top of page

How to Ask for a Raise (and Actually Get It)

  • Writer: Gregory Henson
    Gregory Henson
  • Oct 10, 2024
  • 4 min read

Updated: Feb 25


Mastering the Art of Asking for a Raise

You’ve been working hard and delivering results, and now you’re ready for the next step: a raise. As a CEO, I want to help you navigate this tricky terrain step by step. Asking for a raise can be daunting—there’s always the fear of rejection. But I’m here to tell you that with the right preparation, you can increase your chances of success and get the raise you deserve.


Overcoming the Fear of Asking for a Raise

Nobody likes talking about money, especially when asking for more of it. It feels uncomfortable because there’s always the possibility of being told "no." However, you need to push past that discomfort if you want to move forward in your career. Let’s walk through what you need to do to feel prepared, confident, and logical when approaching this conversation.


Step 1: Why Would You Give Yourself a Raise?

Before you walk into your boss's office, take a step back and evaluate from your employer’s perspective. Why should they give you a raise? What have you done recently that goes above and beyond your initial role? Are you delivering more value now than you were when you were hired?


This is your first bit of homework: reflect on your contributions. List out any accomplishments, new responsibilities, or notable improvements in your performance. This will be crucial when you make your case.


Step 2: Timing is Everything

Timing plays a significant role in whether your raise request will be successful. There are moments when even the best case for a raise can fall flat simply due to external circumstances. For example, if your company is downsizing, undergoing budget cuts, or recovering from a major financial loss, it might not be the right time to ask.


On the other hand, if your company’s profits are up, they’ve just landed a big client, or they’re actively hiring, you’re in a much stronger position. Pay attention to the bigger picture and choose your timing carefully.


Step 3: Build a Strong Case

When the time is right, you need to be fully prepared for the meeting. Begin the conversation on a positive note. Express your appreciation for the company, your colleagues, and the work you’re doing. Highlight the positive aspects of your job and your workplace.


Next, focus on your accomplishments. Talk about what you’ve achieved since you started and any additional value you’ve brought to the company. Be specific—use numbers and metrics wherever possible. For instance, if you’ve helped increase sales, improved efficiency, or spearheaded successful projects, now’s the time to bring it up.


Step 4: Look to the Future

After establishing your achievements, pivot the conversation toward the future. Share your vision for your role in the company and express your desire to take on more responsibility. Show your boss that you’re invested in the company’s long-term success, and you’re eager to contribute even more.


If you can, outline how you plan to grow and improve in your role. Bosses love initiative—come prepared with specific ideas on how you can increase productivity, enhance efficiency, or contribute to the company’s bottom line. This will show that you’re not only worth the raise but that you’re committed to continuous improvement.


Step 5: Present a One-Page Plan

Here’s a secret weapon that not many employees use—a one-page memo. Draft a concise, well-thought-out document that highlights:

  • What you’ve accomplished so far.

  • Your plans for adding more value to the company.

  • A list of at least 10 actionable ideas to improve productivity, efficiency, or growth within your role.


This shows that you’re serious about your future at the company and have put genuine thought into your contribution. Handing your boss this memo demonstrates respect for their time and gives them something concrete to consider.


Step 6: Ask with Confidence

After laying out your achievements and plans, it’s time for the big moment: asking for the raise. Be direct. Tell your boss exactly what you want. If you’re aiming for a 20% raise, say so. This is not the time to be vague or uncertain. Be clear and confident in your request.


One common mistake is offering a range or backpedaling the moment silence ensues. Once you’ve made your request, stop talking. Let your boss absorb what you’ve said. Resist the urge to fill the silence with, “But I’d be okay with less.” Stick to your guns.


Step 7: Do Your Homework

Before the meeting, do some research. What are others in your industry making? How does your salary compare to similar roles at other companies? You don’t need to lead with this information, but it’s helpful to have a benchmark to make sure your request is reasonable.


Step 8: Practice, Practice, Practice

This may be the most important step in the entire process: practice your conversation. Get a friend, family member, or colleague to role-play the meeting with you. Better yet, record yourself on video. Watching the video back will help you spot any areas where you seem nervous, unsure, or unprepared.


It may feel uncomfortable at first, but practicing on camera will help you refine your delivery and build confidence. The more you practice, the more polished and natural you’ll come across in the actual meeting.


Final Thoughts

By now, you’ve prepared your timing, built your case, outlined a plan, and practiced the conversation. You’re ready to ask for that raise. Remember, this process may take time, but the long-term benefits of securing a significant raise will pay off throughout your career.


Good luck! You deserve it.

About the Author

greg_1x1.png

Gregory Scott Henson is a 20x entrepreneur, 4x CEO, 50x angel investor, and business expert helping startups globally. As the CEO of Henson Group, Henson Venture Partners, SocialPost.ai, and Cloud Veterans, Greg is passionate about helping businesses scale. A former Microsoft executive turned founder, Greg has built global companies from the ground up and shares insights on entrepreneurship, leadership, and growth. When he's not advising startups or writing, Greg enjoys spending time with his family and inspiring others to pursue their dreams.

 

Visit www.GregoryScottHenson.com

to explore his ventures, download resources, or connect directly.

Do you want
more traffic?

Hey, I'm Gregory Scott Henson. I'm determined to make a business grow. My only question is, will it be yours?

bottom of page