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What Is Executive Compensation? A Small Business Guide

Executive compensation is base pay, incentives, equity, benefits, and perks. What applies to a small business, what does not, and the tax trap in equity.

Nick Anisimov

Nick Anisimov

FirstHR Founder

Payroll
23 min

Executive Compensation

Almost everything written about it is for investors reading proxy statements. Here is what it means when you are twenty people and hiring your first VP

Search for executive compensation and every result assumes you are an investor reading a proxy statement. Say-on-pay votes, SEC disclosure rules, the ratio of the CEO's pay to the median worker's, golden parachutes at companies with market capitalizations larger than your entire industry.

None of that applies to you. If you run a business with twenty people and you are about to hire your first VP of Sales, the executive compensation problem you actually have is much smaller and considerably more dangerous, because it is the first time you will pay somebody in something other than money, and the mechanism you use to do that can generate a tax bill for the person you hired.

So this covers what executive compensation actually is, which of the rules genuinely apply to a private business and which are noise, what equity really costs you, and the one tax provision that can turn a generous gesture into a five-figure problem for your new hire. I build FirstHR, which is where compensation records and signed agreements live. This is general information rather than legal or tax advice, and this is one area where you genuinely need both.

TL;DR
Executive compensation is the package for a senior leader, made of five components: base salary, short-term incentives, long-term incentives (usually equity), benefits, and perquisites. At a small business, most of what you will read about it is irrelevant: SEC disclosure, say-on-pay, and CEO pay ratio rules are public company obligations. What does apply is Section 409A, which governs deferred compensation including stock options, and which is dangerous precisely because its penalties fall on the recipient rather than on you. Grant options below fair market value without a valuation and your new VP gets an immediate tax bill plus a 20 percent penalty.

What Is Executive Compensation?

Executive compensation is the whole package you give a senior leader, and it is structured differently from ordinary pay because more of it is contingent.

Definition
Executive Compensation
Executive compensation is the total package of financial rewards provided to a senior leader such as a CEO, COO, or vice president. It conventionally comprises five components: base salary, short-term incentives such as an annual performance bonus, long-term incentives usually delivered as equity, benefits, and perquisites. It differs from ordinary employee compensation in that a substantially larger proportion of its value is contingent on performance and on the long-term success of the company, and in that it is typically established through individual negotiation and documented in an employment agreement rather than a standard offer letter.

The word doing the work in that definition is contingent. An ordinary employee is paid mostly in guaranteed cash. An executive is paid partly in guaranteed cash and substantially in things that only become valuable if something goes right.

That structure exists for a reason at large companies: it aligns the leader with the shareholders. It exists for a completely different reason at yours: you cannot afford the cash.

Both are legitimate. But they are not the same motivation, and being clear-eyed about which one you are operating under changes how you design the package.

What Does Not Apply to You

Worth clearing this away first, because it accounts for most of what you will find when you search.

Most of what you will read about executive compensation does not apply to you
No
SEC disclosure of executive payThat is a public company obligation. Nobody is filing a proxy statement about your VP of Sales, and nothing you read about say-on-pay concerns you
No
CEO pay ratio disclosureAlso public companies. The rule requires disclosing the ratio of CEO pay to median employee pay, and a private business has no such obligation
No
Say-on-pay shareholder votesPublic company governance. If you have investors, they may have views, but that is a contractual matter rather than a securities one
Almost certainly not
Section 162(m) deduction limitsA limit on the deductibility of executive pay that applies to publicly held corporations
Yes. Absolutely
Section 409AThis one is not about being public. It applies to deferred compensation at any company, and it is the one that can hurt the person you hired
Yes
Ordinary payroll tax and W-2 reportingAn executive is an employee. Everything that applies to payroll applies here, and equity adds complications on top rather than replacing them
This is why searching for executive compensation is so unhelpful when you are small. Almost everything written about it is written for investors reading proxy statements about public companies. The two things on this list that genuinely apply to you are the last two, and neither of them is what the articles are about.

The SEC glossary entry on executive compensation is a reasonable illustration of the framing problem. It is accurate, it is authoritative, and it is written entirely for somebody deciding whether to buy shares in a public company. Which is a perfectly good reason to write something, and it is not your reason for reading.

What is left, once you strip out the public company material, is two things: the design of the package, and Section 409A. The first is a business decision. The second is a legal minefield, and it is the one nobody warns founders about.

The Five Components

The conventional framework, and an honest assessment of which parts matter when you are small.

The five components, and which ones actually matter to you
1
Base salaryThe guaranteed cash. At a small business this is usually the part you cannot afford to make competitive, which is why the other four exist
2
Short-term incentivesAn annual bonus tied to performance. Announced in advance, tied to targets, and therefore non-discretionary with all the consequences that carries
3
Long-term incentivesEquity. Options, restricted stock, or a phantom arrangement. This is the component that distinguishes an executive package from a senior salary, and it is the one with teeth
4
BenefitsThe same health, retirement, and insurance everybody else gets, sometimes with enhancements. Rarely the interesting part
5
PerquisitesA car, an allowance, expenses. At a fifteen-person company this is mostly theatre, and it is worth being honest with yourself about whether it buys you anything
The red row is the whole article. Base salary is arithmetic, benefits are a list, and perquisites at your size are a company phone. Equity is where a small business actually competes, and it is where a small business actually gets hurt, because it is the one component you can get catastrophically wrong without noticing.

Two of these deserve a note before we go further.

The short-term incentive is a bonus, and a bonus announced in advance and tied to a target is non-discretionary as a matter of law, whatever your agreement calls it. For an exempt executive that has no overtime consequence, so the stakes are lower than elsewhere. But the underlying logic is worth carrying: a bonus somebody expects is a bonus you have committed to, and the full mechanics are in the guide to discretionary bonuses.

And the perquisites. At a company of twenty, a car allowance and a title are not really compensation. They are signals, and expensive ones, and if you are offering them because you think that is what executives get, you are buying something you do not need with money you do not have. Note also that personal use of a company car creates imputed income, so the perk you thought was a nice gesture arrives on their pay stub as a tax.

Executive Pay vs Regular Employee Pay

The difference is not the size of the number. It is the shape of the arrangement.

Executive pay is not senior pay with a bigger number
How the number is set
Regular employeeA salary band for the role, built from market data
ExecutiveNegotiated individually, benchmarked against whatever comparable you can find, and heavily influenced by what the person will accept
Where the value sits
Regular employeeMostly in the salary
ExecutiveIncreasingly in equity and incentives, because that is the part you can afford
The document
Regular employeeAn offer letter
ExecutiveAn employment agreement, often with severance, notice, and restrictive covenants
What happens when they leave
Regular employeeFinal paycheck and done
ExecutiveVesting acceleration, severance terms, and a set of questions you should have answered before they started
Who decides
Regular employeeYou, or their manager
ExecutiveYou, and if you have investors or a board, quite possibly not just you
The downside of getting it wrong
Regular employeeYou overpay or underpay one person
ExecutiveYou can create a tax liability for the person you hired, dilute the company badly, or find yourself unable to fire somebody you need to fire
Read the last row twice. Every other difference on this list is a matter of degree. That one is a matter of kind, and it is why an executive package is a legal document rather than a spreadsheet.

The row that matters most is the last one, and it is the reason this article exists. When you get a regular employee's pay wrong, you have overpaid or underpaid one person and you can fix it next quarter.

When you get an executive package wrong, you can create a tax liability for somebody who did nothing wrong, give away a slice of the company to a person who leaves in a year, or write an agreement that makes it functionally impossible to remove somebody you need to remove. Those are not salary errors. They are structural ones, and they are hard to unwind.

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Equity Is Not Free Salary

Here is the thinking that gets founders into trouble, and it is entirely understandable.

You cannot pay market rate. You have equity. Equity does not come out of the bank account. Therefore equity is the answer, and since it costs nothing today, being generous with it feels costless.

What equity is actually buying, and what it actually costs
What you can afford in cash$130,000
For a VP of Sales who, at a funded company with a working motion, might command considerably more
What the role is worth in your market$180,000
Roughly. You do not have it, and pretending you do is how you make an offer you cannot sustain
The gap$50,000
This is what you are asking equity to close, every year, for as long as they stay
What that costs you in equityDepends entirely on what the company is worth
And that is the honest answer, and it is deeply unsatisfying, and anybody who gives you a percentage without asking about your valuation is guessing
What it costs if the company worksFar more than $50,000 a year
Equity is the most expensive currency you have. It just does not feel expensive, because you are not writing a cheque
The reason founders over-grant equity is that it does not hit the bank account. Cash has a visible cost every month. Equity has an invisible cost that arrives all at once, years later, when it turns out you gave away four percent of something that matters to somebody who left after eighteen months.

Equity is the most expensive currency you have. It is simply the only one where the invoice does not arrive for several years, and by the time it does, it arrives as a number on a cap table rather than a payment you make, so it never quite registers as something you spent.

Three questions that make the cost visible before you grant.

What is this actually worth, today, at a defensible valuation? If you cannot answer that, you cannot know what you are giving away, and you also cannot legally grant options, which is the subject of the next section.

What happens if they leave in eighteen months? A cliff protects you for the first year. After that, they walk away owning a piece of the company for having worked here for a year and a half, and you should decide now whether that outcome is acceptable rather than discovering your feelings about it later.

What does this do to the next hire? Equity granted generously to the first executive sets a reference point, and the second one will find out what the first one got. At twenty people, everything is known.

The Tax Trap Nobody Warns Founders About

This is the most important section in the article, and it is the one that almost never appears in small-business content about executive pay.

If you get this wrong, the person you hired pays for it
Section 409A of the tax code governs deferred compensation, which includes stock options, restricted stock units, and most severance arrangements. It is one of the harshest penalty regimes in the code, and here is the part that should stop you cold.The penalties do not fall on the company. They fall on the recipient. Three of them, together. Immediate income tax on the entire vested deferred balance, whether or not they have received a cent of it. A 20 percent additional tax on top. And penalty interest, reaching back to the year the compensation was first deferred.Now think about the most common way a small business trips this. You grant stock options at an exercise price below fair market value, because you never had a valuation done, because nobody told you that you needed one. Those are discounted options. That is a 409A violation. And the tax bill goes to your new VP.
You made the mistake. They pay for it. Which is why the only sane position on equity at a small business is: do not do this without a lawyer and a valuation. Not as a formality. Because the person who suffers if you improvise is the person you were trying to reward.

Read the mechanism once more, slowly, because the asymmetry is the point. Per Section 409A of the Internal Revenue Code, a noncompliant deferred compensation arrangement causes the deferred amount to be included in the recipient's income, with an additional tax and interest on top.

The recipient. Not the company. Your new VP receives a tax bill for money they have not been paid, on an arrangement they did not design, because of a mistake you made.

Three Penalties, All of Them on the Person You Hired
A Section 409A violation triggers three consequences and they land together. Immediate income tax on the entire vested deferred balance, whether or not a cent has been received. An additional 20 percent tax on that amount. And penalty interest, calculated back to the year the compensation was first deferred. On a meaningful equity position that is a five- or six-figure problem, and it arrives for somebody who has received no cash with which to pay it. The IRS publishes an audit technique guide for nonqualified deferred compensation, which is a fair indication of how much attention this area gets.

The most common way a small business walks into this is not exotic. You want to give your new head of sales some options. You pick an exercise price that seems reasonable. Nobody had a valuation done, because nobody said you needed one and it costs money.

If that price turns out to be below fair market value, you have granted discounted options, and discounted options are a 409A violation. The grant you made as a reward has become a tax event for the person you rewarded.

Which produces the only sensible position available to a small business: do not improvise equity. Get a valuation. Get a lawyer. Not because the process is impressive, but because the person who suffers from your improvisation is not you.

What worked for me
I nearly did this. I had someone I badly wanted, I could not pay them what they were worth in cash, and my instinct was to write a number of options into the offer letter and sort out the paperwork afterwards. That instinct was completely reasonable and it would have been a serious mistake. What stopped me was a conversation with a lawyer that I had scheduled for a completely different reason, in which the phrase four hundred and nine A came up and I asked what it meant. What I learned is that the thing I thought was generosity was actually a liability I was about to hand to somebody else. We did it properly: valuation first, agreement drafted by somebody who does this, everything signed and filed before day one. It cost money I did not want to spend. It was the cheapest thing I did that year.

Building Your First Executive Package

The whole thing, in order, for a founder who has never done this.

1
Establish what you can actually sustain in cash
Not what the role is worth. What you can pay every month without the hire endangering the business. That is the honest number and it is smaller than you want it to be.
2
Find a benchmark, and hold it loosely
Public wage data and published job postings give direction. Executive compensation surveys are built from companies with funding and scale you do not have. Anchor, do not obey.
3
Name the gap explicitly
If you can pay $130,000 and the market says $180,000, then equity is closing a $50,000 annual gap. Saying that out loud makes the grant a calculation rather than a feeling, and feelings over-grant.
4
Get a valuation before you grant anything at all
Options priced below fair market value are a Section 409A violation and the penalty falls on your hire. There is no version of this step you can skip.
5
Decide what happens at the end, at the beginning
Unvested equity if you terminate. Unvested equity if they resign. Acceleration if the company is sold. Every one of these is a fight if you leave it, and a paragraph if you do not.
6
Use an employment agreement, drafted properly
An offer letter states a salary. An executive package needs a document, in your state, by somebody who does this professionally. Restrictive covenants in particular do not travel between states.
7
Get it signed before day one, and keep it
Signed, dated, stored somewhere you can find it in four years when somebody asks what the vesting schedule was. Not in an email thread.

Step two deserves an honest caveat. Executive compensation benchmarking at your size is genuinely hard, because the surveys everybody cites are built from companies that look nothing like yours. The Small Business Administration guidance on hiring and managing employees is a reasonable orientation, and beyond that you are triangulating from imperfect sources and being honest with the candidate about it.

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The Agreement, and Why an Offer Letter Is Not Enough

An offer letter says: here is the salary, here is the start date, welcome aboard. That is sufficient for almost every hire you will ever make, and it is insufficient for this one.

What has to be in the agreement, and why an offer letter is not enough
Base salary and how it is reviewedThe easy part. Say when it will be looked at again, and what happens if the company cannot afford an increase
The bonus, and exactly how it is earnedAnnounced in advance and tied to a target means it is non-discretionary, which affects overtime for anyone who is not exempt and which you should understand before you write it
Equity: type, amount, price, vesting, cliffEvery one of those words is a decision with tax consequences. This is the section that needs a lawyer
What happens on termination, both waysSeverance if you let them go. Notice if they leave. What happens to unvested equity in each case. Answer these now, while you like each other
What happens if the company is soldAcceleration on a change of control is a real negotiation and it will come up, and if it is not in the document then it will be negotiated in the middle of a deal, which is the worst possible time
Restrictive covenants, if you want themNon-solicit, confidentiality, and whatever your state permits. Enforceability varies enormously and copying a template from another state is worse than useless
Notice how many of these are about the ending. That is not pessimism. It is that the terms of a departure are impossible to negotiate fairly once a departure is happening, and the moment to settle them is the moment when both of you are optimistic and neither of you is angry.

Look at how much of that list concerns the ending. That is not cynicism. It is the recognition that the terms of a departure cannot be negotiated fairly while a departure is happening, because by then one of you is angry, and the person with more leverage will use it.

The moment to answer these questions is the moment when you both think this is going to work brilliantly. It costs nothing and it is the single most valuable hour a lawyer will spend on your behalf.

And keep the document. Signed, dated, findable. Four years from now somebody will ask what the acceleration provision said, and the answer needs to be a file rather than a recollection, which is what a personnel file and proper document management are for.

What an Executive Package Does to Everybody Else

The consequence nobody plans for.

You hire a VP on a negotiated package with equity and a bonus. Everybody else at the company is paid whatever they happened to accept when they were hired, because you have never built a salary structure, because you have never needed one.

At twenty people, nothing stays private. And the day somebody works out roughly what the new VP is getting, they will also work out that there is no system behind anybody's pay, including their own, and that the amount they earn is largely a function of how hard they pushed on the day they were hired.

5
Components of a conventional executive compensation package
20%
Additional tax on a Section 409A violation, paid by the recipient rather than the company
0
SEC disclosure obligations a private small business has for executive pay

Which means an executive hire is frequently the moment a business discovers it needs a pay structure, because the executive package is the first one anybody can see the shape of. Whether your existing pay stands up to that scrutiny is a question worth answering before the scrutiny arrives, and the tools for it are compa-ratio and a serious look at pay equity.

Keeping Track of It

Executive compensation is not a number. It is a set of commitments with dates attached, and the dates are the part that gets lost.

What you have to rememberWhen it mattersWhere it usually lives
The vesting schedule and the cliff dateConstantly, and acutely when somebody resignsIn a document nobody has opened in two years
The bonus formula and what was actually paidEvery year, and in any dispute about whether it was earnedIn somebody's memory, badly
The exercise price and the valuation it was based onWhenever anybody exercises, and in any auditIn an email from a lawyer, possibly
Acceleration terms on a change of controlIn the middle of a sale, at the worst possible momentNowhere, usually, which is how it becomes a negotiation
The signed agreement itselfAny time anybody disagrees about anythingWherever you put it, which is the whole problem

The pattern is depressingly familiar. None of this is hard to record. All of it is easy to lose, and the moment you need it is invariably a moment of pressure, when reconstructing it from memory is both difficult and expensive.

An executive package generates a small number of documents that must survive for years and be findable instantly. That is a records problem rather than a compensation problem, and it is what an HRIS is for.

Common Mistakes

These recur, and the second one is the one that hurts somebody other than you.

The Recurring Failures
Reading everything you can find about executive compensation and worrying about SEC disclosure rules that do not apply to a private company. Granting stock options without a valuation, which risks a Section 409A violation whose penalties fall on the person you hired rather than on you. Treating equity as free because it does not come out of the bank account, and therefore over-granting it. Using an offer letter for a package that needs an employment agreement. Never deciding what happens to unvested equity if the person leaves, which guarantees an argument at the worst possible time. Never deciding what happens on a change of control, which guarantees a negotiation in the middle of a deal. Copying restrictive covenants from a template written for another state, where the enforceability rules are different. Offering perquisites because that is what executives get, when a company of twenty gains nothing from a car allowance and the personal use of the car creates imputed income anyway. Hiring an executive on a carefully negotiated package while everybody else is paid whatever they happened to accept. And keeping the whole arrangement in an email thread that nobody can find in four years.

The unifying error is treating an executive package as a bigger version of an ordinary offer. It is not. It is a legal instrument with tax consequences, long-lived commitments, and an asymmetry that most founders never notice until it is pointed out: when you get the equity wrong, the person who pays the penalty is the person you were trying to reward. The rest of the recurring small-employer failures are collected in the HR rules and regulations guide.

Have you had a valuation done?
If you are granting equity and the answer is no, stop. Options priced below fair market value are a Section 409A violation and the tax bill goes to your new hire, not to you.
Do you know what happens to unvested equity if they leave?
Both ways. If you terminate them and if they resign. If the answer is not written down, it will be decided later, by whoever has more leverage at the time, and it will not be you.
Do you know what happens if the company is sold?
Acceleration on a change of control is a real term with real value, and if it is not in the agreement it becomes a negotiation in the middle of a transaction, which is the worst moment to have it.
Is it an agreement, or an offer letter?
An offer letter states a salary. It does not cover vesting, severance, acceleration, or restrictive covenants, and those are the things this hire actually turns on.
Can anybody else at the company defend how they are paid?
The executive package is the first one people will notice the shape of. If nobody else's pay has a structure behind it, that becomes visible at the same moment.
Key Takeaways
Executive compensation has five conventional components: base salary, short-term incentives, long-term incentives (usually equity), benefits, and perquisites.
Almost everything written about it is aimed at investors in public companies. SEC disclosure, say-on-pay, and CEO pay ratio rules do not apply to a private business.
Section 409A does apply, at any size, and it is the single most important thing on this topic for a small business.
A 409A violation causes immediate taxation of the vested deferred amount, a 20 percent additional tax, and penalty interest.
Those penalties fall on the recipient, not on the company. You make the mistake and the person you hired pays for it.
Granting stock options below fair market value, which is what happens when you never had a valuation done, is the most common way a small business triggers this.
Equity is the most expensive currency you have. It feels free because no money leaves the account, and that is exactly why founders over-grant it.
Decide what happens to unvested equity on termination and on a sale before anybody starts, because those terms cannot be negotiated fairly once they are in play.
Use an employment agreement, not an offer letter, and have it drafted by somebody who does this in your state.
Restrictive covenants do not travel between states. Copying a template from elsewhere is worse than having none at all.
An executive hire is often the moment a business discovers it needs a pay structure, because it is the first package anybody can see the shape of.
The package generates a small number of documents that must survive for years and be findable instantly. That is a records problem, and it is the one most founders lose.

Frequently Asked Questions

What is executive compensation?

Executive compensation is the total package of pay and rewards provided to a senior leader, typically comprising five components: base salary, short-term incentives such as an annual bonus, long-term incentives usually in the form of equity, benefits, and perquisites. It differs from ordinary employee pay in that a much larger proportion of the value sits in performance-linked and long-term components rather than in guaranteed cash, and it is generally set through individual negotiation rather than from a salary band.

What does executive compensation mean for a small business?

It means the package you build for your first genuinely senior hire, typically a VP or a C-level role at a company of fifteen to fifty people. The concept is the same as at a large company but the constraints are different: you almost certainly cannot match the market on cash, so more of the value has to sit in equity or incentives, and the equity component carries tax and legal consequences that a normal offer letter does not.

What are the components of an executive compensation package?

Five, conventionally. Base salary, which is the guaranteed cash. Short-term incentives, usually an annual bonus tied to performance targets. Long-term incentives, which at most small businesses means equity in some form. Benefits, which are typically the same health and retirement provisions everybody else receives. And perquisites, meaning perks such as a car or an allowance, which at a small business are usually more symbolic than substantive.

How is executive compensation different from regular employee pay?

Three ways that matter. Regular pay is set from a salary band built on market data, while executive pay is negotiated individually. Regular pay sits almost entirely in salary, while executive pay puts a large share of the value into equity and incentives. And regular pay is documented in an offer letter, while executive pay generally needs an employment agreement covering severance, vesting, what happens on a sale, and what happens if it does not work out.

Do SEC executive compensation rules apply to a small business?

No. The disclosure obligations that dominate everything written about executive compensation, including proxy statement disclosure, say-on-pay votes, and the CEO pay ratio rule, are public company requirements. A private business has none of them. This is worth knowing because it means most of the search results on this topic are describing a world you are not in, and following them will cause you to worry about the wrong things while missing the ones that genuinely apply.

What is Section 409A and does it apply to me?

Section 409A of the tax code governs nonqualified deferred compensation, which includes stock options, restricted stock units, and many severance arrangements. It applies to private companies just as it applies to public ones, and it is the single most important compliance issue in this area for a small business. Violations trigger immediate taxation of the entire vested deferred amount, an additional 20 percent tax, and penalty interest. Critically, those penalties fall on the recipient rather than on the company.

What happens if I grant stock options without a valuation?

You risk granting them below fair market value, which makes them discounted options and a Section 409A violation. The consequence is that the person you granted them to faces immediate taxation on the value, plus a 20 percent penalty tax, plus interest. You made the error and they pay for it, which is the worst possible outcome for a benefit you offered as a reward. This is the reason equity grants require a proper valuation and a lawyer, and it is not a formality.

How much equity should I give an executive?

There is no percentage that is correct without knowing what your company is worth, what stage it is at, how much cash you are able to pay, and what the role is. Anybody who quotes you a number without asking those questions is guessing. What is universally true is that founders systematically over-grant equity because it does not hit the bank account, and that a percentage which feels small today can be extremely expensive if the business succeeds and the person leaves after eighteen months.

Can I just use an offer letter for an executive?

You can, and you probably should not. An offer letter states a salary and a start date. An executive package involves equity with vesting and a cliff, a bonus with a defined formula, and a set of questions about what happens if the relationship ends, on either side, or if the company is sold. Those questions have answers whether or not you write them down, and if you do not write them down, they will be decided later, under pressure, by people who are no longer feeling generous.

Should an executive bonus be discretionary?

If it is announced in advance and tied to a target, it is non-discretionary regardless of what you call it, and that is a legal classification rather than a naming decision. For an exempt executive there is no overtime consequence, so the distinction matters less than it does elsewhere in your payroll. But the broader point stands: a bonus somebody expects is a bonus you have effectively committed to, and reserving the right to withhold it does not undo the expectation you created.

How do I benchmark executive pay at a small business?

Imperfectly, and honestly. Public wage data covers occupational categories rather than the specific role at your specific stage, and executive compensation surveys are built from companies that look nothing like yours. Use whatever data you can find as a directional anchor rather than a precise range, be honest with the candidate about what you can and cannot afford, and remember that the correct benchmark is not what a funded competitor pays. It is what you can sustain.

What should be in an executive employment agreement?

Base salary and how it is reviewed. The bonus and precisely how it is earned. Equity: the type, the amount, the exercise price, the vesting schedule, and the cliff. What happens on termination, both if you let them go and if they resign, including the treatment of unvested equity in each case. What happens if the company is sold, particularly whether vesting accelerates. And any restrictive covenants, subject to what your state actually permits, which varies enormously.

Does an executive package affect what I pay everyone else?

Yes, and it is worth thinking about before you sign. A large executive package changes the internal shape of your pay structure, and at a company of twenty people, nothing stays secret for long. If you have never built salary ranges for anybody else, hiring an executive on a negotiated package while everybody else is paid whatever they happened to accept is a pay equity problem waiting to be noticed.

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