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    <title>DEV Community: Sheshank Sidhu</title>
    <description>The latest articles on DEV Community by Sheshank Sidhu (@sheshanksidhu).</description>
    <link>https://dev.to/sheshanksidhu</link>
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      <title>DEV Community: Sheshank Sidhu</title>
      <link>https://dev.to/sheshanksidhu</link>
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      <title>How ESOP Dilution Actually Works: A Practical Guide for Startup Employees</title>
      <dc:creator>Sheshank Sidhu</dc:creator>
      <pubDate>Mon, 17 Aug 2026 05:08:12 +0000</pubDate>
      <link>https://dev.to/sheshanksidhu/how-esop-dilution-actually-works-a-practical-guide-for-startup-employees-2bli</link>
      <guid>https://dev.to/sheshanksidhu/how-esop-dilution-actually-works-a-practical-guide-for-startup-employees-2bli</guid>
      <description>&lt;p&gt;You join a startup and receive 10,000 ESOPs.&lt;/p&gt;

&lt;p&gt;It sounds exciting.&lt;/p&gt;

&lt;p&gt;Then you start wondering:&lt;/p&gt;

&lt;p&gt;“How much could these actually be worth?”&lt;/p&gt;

&lt;p&gt;That question is surprisingly difficult to answer.&lt;/p&gt;

&lt;p&gt;The number of options you receive is only one part of the equation. As a startup raises funding, expands its option pool, grows in valuation, and eventually reaches a liquidity event, your effective ownership can change.&lt;/p&gt;

&lt;p&gt;That is where dilution becomes important.&lt;/p&gt;

&lt;p&gt;I started looking into this problem because I realized that startup employees are often given an ESOP number, but that number alone doesn't provide much clarity about the potential financial outcome.&lt;/p&gt;

&lt;p&gt;So in this article, let's break down how ESOP dilution works with a simple example.&lt;/p&gt;

&lt;p&gt;What is an ESOP?&lt;/p&gt;

&lt;p&gt;An Employee Stock Option Plan (ESOP) gives eligible employees the right to purchase company shares in the future at a predetermined exercise price, subject to the terms of the plan.&lt;/p&gt;

&lt;p&gt;For example, imagine a startup gives you:&lt;/p&gt;

&lt;p&gt;10,000 options&lt;br&gt;
Exercise price: ₹20 per share&lt;br&gt;
Fully diluted shares: 1,000,000&lt;/p&gt;

&lt;p&gt;If all 10,000 options represent shares in that fully diluted share count, your initial ownership would be:&lt;/p&gt;

&lt;p&gt;10,000 / 1,000,000 = 1%&lt;/p&gt;

&lt;p&gt;At first glance, you might think:&lt;/p&gt;

&lt;p&gt;“I own 1% of the company.”&lt;/p&gt;

&lt;p&gt;But that percentage is not necessarily permanent.&lt;/p&gt;

&lt;p&gt;The company can raise new funding, create additional shares, or increase its employee option pool.&lt;/p&gt;

&lt;p&gt;That's where dilution comes in.&lt;/p&gt;

&lt;p&gt;What does dilution actually mean?&lt;/p&gt;

&lt;p&gt;Dilution happens when the total number of shares increases while your number of shares stays the same.&lt;/p&gt;

&lt;p&gt;Imagine you own:&lt;/p&gt;

&lt;p&gt;10,000 shares&lt;/p&gt;

&lt;p&gt;and the company has:&lt;/p&gt;

&lt;p&gt;1,000,000 fully diluted shares&lt;/p&gt;

&lt;p&gt;Your ownership is:&lt;/p&gt;

&lt;p&gt;1%&lt;/p&gt;

&lt;p&gt;Now suppose the company issues additional shares as part of a funding round.&lt;/p&gt;

&lt;p&gt;The total share count increases.&lt;/p&gt;

&lt;p&gt;You still have your 10,000 shares, but they now represent a smaller percentage of the company.&lt;/p&gt;

&lt;p&gt;You haven't necessarily lost shares.&lt;/p&gt;

&lt;p&gt;You've been diluted as a percentage owner.&lt;/p&gt;

&lt;p&gt;A simple funding-round example&lt;/p&gt;

&lt;p&gt;Let's say the startup currently has:&lt;/p&gt;

&lt;p&gt;1,000,000 fully diluted shares&lt;/p&gt;

&lt;p&gt;You own:&lt;/p&gt;

&lt;p&gt;10,000 shares&lt;/p&gt;

&lt;p&gt;So:&lt;/p&gt;

&lt;p&gt;10,000 / 1,000,000 = 1% ownership&lt;/p&gt;

&lt;p&gt;Now the company raises a new funding round.&lt;/p&gt;

&lt;p&gt;Suppose:&lt;/p&gt;

&lt;p&gt;Pre-money valuation = ₹80 crore&lt;br&gt;
New investment = ₹20 crore&lt;br&gt;
Post-money valuation = ₹100 crore&lt;/p&gt;

&lt;p&gt;The new investors therefore own:&lt;/p&gt;

&lt;p&gt;₹20 crore / ₹100 crore = 20%&lt;/p&gt;

&lt;p&gt;Existing shareholders collectively own the remaining:&lt;/p&gt;

&lt;p&gt;80%&lt;/p&gt;

&lt;p&gt;Your ownership is therefore approximately:&lt;/p&gt;

&lt;p&gt;1% × 80% = 0.8%&lt;/p&gt;

&lt;p&gt;You still have 10,000 shares.&lt;/p&gt;

&lt;p&gt;But your ownership percentage has moved from:&lt;/p&gt;

&lt;p&gt;1% → 0.8%&lt;/p&gt;

&lt;p&gt;That's dilution.&lt;/p&gt;

&lt;p&gt;But dilution isn't automatically bad&lt;/p&gt;

&lt;p&gt;This is one of the most important things to understand.&lt;/p&gt;

&lt;p&gt;Seeing your ownership percentage decrease can sound alarming.&lt;/p&gt;

&lt;p&gt;But percentage ownership is only one side of the equation.&lt;/p&gt;

&lt;p&gt;Imagine:&lt;/p&gt;

&lt;p&gt;Before the funding round&lt;/p&gt;

&lt;p&gt;Company valuation:&lt;/p&gt;

&lt;p&gt;₹80 crore&lt;/p&gt;

&lt;p&gt;Your ownership:&lt;/p&gt;

&lt;p&gt;1%&lt;/p&gt;

&lt;p&gt;Approximate paper value:&lt;/p&gt;

&lt;p&gt;₹80 lakh&lt;/p&gt;

&lt;p&gt;After the funding round&lt;/p&gt;

&lt;p&gt;Company valuation:&lt;/p&gt;

&lt;p&gt;₹100 crore&lt;/p&gt;

&lt;p&gt;Your ownership:&lt;/p&gt;

&lt;p&gt;0.8%&lt;/p&gt;

&lt;p&gt;Approximate paper value:&lt;/p&gt;

&lt;p&gt;₹80 lakh&lt;/p&gt;

&lt;p&gt;Your percentage decreased.&lt;/p&gt;

&lt;p&gt;But the company's valuation increased at the same time.&lt;/p&gt;

&lt;p&gt;So your potential value did not necessarily decrease.&lt;/p&gt;

&lt;p&gt;And if the company grows significantly after the funding round, your smaller percentage could eventually represent a much larger amount of money.&lt;/p&gt;

&lt;p&gt;This is why looking at ownership percentage alone can be misleading.&lt;/p&gt;

&lt;p&gt;The option pool can create another layer of dilution&lt;/p&gt;

&lt;p&gt;Funding isn't the only reason dilution happens.&lt;/p&gt;

&lt;p&gt;Startups often maintain an employee option pool so they can grant equity to future employees.&lt;/p&gt;

&lt;p&gt;Suppose the company currently has an option pool representing 10% of the fully diluted company.&lt;/p&gt;

&lt;p&gt;Before a new funding round, the company may decide that it wants the pool to represent 15%.&lt;/p&gt;

&lt;p&gt;That means additional shares may need to be created for the option pool.&lt;/p&gt;

&lt;p&gt;Your percentage ownership can therefore decrease even before considering the new investor's shares.&lt;/p&gt;

&lt;p&gt;This is one reason startup equity calculations can become surprisingly complicated.&lt;/p&gt;

&lt;p&gt;A simplified example with option-pool expansion&lt;/p&gt;

&lt;p&gt;Let's continue with our example.&lt;/p&gt;

&lt;p&gt;Assume:&lt;/p&gt;

&lt;p&gt;Total fully diluted shares = 1,000,000&lt;br&gt;
Your shares = 10,000&lt;br&gt;
Current option pool = 10%&lt;br&gt;
Target option pool = 15%&lt;/p&gt;

&lt;p&gt;If the company increases the option pool before the funding round, the total fully diluted share count increases.&lt;/p&gt;

&lt;p&gt;Your 10,000 shares remain the same.&lt;/p&gt;

&lt;p&gt;But the denominator becomes larger.&lt;/p&gt;

&lt;p&gt;So your ownership percentage decreases.&lt;/p&gt;

&lt;p&gt;Then the funding round happens.&lt;/p&gt;

&lt;p&gt;The new investors receive additional shares.&lt;/p&gt;

&lt;p&gt;Your percentage decreases again.&lt;/p&gt;

&lt;p&gt;The result can be significantly different from simply calculating:&lt;/p&gt;

&lt;p&gt;“My shares ÷ old total shares.”&lt;/p&gt;

&lt;p&gt;This is why the fully diluted share count matters so much when evaluating ESOPs.&lt;/p&gt;

&lt;p&gt;Fully diluted shares vs. outstanding shares&lt;/p&gt;

&lt;p&gt;This distinction is easy to overlook.&lt;/p&gt;

&lt;p&gt;A company can have:&lt;/p&gt;

&lt;p&gt;Existing issued shares&lt;br&gt;
Founder shares&lt;br&gt;
Investor shares&lt;br&gt;
Employee options&lt;br&gt;
Shares reserved for an option pool&lt;br&gt;
Other potentially dilutive securities&lt;/p&gt;

&lt;p&gt;When thinking about ownership, you generally want to understand the company's fully diluted capitalization, not just the number of currently issued shares.&lt;/p&gt;

&lt;p&gt;For an employee, the important question isn't simply:&lt;/p&gt;

&lt;p&gt;“How many options do I have?”&lt;/p&gt;

&lt;p&gt;A better question is:&lt;/p&gt;

&lt;p&gt;“What percentage of the fully diluted company do those options represent?”&lt;/p&gt;

&lt;p&gt;And even that is only the starting point.&lt;/p&gt;

&lt;p&gt;Exercise price matters too&lt;/p&gt;

&lt;p&gt;Suppose you have:&lt;/p&gt;

&lt;p&gt;10,000 ESOPs&lt;/p&gt;

&lt;p&gt;with an exercise price of:&lt;/p&gt;

&lt;p&gt;₹20&lt;/p&gt;

&lt;p&gt;To exercise all of them, you would need:&lt;/p&gt;

&lt;p&gt;10,000 × ₹20 = ₹2,00,000&lt;/p&gt;

&lt;p&gt;So even if your options eventually become valuable, you need to consider the amount required to exercise them.&lt;/p&gt;

&lt;p&gt;For example, if the eventual value per share is ₹500:&lt;/p&gt;

&lt;p&gt;10,000 × ₹500 = ₹50,00,000&lt;/p&gt;

&lt;p&gt;But the potential gain is not simply ₹50 lakh.&lt;/p&gt;

&lt;p&gt;You also need to consider the exercise cost and, depending on the jurisdiction and circumstances, taxes and other costs.&lt;/p&gt;

&lt;p&gt;This is why ESOP value should be thought about in terms of potential outcomes, rather than just the headline number of options.&lt;/p&gt;

&lt;p&gt;What happens if the company keeps growing?&lt;/p&gt;

&lt;p&gt;This is where ESOPs become interesting.&lt;/p&gt;

&lt;p&gt;Let's imagine your ownership eventually becomes:&lt;/p&gt;

&lt;p&gt;0.6%&lt;/p&gt;

&lt;p&gt;after several funding rounds.&lt;/p&gt;

&lt;p&gt;That might sound much smaller than your original 1%.&lt;/p&gt;

&lt;p&gt;But suppose the company eventually reaches a valuation of:&lt;/p&gt;

&lt;p&gt;₹500 crore&lt;/p&gt;

&lt;p&gt;Then:&lt;/p&gt;

&lt;p&gt;0.6% × ₹500 crore = ₹3 crore&lt;/p&gt;

&lt;p&gt;That's the basic reason employees shouldn't evaluate equity based only on the percentage they currently own.&lt;/p&gt;

&lt;p&gt;A smaller percentage of a much more valuable company can potentially be worth more than a larger percentage of a much smaller company.&lt;/p&gt;

&lt;p&gt;Of course, this is only a simplified illustration.&lt;/p&gt;

&lt;p&gt;A real outcome depends on the company's capitalization, liquidation preferences, share class, exercise price, taxes, the actual exit price, and other terms.&lt;/p&gt;

&lt;p&gt;So what should an employee actually look at?&lt;/p&gt;

&lt;p&gt;If you're evaluating an ESOP offer, don't stop at:&lt;/p&gt;

&lt;p&gt;“I received 10,000 options.”&lt;/p&gt;

&lt;p&gt;Try to understand at least these things:&lt;/p&gt;

&lt;ol&gt;
&lt;li&gt;Number of options&lt;/li&gt;
&lt;/ol&gt;

&lt;p&gt;How many options are you receiving?&lt;/p&gt;

&lt;ol&gt;
&lt;li&gt;Exercise price&lt;/li&gt;
&lt;/ol&gt;

&lt;p&gt;How much will it cost to exercise them?&lt;/p&gt;

&lt;ol&gt;
&lt;li&gt;Fully diluted share count&lt;/li&gt;
&lt;/ol&gt;

&lt;p&gt;What percentage of the company do your options represent?&lt;/p&gt;

&lt;ol&gt;
&lt;li&gt;Vesting schedule&lt;/li&gt;
&lt;/ol&gt;

&lt;p&gt;When do the options actually vest?&lt;/p&gt;

&lt;ol&gt;
&lt;li&gt;Option pool&lt;/li&gt;
&lt;/ol&gt;

&lt;p&gt;How large is the current pool, and could it be expanded?&lt;/p&gt;

&lt;ol&gt;
&lt;li&gt;Future funding&lt;/li&gt;
&lt;/ol&gt;

&lt;p&gt;Could future investment rounds dilute your ownership?&lt;/p&gt;

&lt;ol&gt;
&lt;li&gt;Company valuation&lt;/li&gt;
&lt;/ol&gt;

&lt;p&gt;What is the current valuation, and what assumptions are you making about future growth?&lt;/p&gt;

&lt;ol&gt;
&lt;li&gt;Liquidity&lt;/li&gt;
&lt;/ol&gt;

&lt;p&gt;How and when could the equity actually become realizable?&lt;/p&gt;

&lt;p&gt;These questions provide a much clearer picture than the number of options alone.&lt;/p&gt;

&lt;p&gt;The bigger lesson about dilution&lt;/p&gt;

&lt;p&gt;The most important thing I've learned while working through ESOP calculations is this:&lt;/p&gt;

&lt;p&gt;Dilution doesn't tell you whether your equity is good or bad.&lt;/p&gt;

&lt;p&gt;It tells you that your ownership percentage can change.&lt;/p&gt;

&lt;p&gt;The real question is:&lt;/p&gt;

&lt;p&gt;What happens to the value of the company at the same time?&lt;/p&gt;

&lt;p&gt;A startup can dilute existing shareholders while simultaneously creating enormous value through growth.&lt;/p&gt;

&lt;p&gt;Conversely, owning a large percentage of a company doesn't guarantee that the equity will eventually be worth anything.&lt;/p&gt;

&lt;p&gt;There are many variables between receiving an option grant and actually realizing value from it.&lt;/p&gt;

&lt;p&gt;Why I started building ESOP Value Clarity&lt;/p&gt;

&lt;p&gt;This is the problem that led me to build ESOP Value Clarity.&lt;/p&gt;

&lt;p&gt;I wanted to make it easier to move from:&lt;/p&gt;

&lt;p&gt;“I have X number of ESOPs.”&lt;/p&gt;

&lt;p&gt;to:&lt;/p&gt;

&lt;p&gt;“What could these potentially mean under different scenarios?”&lt;/p&gt;

&lt;p&gt;Instead of treating ESOPs as just a number, the idea is to look at the different variables together — ownership, valuation, dilution, option-pool changes, exercise cost, and potential future outcomes.&lt;/p&gt;

&lt;p&gt;As a builder, I found the problem interesting because it sits somewhere between finance, mathematics, and software.&lt;/p&gt;

&lt;p&gt;The calculations themselves aren't necessarily impossible.&lt;/p&gt;

&lt;p&gt;The difficult part is making them understandable.&lt;/p&gt;

&lt;p&gt;Final thought&lt;/p&gt;

&lt;p&gt;If you're a startup employee receiving ESOPs, don't just ask:&lt;/p&gt;

&lt;p&gt;“How many options am I getting?”&lt;/p&gt;

&lt;p&gt;Also ask:&lt;/p&gt;

&lt;p&gt;“What percentage of the fully diluted company does that represent?”&lt;/p&gt;

&lt;p&gt;“How could future funding dilute that percentage?”&lt;/p&gt;

&lt;p&gt;“What will it cost me to exercise?”&lt;/p&gt;

&lt;p&gt;And most importantly:&lt;/p&gt;

&lt;p&gt;“What assumptions would need to be true for this equity to become valuable?”&lt;/p&gt;

&lt;p&gt;Understanding those questions can make ESOPs much less mysterious.&lt;/p&gt;

&lt;p&gt;Because ultimately, it's not just about the number of options you receive.&lt;/p&gt;

&lt;p&gt;It's about understanding the ownership behind them — and how that ownership can change over time.&lt;/p&gt;

&lt;p&gt;I’m building ESOP Value Clarity to help startup employees explore these questions more clearly through practical equity and dilution calculations.&lt;/p&gt;

</description>
      <category>esops</category>
      <category>startup</category>
      <category>webdev</category>
      <category>saas</category>
    </item>
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