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// ON THE DESKWHEN THE FIRST WAY OUT FAILS

Problem Loans and Workout

A problem loan is decided in the months before anyone calls it one.

BY MICHAEL SHANG · SIXTEEN YEARS IN COMMERCIAL BANKING · UPDATED

// THE SHORT ANSWER

A problem loan is one whose first way out — the borrower's own cash flow — is failing. Banks catch it on a watchlist, where behaviour usually moves before the covenants do: in Issue 09 the name the senior banker watches first has clean cover and monthly accounts arriving later each month. A worsening file moves to a workout team, whose job is recovering the money: it gets current information, agrees a standstill while the options are assessed, then chooses between restructuring, refinancing out, a sale and a formal process by what each would recover.

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 09 — The Tuesday List. Eight dashboards. Two intensive-care slots. Portfolio triage, Tuesday 8:30am. Your call first, then the senior banker's.

Read the file →

// WHAT MAKES A LOAN A PROBLEM

Every business loan is made with two ways out. The first is the borrower's own cash flow, which is how almost every loan is repaid. The second is the security, for the day the first fails. A problem loan is one whose first way out is failing or has failed — and the moment a bank starts planning around the second way out, the file has changed character, whatever the covenants say.

Banks grade every loan and keep a watchlist for the ones whose grade is slipping. Below a normal grade, US bank supervisors use four words — special mention, substandard, doubtful and loss — from a weakness that deserves closer attention to a loan that will not be repaid. The words differ by country; the ladder is the same. What matters on the desk is not the label but how early the file reaches the first rung.

// 01 — THE EARLY SIGNS: BEHAVIOUR BEFORE NUMBERS

In Issue 09, a portfolio manager has eight names and two places on the intensive-care list. The worst number on the list belongs to row A, a civil contractor whose DSCR has sat at 1.1× for two years. The one the senior banker puts on the list first is row B, an F&B processor whose cover is a comfortable 1.8× — because of this:

Row B · DSCR: 1.9× → 1.8× → 1.8× — covenants clean
Monthly accounts, days after month-end: 14 → 36 → 43
This quarter: the CFO resigned

Information arriving later each month, then the person who produces it leaving, is behaviour, and behaviour moves two or three quarters before the financial covenants do. Row D's signs are the same kind: DSCR at 2.0×, clean, and in the same quarter an auditor changed mid-engagement and a request to move the covenant test date. Neither is a breach. Both are a borrower changing what the bank will be shown.

The usual early signs have that shape: accounts later or thinner than they were, a finance director leaving, a request to move a test or change the auditor, an overdraft that stops clearing, suppliers paid later, tax falling behind, owners drawing more while trading weakens. Any one can be innocent. Several moving the same way is a file that should be read now, while the options are still wide.

// 02 — WHY THE FILE MOVES TO A WORKOUT TEAM

When a loan becomes a problem, most banks move it from the relationship banker to a separate team. Partly it is a different skill — reading a business under stress, negotiating with other creditors, running enforcement if it comes to that. Partly it is independence: the people who made the loan are the people least well placed to judge it, because every option includes admitting something about their own decision.

The objective changes too. The relationship desk's job was to grow a profitable customer; the workout team's is to recover the bank's money. For a business that is still viable that usually means the same thing — keep it trading, because a trading business is worth more than its assets sold one by one — but the conversation is no longer about the next facility. It is about the plan, and the evidence for it.

// 03 — THE FIRST WEEKS: INFORMATION, SECURITY, A STANDSTILL

Three things happen early. The bank gets current information — above all a cash-flow forecast week by week for the next three months, because the question has become whether the business can pay its way from here, not whether last year's accounts were good. It checks its security: what exactly it holds, whether it is properly registered, and what it would realise in a sale. And where there is more than one lender, or the position is unclear, the lenders agree a standstill.

A standstill is an agreement by lenders not to demand repayment or enforce for a set period while the position is assessed and a plan is worked out; the borrower agrees to report, to keep lenders informed, and not to do anything that worsens their position. Its purpose is to stop a race in which the first creditor to act destroys value for everyone, the borrower included. The bank may also ask for an independent review of the business by an accountant, so that the plan it is asked to back is tested by someone who is neither the borrower nor the bank.

// 04 — THE OPTIONS, AND WHAT CHOOSES BETWEEN THEM

There are four broad paths. A restructure: repayments rescheduled, covenants reset, non-core assets sold, new money from the owners, sometimes part of the debt converted or written down. A refinance out: another lender, often a specialist at a higher price, repays the bank. A managed sale of the business or its assets by the owners. Or a formal process — a receiver appointed by a secured lender to realise its security, an administration that holds creditors off while the company's future is decided, or liquidation.

What chooses between them is what each would recover, set honestly beside the chance it works. An illustration, in round numbers and not a case: a distributor owes the bank US$5.0m. Sold up today, its assets would realise:

Receivables: US$3.0m at 70% → US$2.10m
Stock: US$2.5m at 40% → US$1.00m
Plant and vehicles: US$0.8m at 30% → US$0.24m
Less the costs of the sale: US$0.4m
Recovered today: about US$2.94m — 59% of the debt

The owners propose a plan that repays the whole US$5.0m over five years. If it fails after two, the same assets will be worth less — say US$2.2m. Suppose the bank judges the plan has a 60% chance of working:

Plan: 60% × US$5.0m + 40% × US$2.2m ≈ US$3.88m
Sale today: US$2.94m
The plan stays ahead unless its chance of working falls below about 26%

Before the time value of money and the cost of running the plan, the plan wins comfortably — which is why a viable business is usually given one. But the arithmetic also shows where the argument really is: not in the formula but in the three judgments inside it. How honest is the break-up value? How much worse is a late failure than an early one? And how credible is the plan — which, in the end, is a judgment about the people presenting it and the information they have given the bank so far.

// 05 — FROM THE BORROWER'S SIDE OF THE TABLE

The businesses that come through a workout are, more often than not, the ones whose owners raised the problem first. Tell the bank early, before a covenant forces the conversation. Bring your own weekly cash forecast rather than waiting to be asked. Take independent advice — your accountant, a lawyer, a restructuring adviser — because directors' legal duties sharpen as a company nears insolvency, and because the plan the bank backs will be the one that survives someone else's testing.

And read what you signed. A personal guarantee that felt like a formality at the start is often the first thing a workout team looks at, and the guarantees guide explains what it lets the bank do. The covenants guide explains what happens at the line, and why a breach usually starts a conversation rather than ending one.

// STANDARDS THIS SITS BESIDE

The recognised ground this page sits beside. Each was opened and checked when cited; none is a source for the framework itself.

  1. Office of the Comptroller of the Currency, Comptroller's Handbook: Lending and Loan Portfolio Risk Management, Version 1.0 (2026) — Problem Loan Management and Workouts, pages 37–41 — Current supervisory text on finding weakness at the earliest stage, on keeping a loan with its officer or moving it to a workout group, and on what a workout plan contains.
  2. Board, FDIC, NCUA and OCC, Policy Statement on Prudent Commercial Real Estate Loan Accommodations and Workouts (June 2023), sections II–V and Appendix 4 — Sets out the forms a workout takes — renewal, extension, more credit, restructuring — and reprints the special mention, substandard, doubtful and loss definitions named in the first section.
  3. INSOL International, Statement of Principles for a Global Approach to Multi-Creditor Workouts II (2017) — First and Second Principles — The standstill is the first principle: creditors give the debtor limited time to gather information and form proposals, and refrain from enforcing during it — section 03.
  4. Companies Act 1993 (New Zealand) — Part 14, Compromises with creditors; Part 15A, Voluntary administration — The two statutory routes a New Zealand workout is negotiated beside: a compromise binding creditors once approved, and an administration that freezes most enforcement while the company's future is decided — section 04.
  5. Receiverships Act 1993 (New Zealand) — sections 18 and 19 — A receiver acts for the appointing creditor with regard to the company, other creditors and guarantors, and must sell for the best price reasonably obtainable at the time.

// QUESTIONS PEOPLE ASK

What is a loan workout?
The work a bank does on a loan whose repayment from the borrower's own cash flow has failed or is failing: getting current information, agreeing a standstill while the options are assessed, and then restructuring the loan, helping the borrower refinance elsewhere, selling assets, or enforcing its security — whichever is expected to recover the most. It is usually done by a separate team from the one that made the loan.
What happens when a business loan is moved to a bank's workout team?
New people take over the relationship, and their objective is recovering the bank's money rather than growing the account — which, for a viable business, usually means helping it keep trading. Expect more frequent and more detailed information requests, often a weekly cash-flow forecast, a review of the security, sometimes an independent review of the business, and conditions tied to milestones. Many files that move to workout are restructured and move back.
What is a standstill agreement?
An agreement by lenders, for a set period, not to enforce their rights or demand repayment, while the borrower's position is assessed and a plan is worked out. In return the borrower usually agrees to provide information, to keep lenders informed, and not to do anything that worsens their position. Its purpose is to stop a scramble in which the first creditor to act destroys value for everyone, the borrower included.
What are the early warning signs of a problem loan?
Changes in behaviour usually come before changes in the numbers: monthly accounts arriving later or thinner, a finance director leaving, requests to move a covenant test or change the auditor, an overdraft that stops clearing, suppliers being paid later, tax falling behind, owners drawing more while trading weakens. Each can have an innocent explanation. Several at once, moving in the same direction, is how a bank sees a problem before a covenant is breached.
Can a business recover after its loan goes into workout?
Yes, often — especially when the owners raised the problem early, brought credible numbers and a plan, and kept the bank informed as things changed. A bank compares what a plan is likely to recover with what a sale of the assets would recover today, and a plan it believes in usually wins that comparison. The businesses that do not recover are more often the ones where the problem was hidden until the options had gone.

// EIGHT NAMES, TWO PLACES

Issue 09 hands you a portfolio review with eight names and room for two on the intensive-care list. Its file shows each name's last three quarters, and the day each set of monthly accounts arrived.

Open Issue 09's file →