How a Salary Request Turns into a Resignation Letter

If a person wants to earn more, they must be able to show their value
Founder of the international accelerator and IT platform for business management Business Booster, venture investor, and specialist in mergers and acquisitions of companies.
How a Salary Request Turns into a Resignation Letter
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For a manager, a request for a salary increase is often just another task on a long to-do list. However, sometimes such a conversation becomes a moment of truth. There are cases where, following the words “I want more money,” the only correct move is to start looking for a replacement. Let’s break down the primary types of employees whose request for a raise is a signal that it’s time to part ways.

Emotional terrorists

Imagine this: you have an employee; everything is going well, the work is getting done and there are no complaints. You are confident that everything is under control. Then, suddenly, everything changes. Instead of presenting arguments, the person approaches you with hysterics, tears and a backlog of accumulated grievances.

This comes as a shock to you. You didn’t notice any problems because the employee remained silent for a long time instead of calmly stating, “I have the data; let’s discuss my salary.” Instead of a dialogue, you are faced with an emotional explosion. At that moment, the employee becomes a source of instability.

A manager’s natural reaction to irrational emotions is the desire to eliminate the source of stress. Often, this is indeed the right step, as a business requires predictable people who can speak openly rather than bottling up resentment.

Blackmailers

Another common but dangerous scenario is the ultimatum. An employee gathers offers from the market and approaches you from a position of power:

“I’ve been offered 40% more. Either you match it, or I leave.”

Even if the employee has valid arguments and the market rate has truly risen, this delivery sabotages the future. Most managers have principles and do not appreciate being pressured. Blackmail is usually perceived as a betrayal.

Sometimes you are forced to agree to these terms if there is no other way out. But in your mind, the thought has already formed:

“I will give you this money, but in a couple of months, I will find your replacement and fire you.”

No one wants to work with someone who might jeopardize the business at a critical moment.

The insurrectionists

The most dangerous type of employee is the one who discusses salary dissatisfaction with colleagues instead of the manager. They attempt to create something akin to a union or a strike.

This is a destructive path. First, colleagues cannot grant a raise. Second, such conversations demotivate the team and degrade performance. Most importantly, such an employee puts the manager in a difficult position, as you are now pressured to raise everyone’s salary instead of just one.

An employee who chooses collective pressure becomes a direct threat. They destroy what you have built over the years: manageability and the collective atmosphere. No matter how valuable or productive they may be, such a person is a ticking time bomb under your business.

People with “personal needs” and distorted reality

Some employees confuse a business with a family or the state. They ask for a raise not based on results, but due to personal circumstances: mortgages, loans, or the birth of children.
It is vital to remember that labor has a market value. A business cannot pay above the market rate simply because an employee’s personal needs have grown; otherwise, the company would become unprofitable and close.

It is even more complicated when an employee appeals to pity: a relative’s illness or a difficult situation. This is manipulation. You have a fixed payroll fund. To help one person, you would have to take from someone else — for example, by depriving your top salesperson of a bonus.

The absurdity of the situation becomes clear if you explain it to yourself or a board of directors: you are about to take from the effective to give to the unfortunate. In such cases, you might offer a company loan, but raising a base salary out of pity breaks business logic.

“Veterans” and comparison seekers

“I’ve been working here for five years” is a popular but weak argument. Loyalty is important, turnover is expensive, and a good manager takes tenure into account. However, a significant salary increase is only possible with a noticeable growth in results. If an employee cites only years of service and cannot demonstrate how their efficiency has improved, it is a bad sign. It means they aren’t taking responsibility for their contribution.

To understand why this argument fails, consider the case of Elon Musk and his assistant, Mary Beth Brown. She had been with him for 12 years, essentially living for the job, and considered herself indispensable. When she requested a salary on par with SpaceX top management, citing her tenure and devotion, Musk proposed a test:

“Take two weeks off. If I find I can’t manage without you, you’ll get the money.”

When she returned, it turned out Musk had managed just fine on his own. Instead of a raise, she was let go. Harsh? Perhaps. But it’s an important business lesson: if your primary value is simply being around for a long time while processes run smoothly without you, you aren’t worth more. Rather, you are becoming dead weight.

Equally meaningless are comparisons like “But you pay Petrov more.” This demonstrates a lack of professionalism. The employee does not know the details of a colleague’s agreements, workload, or KPIs. They are looking at the job title rather than the achievements. Such an argument won’t help get a raise, but it might make you doubt the employee’s judgment.

Sellers of the future

Then there are the dreamers who ask for money in advance:

“Raise my salary, and I’ll deliver a million-dollar project.”

To me, this sounds like a bad investment. Business is already inherently risky. Why pay a salary today for a result that might only materialize tomorrow? The logic is simple: results first, money second.

The correct response to such a request is to turn the conversation toward a partnership. If an employee has a million-dollar idea, offer them a percentage of the profit or a bonus upon completion. If they aren’t ready to share the risks and want a guaranteed salary based only on words, you are not on the same path.

When a raise is justified

After analyzing these toxic scenarios, it might seem that any request for money is an alarm bell. However, you cannot ignore a situation where an employee competently sells their achievements and provides a clear understanding of the real benefit of their efforts and competencies. For example, they might show efficiency growth over the past year or present a ready-made plan for a million-dollar project with a proposal to share future profits.

If a subordinate is ready to take responsibility for the business’s profitability and link their personal earnings to the company’s success, the investment in them will pay off many times over — potentially leading to a real partnership in the future. As a manager, I would be delighted if employees came forward with such initiatives more often.

Summary

The relationship between an employee and an employer is a market. If a person wants to earn more, they must be able to demonstrate their value: results, data, and resources saved. This is a normal dialogue.

But if, instead of concrete results, you encounter emotional blackmail, insurrection, appeals to pity, or empty promises, you are dealing with dead weight rather than a partner. Often, the most effective way to resolve the salary issue for such an employee is to sign their resignation letter.

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