The MadBrooks Professor

Share Dilution: How Employee Comp Affects Your Returns

Sep 10, 2026 · 9:10 AM CT · 9:32 · The MadBrooks Professor | Share Dilution | How Employee Comp Affects Your Returns | 9/10/2026

Understanding stock-based compensation, dilution schedules, and how to adjust valuation metrics for the real cost of employee equity grants.

Apple Podcasts Spotify Pocket Casts RSS

Transcript

If you bought a company for ten times earnings but the share count grows five percent every year, you didn't buy it for ten times earnings.

Stock-based compensation is one of the most misunderstood line items in all of corporate finance, and that misunderstanding costs investors real money. When a company pays employees with stock instead of cash, shares get created out of thin air and handed to workers. Your slice of the pie gets smaller. The company you own shrinks in proportion to what you owned yesterday. This is dilution, and ignoring it is like analyzing a restaurant's profit margins while pretending the kitchen doesn't exist.

Let me start with what actually happens mechanically. A technology company, let's call it CloudWorks, reports fifty million in net income. The share count is one hundred million shares. Earnings per share is fifty cents. Looks clean. But buried in the cash flow statement, you'll find stock-based compensation expense of twenty million dollars. That twenty million was deducted from revenue when calculating that fifty million in net income, which seems proper since it's a real cost of doing business. But here's the twist. No cash left the building. The company created new shares, maybe two million of them at a ten dollar stock price, and gave them to employees. Your ownership just got diluted by two percent.

Now some investors say this doesn't matter because it's already reflected in the income statement as an expense. They're half right. It is reflected as an expense, which lowers reported earnings. But the traditional price-to-earnings ratio uses the current share count, not the future share count. And the future share count is what you actually own after dilution happens. If CloudWorks trades at twenty dollars per share, it has a two billion dollar market cap. At fifty million in earnings, that's a forty times PE ratio. Sounds expensive. But what if we look at the cash earnings, the amount that could theoretically be returned to shareholders if the company wanted? Add back that twenty million in stock comp since it didn't cost cash, and you get seventy million in cash earnings. Now the price to cash earnings is about twenty-eight times. Still expensive, but you're getting more cash generation than the PE ratio suggested.

Except you're not done. Because next year, you won't own one hundred million shares worth of the company. You'll own your proportional stake in one hundred two million shares. The dilution is ongoing. Persistent. Relentless.

Here's where it gets interesting for actual position sizing and valuation. Let's say you own one percent of CloudWorks today. That's one million shares. In a year, if the company issues two million new shares to employees, there will be one hundred two million shares outstanding. Your one million shares now represent not one percent but roughly 0.98 percent. You lost two basis points of ownership without selling a single share. Do this for five years at two percent annual dilution and your ownership stake has shrunk by about ten percent in total. You didn't get that growth. Employees did. Which is fine if you accounted for it in your purchase price, but devastating if you thought you were buying a compounding machine and forgot that the machine leaks value every quarter.

Different industries have wildly different dilution profiles. Old economy industrials might dilute at half a percent per year or less. They pay people in cash. Software companies routinely dilute at three to five percent annually. Early stage unprofitable tech can run seven to ten percent. I've seen venture-backed companies dilute shareholders by fifteen percent in a single year through stock comp and new funding rounds. If you pay thirty times sales for a software company growing fifty percent per year, and it dilutes you at five percent annually, your real growth rate from an ownership perspective is forty-five percent, not fifty. And your real multiple isn't thirty times sales, it's higher because you need to adjust for the continuous leak.

The correct way to think about this is to add stock-based compensation back to earnings to get cash earnings, then subtract the dollar value of shares issued to calculate what I'll call shareholder earnings. Take CloudWorks again. Fifty million in net income, add back twenty million in stock comp, that's seventy million in cash earnings. But they issued twenty million dollars worth of stock to employees, which came from diluting you. So shareholder earnings, the amount that accrued to existing owners, is really fifty million. Which happens to equal the reported net income. Funny how that works. The GAAP accountants aren't stupid. The expense is real.

But wait, there's more complexity. Some companies issue stock and then buy it back. They'll report two billion in stock-based comp and then repurchase two billion in stock. Net dilution is zero. The share count stays flat. Is this better? In one sense, yes. You're not getting diluted. But the company spent two billion in cash to prevent your dilution. That's two billion that didn't go toward growth, acquisitions, dividends, or paying down debt. The opportunity cost is real. A company buying back stock just to offset dilution is running to stand still. You want buybacks that actually reduce share count, not buybacks that simply neutralize the damage from stock comp.

Now let's talk about how to adjust your valuation work. If you're building a discounted cash flow model, you have two choices. One, project the share count growing each year by the expected dilution rate and divide your total equity value by that larger future share count. Two, subtract the expected dollar value of future stock comp from your free cash flow projections. Both methods yield the same answer if done correctly. I prefer the second because it forces you to forecast stock comp as a percentage of revenue, which makes you confront whether the company's dilution is likely to accelerate, decelerate, or stay constant.

High-growth companies often tell investors that stock comp will decline as a percentage of revenue as they scale. Sometimes this happens. Google and Facebook both saw stock comp decrease as a percent of revenue as they matured. But plenty of companies never improve. Salesforce has been at scale for years and still runs stock comp at double-digit percentages of revenue. If you assume improvement that doesn't materialize, you'll overpay.

There's also a tax angle. Stock-based comp is tax-deductible when shares vest, just like cash compensation. So a company in a twenty-one percent tax bracket saves about twenty-one cents in taxes for every dollar of stock comp. That's a real cash benefit. Some analysts will argue you should only penalize earnings by the after-tax cost of stock comp. I think that's overly generous. Employees receive the full pre-tax value. That's the economic cost to you as an owner.

One more wrinkle. Dilution can accelerate during downturns. When a stock drops from one hundred dollars to fifty dollars, the company needs to issue twice as many shares to deliver the same dollar value of comp to employees. Unless they cut the total stock comp budget in dollar terms, which most don't, dilution as a percentage of shares outstanding doubles. I watched this happen in 2022 when tech stocks crashed. Companies that were diluting three percent annually suddenly diluted six percent because the share price halved. Employees still needed to get paid. The math is brutal.

So what do you do with all this? First, always look at stock-based comp on the cash flow statement. If it's more than five percent of revenue, you're dealing with a serial diluter. Second, check the share count trend over the last five years. If it's growing, the company is either diluting through stock comp or issuing shares to raise capital. Both are problems. Third, adjust your valuation metrics. Take the reported PE ratio and the reported EV to EBITDA and recalculate them using the share count from one or two years in the future assuming historical dilution continues. That's the real multiple you're paying. Fourth, demand share count shrinkage if the company is profitable and generating cash. If they can't shrink shares, they better have a phenomenal use for that cash.

Dilution is a hidden tax on your returns. It's legal, it's disclosed, and it's completely avoidable if you know where to look. The companies that respect shareholders treat stock comp like the precious resource it is. The ones that don't will bleed you slowly, quarter after quarter, until you wake up owning half of what you thought you bought.

See you Friday. Every share issued to someone else is a share you don't own.

← The Altman Z-Score: Quantifying Financial Distress RiskRatio Spreads and Asymmetric Payoffs: Advanced Directional… →

AI generated. Not financial advice.