Valuation

The Risk/Return of Back-of-the-Envelope

Good judgment built this business. At a certain scale, judgment without a financial framework is a high-risk, low-return combination. Most owners do not realize that until the gap shows up somewhere expensive.

By David West

Published on:

The Economics of Lean Finance

You built this business on good judgment. It's your craft. You have an ability to look at an opportunity and know — using only some numbers scribbled on the back of an envelope — whether it was worth pursuing.

It has worked. It is why the business is where it is today.

It is also why the business is taking on more risk than it needs to — and producing less return than it should.

Making decisions on judgment alone is a rational choice early on. The budget is tight and the stakes are manageable. But as the business grows, the cost of that default grows with it — in both directions.

Uninformed decisions quietly reduce the cash flows the business produces. They also quietly increase the risk a buyer assigns to those cash flows. Both move against you at the same time. And they compound, because ultimately, the owner doesn't know what they don't know.

The Return You Never Knew

Most businesses bring in outside financial help only when they have to — for a raise, for a bank, for a transaction. The model gets done. The moment passes. Nothing changes about how decisions get made in between.

What never gets built is a clear view of what each decision actually returns. The equipment purchase. The new contract. The hire. Each one made on experience and a rough calculation. Each one probably fine. Each one possibly not — and nobody knows which.

That is the part that is hardest to see. It is not that the decisions are wrong. It is that there is no way to know how right they are. The return that was left on the table does not show up anywhere. It just never arrives.

And it compounds. Three years of decisions made without the full picture is three years of return that was approximated instead of optimized.

At a transaction, that gap becomes visible all at once. The Pepperdine Private Capital Markets Report found that pricing mismatches are the single most common reason private company deals fail — accounting for more than a quarter of all terminated transactions. In 84% of those cases, the gap was between 11% and 30% of total value. On a $10 million business, that is up to $3 million that did not make it across the closing table.

Best case scenario, it shows up when you find out what your business is actually worth from someone whose job it is to pay less for it. By then, it is too late to close the gap. It just gets priced.

The Risks You Didn't See

The gap between back-of-the-envelope and understanding your plan, options and outcomes does not announce itself. It accumulates quietly — in chalking certain misses to "just business", in margin that does not improve the way it should, in being surprised more than you should.

It shows up when a bank or a partner asks a question about your business that you know the answer to operationally — but cannot prove financially. That gap has a cost. It shows up in the terms they offer.

And at worst, it shows up all at once — a run of surprises that individually looked manageable, until they weren't. The cash isn't there. The suppliers are waiting. Two thirds of business failures trace back to poor financial management. The business doesn't survive it.

What the Work Actually Is

The work starts with the past. Not a summary of it — the actual numbers, mapped and interrogated until the picture is clear. Where the margin went. Where the cash went. What the business actually returned on the decisions it made.

From there, the plan. Where the client wants to go, modeled properly — returns by area, cash requirements, pressure points, and the places where the numbers say something the instincts haven't caught yet. Then the options for the situations that don't work. The adjustments that close the gap between what the business is doing and what the owner actually wants it to do.

The owner makes the decisions. What changes is what they know when they make them.

What Comes Out the Other Side

The deliverable is a comprehensive financial plan. But that is not really what the client is buying.

What they are buying is a different set of decisions going forward. Decisions with the full picture behind them. Each one better informed reduces the drag on return. Each one that removes an unexamined risk lowers the rate a buyer will eventually apply to those cash flows. Both move in your favour. And unlike the compounding that worked against you, this kind compounds for you.

The advisor does not take over decisions. They make sure the owner has the full picture before making them. The call is always yours. What changes is what you know when you make it.

The Right Question

Most owners ask what revenue number justifies this kind of help. That is the wrong question.

The right question is what it is costing you in higher risk and lower returns to make decisions without the full picture. And that is a function of two things — the value of the business and the profit it generates. Together they define the scale of what is actually at risk.

A business at early scale makes decisions whose consequences are forgiving. A business with a $20 million valuation and a maturing income statement makes decisions of a different order. Equipment purchases that affect leverage. Contracts that commit capacity for years. Financing structures with covenant implications. Hiring decisions that permanently alter the fixed cost base. Each of these is a capital allocation decision. Back-of-the-envelope approximates it. Sometimes.

When the valuation and the profit are large enough that the gap between informed and uninformed decisions is measured in millions — that is the moment. Not because of a trigger. Because the math says so.

The Conversation

Back-of-the-envelope got most businesses through the lean years. That is not nothing. But it is not a plan for where they are going.

The businesses that realize full value are not the ones that got lucky at the closing table. They are the ones that spent the preceding years making better decisions year after year — documented, evidenced, and traceable to outcomes.

If you are building something worth protecting — that is worth a conversation.


  1. Westpac New Zealand — Research: Two Thirds of Business Collapse Due to Poor Financial Management
  2. Pepperdine Private Capital Markets Report — Pricing Mismatches as the #1 Reason Deals Fail

Written by

David West, CFA — Fractional CFO Vancouver

David West, CFA LinkedIn

I am a CFA Charterholder with 25 years' experience in the Finance Industry. I started 3 WEST in 2015 (then known as West Valuation Partners) to provide high-level financial support to growing companies. Previous to this, I spent seven years as a Sell-Side Investment Analyst with a National Investment Bank where I won two national Thomson-Reuters Starmine Awards. I also spent three years in Private Equity management as a VP at a Group with $4.5 billion in Assets Under Management.

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