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Good advice from good people

How to Ask for a Raise

  • Writer: Helen J. Stoddard
    Helen J. Stoddard
  • 5 days ago
  • 3 min read

We all want raises. Of course we do. I’d take one right now—and probably want another not long after. Wanting to be paid more is natural. But the reality of getting a raise is often messy, frustrating, and full of obstacles. Having managed people and teams for years, I want to pull back the curtain on how raises actually work—and how to approach asking for one strategically.


First, a hard truth: every business is built on the same fundamental equation—minimize costs, maximize profit. And employees are a cost. That doesn’t mean your work isn’t valued. It is. But while your paycheck is deeply personal to you, to a company, it’s largely math. The goal is to hire and retain strong talent while managing compensation efficiently.


So if it’s math, the goal is to understand—and work within—the equation.


The single best moment to negotiate your compensation is when you’re offered the job. That’s when your leverage is highest. Before you accept, take the time to fully understand the compensation package. Once you say yes, your flexibility drops significantly. And compensation is more than just salary. Health insurance, PTO, retirement contributions, bonuses, commissions, and equity all carry both cost (to the company) and value (to you). Whether or not you personally prioritize each element, the company does. Be especially thoughtful about variable compensation like bonuses or commissions. If something seems too good to be true, it often is—these structures typically include specific conditions, timelines, and performance thresholds.


Another critical factor: timing.

Companies operate on their own calendars, not yours. Raises are rarely given spontaneously. Compensation decisions are usually tied to fiscal cycles and performance review periods, and often applied across teams at the same time. So if you want a raise, you need to understand your company’s timeline—when performance is evaluated and when compensation decisions are made.


Equally important is knowing why you’re asking.

A raise is not a reward for simply doing your job. It’s recognition that you are delivering more value than what your current compensation reflects. If you’re outperforming expectations, taking on more responsibility, or driving meaningful impact—those are valid reasons to ask. But asking because “it’s been a while,” because others received raises, or because you need more money personally is a much harder case to make.


If you believe you’re underpaid relative to your contribution, be proactive—and be strategic.

About 90 days before the end of your company’s performance cycle, start the conversation. Keep it low-pressure and forward-looking. For example: “As we move into the upcoming performance and compensation cycle, I’d love to be considered for a raise. Is there anything I can start pulling together to support that conversation?”

This does two important things: it signals your intent and gives your manager time to advocate for you.

Because here’s another reality—your manager likely doesn’t have sole authority to give you a raise. Compensation decisions often involve multiple layers of approval. Your manager is your advocate, but they need time, context, and evidence to make the case effectively.


When the formal review process begins, be ready.

Document your impact clearly. Focus on the work that goes beyond your core responsibilities. Where have you added extra value? What outcomes have you driven? How have you contributed beyond expectations?

This is not the moment to be modest. It’s the moment to be specific.

Then, when you formally make your ask, be direct and prepared. Request time to discuss it, present your case, and close with a collaborative mindset:“Is there anything else I can provide to help support this request?”

And if there is—follow through.

By doing this, you equip your manager with what they need to advocate for you. From there, the decision moves into broader company systems—budgets, benchmarks, and internal equity considerations. In simple terms: they run the numbers.


Asking for a raise isn’t about luck or timing alone—it’s about understanding how decisions are actually made and positioning yourself within that system.


You can’t control every variable. But you can control how clearly you demonstrate your value, how well you understand the timing, and how effectively you communicate your case.

At the end of the day, compensation is a reflection of perceived value. If you consistently deliver more than what’s expected—and you make that visible in the right way, at the right time—you give yourself the strongest possible chance of closing the gap between what you earn and what you’re worth.

 
 
 

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