A voluntary prepayment is the borrower's choice. It decides the timing, gives notice, repays in minimum amounts and may pay a prepayment fee for the privilege. A mandatory prepayment is the lender's right, triggered by an event, and the agreement decides the amount and the date. Agreements differ on whether a fee applies to mandatory prepayments, but break costs on fixed-rate funding usually follow either way, because the cost of unwinding the funding does not depend on who chose to repay.
Both kinds raise the same hedging question. A borrower that fixed its rate with a swap sized to the loan is left with more swap than loan once part is repaid. Leaving the swap in place means over-hedging; closing part of it crystallises its mark-to-market, which can be a cost or a gain.
DEFINED IN ONE PARAGRAPH → · PRODUCT FILE: TERM LOAN → · THE CASH SWEEP →
// 05 — WHERE IT DECIDES A FILE
The clause is negotiated before signing, and its value to each side sits in the details. A borrower planning to sell surplus property wants generous exclusions and a long reinvestment window; a lender that sized the loan on that property wants the proceeds. Which subsidiaries' sales count, whether tax is deducted as paid or as estimated, and whether reinvestment must be committed or merely intended all move the amount.
Once the facility is running, the clause decides the conversation when a sale is proposed. A borrower that reads it early can structure the sale, the reinvestment and the timing of any swap break together. One that reads it after signing the sale contract finds the settlement statement already written. Insurance proceeds follow the same path, with the bank recorded as loss payee so that the money reaches the formula first.
// QUESTIONS PEOPLE ASK
- What triggers a mandatory prepayment?
- Whatever the facility agreement lists. The usual events are the sale of assets outside the ordinary course of trading, insurance proceeds from a loss, new borrowing or a share issue, and a change of control. In leveraged lending a share of excess cash flow is often added. Illegality is also commonly a trigger: if it becomes unlawful for a lender to keep funding, its share is repaid. Each trigger comes with exceptions, which the borrower negotiates.
- Do you pay break costs or a prepayment fee on a mandatory prepayment?
- Break costs usually apply if part of the loan is on fixed-rate funding, because the lender has to unwind that funding whoever caused the repayment. Prepayment fees are a separate matter: some agreements charge them on any prepayment, some only on voluntary ones, and some waive them for particular events such as an insurance claim. A borrower with a swap also needs to check whether the hedge must be reduced to match.
- What is a reinvestment right?
- It is an exception that lets the borrower keep sale or insurance proceeds instead of prepaying, provided it spends them on assets for the business within an agreed period. Many agreements allow a longer period if the borrower has committed to the spend before the first period ends. Proceeds not spent or committed in time are then prepaid. The right protects a borrower that is replacing an asset, not one that is shrinking.
- Can a lender waive a mandatory prepayment?
- Yes. The prepayment is the lender's right, so it can agree to waive it, defer it or apply it differently, usually in writing before the event. In syndicated facilities the agreement says whose consent is needed, and some let individual lenders decline their share, with the declined amount retained by the borrower or offered to others. A bilateral lender simply decides, and may attach conditions such as a margin change.
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