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How to Ask for a Raise at Work: Lessons From My First Mistakes

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By Laura Browne

How to Ask for a Raise at Work: Lessons From My First Mistakes

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Blog Post

By Laura Browne
How to Ask for a Raise at Work: Lessons from My First Mistakes

How to Ask for a Raise at Work: Lessons From My First Mistakes

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Asking for a raise can be one of the most uncomfortable conversations you could have – if you don’t do it right. Many people are unsure how to ask for a raise at work, often stumbling over their words when the conversation arises, or they choose to ignore the conversation altogether. I know, because that was once me. Learn from my missteps so you can walk into your next salary conversation with confidence and a strategy that works.

The first time I asked for a raise at work was early in my career. I looked at my job and did some research about what other companies were paying, and I set up a meeting with my boss. I had high hopes, but my boss quickly said no. There was no discussion, just NO.

I was devastated. I told myself that I must be doing a terrible job, and I was so embarrassed that I didn’t want to go to work the next day. I felt like a failure.

I remember talking to a friend of mine that night and sharing the story with her. She asked, “What reason did he give?” I explained that he just said no, and there was no explanation. She pointed out that all the reasons I was telling myself were just stories.

I knew that was true, and I had to ask my boss for details. The next day, I met with him, and I said, “Help me to understand why the answer was no when I asked for a raise.”

He quickly said, “It’s not raise time.”

I was shocked because until that point, I didn’t realize there was a specific time for raises. He went on to explain that when it was raise time, in a few months, I would get a good raise.

Then I asked another question, and I’m so glad I did. I asked, “What would I need to do to get the best raise possible?” I didn’t just want a raise; I wanted a great raise.

He gave me some feedback, and over the next few months, I made adjustments and met with him to make sure I was on track. When it was raise time, I did get a very good raise.

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More Money: How to Ask for a Raise or Higher Starting Salary

Learn how to ask for a raise or negotiate starting pay with confidence using the 7 Raise Rules and proven strategies to maximize your earning potential.

What I Learned from This Experience

This experience taught me several important lessons about how to ask for a raise at work that I wish I’d known before that uncomfortable meeting:

  • In many companies, there is a specific time of the year to get raises, and it’s more difficult to get raises at other times. This was a complete surprise to me. I had no idea that companies had raise cycles and that asking outside of those times is extremely difficult.
  • I needed to ask my boss questions and not assume what he meant. When he said no, I immediately created stories in my head about being a terrible employee. If I had asked for clarification right away, I could have saved myself a night of worry and self-doubt.
  • I had to ask my boss for specific feedback and work on those areas, and get confirmation that he saw improvement in order to get a great raise. This proactive approach made all the difference. Instead of hoping for a raise, I created a plan with my boss’s input. I made sure to make the changes and follow up with him.

More Mistakes I’ve Seen People Make (Including Me!)

After that first experience, I started researching and learning more about what helps people get great raises and what gets in the way. Now I train and coach people to secure raises and higher starting salaries in their new jobs. Here are the most common mistakes I see:

1. Not Documenting Your Accomplishments

Early in my career, I assumed my boss knew everything I was doing. Wrong! Bosses are busy, and they can’t possibly track every project and success you have. I learned to send weekly or bi-weekly updates of accomplishments, including specific numbers and results. When it was time to talk to my boss, I had the information I needed and used that to put together a summary of my results.

2. Making It About Personal Needs

I once heard someone tell their boss they needed a raise because their rent went up. While that is a problem, it’s not a compelling business reason. Companies give raises based on the value you bring, not your personal expenses. Focus on your contributions and market value instead.

3. Not Practicing the Conversation

The first time I asked for a raise, I hadn’t practiced what I was going to say. I stumbled over my words and forgot some details. I recommend that people practice with a friend, in front of a mirror, or by recording themselves on their phone. Write down your key points and practice until you can say them confidently.

4. Accepting the First No Without Understanding Why

This was my biggest mistake. When my boss said no, I should have immediately asked why and what I could do to get a yes in the future. Don’t let embarrassment stop you from getting valuable information.

5. Waiting Until Your Boss Gives You the Raise Before Talking About Money

By that time, it’s too late to make any changes. Your boss has had to get approval from their boss, HR, and maybe a compensation committee. This has been in the work for months. Even if they agree that you should have a higher raise, they are not going to change it at that time. You may have to wait until the next raise cycle.

What to Do Instead: Your Action Plan for Getting a Raise

Based on my experience and years of coaching others, here are some successful tips for how to ask for a raise at work:

1. Find Out Your Company’s Raise Timeline and Start Working On It Early

Mark your calendar for 3-4 months before that date. That’s when you should start preparing your case. If there is no planned raise time, start working on it now.

Don’t assume that your boss will remember all the great things you’ve done – especially if raise time is only once a year. Create a results file where you document every success, positive feedback, and measurable result. Include the following:

  • Projects completed and their impact
  • Money saved or revenue generated
  • Process improvements you’ve implemented
  • Additional responsibilities you’ve taken on
  • Positive feedback from clients or colleagues

 

This information should be shared in weekly or bi-weekly updates with your boss. Summarize it for your raise meeting. Recognize that this is information that can help your boss – they can share it with their manager and colleagues to show how well their team is doing.

2. Research Market Rates

Use sites like Indeed, Glassdoor, Salary, and PayScale to understand what others in similar roles are making. Recognize, though, that companies may have internal salary structures and may not be interested in external comparisons.

3. Schedule a Preliminary Conversation

Schedule time with your boss 2-3 months before raise decisions are made. Say something like, “I’d like to discuss my career growth and compensation. What would I need to accomplish in the next few months to earn a strong raise?”

4. Get Specific Feedback and Act on It

When your boss gives you feedback, write it down and create an action plan. Make sure you agree on the specifics. Schedule follow-up meetings to show your progress. This demonstrates initiative, making it easier for your boss to advocate for your raise.

Your Learning Takeaways

  • Find out if your company has specific times of the year when raises are given. Don’t be caught off guard like I was.
  • Start working with your boss several months before raise time so you can get the best raise possible. This gives you time to improve and demonstrate your value.
  • Document everything. Your accomplishments, feedback, and goals should all be written down.
  • Practice the conversation. The more prepared you are, the more confident you’ll be.
  • Always ask for feedback. Even a “no” can give you valuable information for next time.

The Happy Ending to My Story

That early experience of being told “no” taught me more than any easy “yes” would have. It forced me to understand how companies really work and how to ask for a raise at work effectively.

Since then, I’ve successfully negotiated multiple raises and helped many others do the same. The key is understanding that getting a raise isn’t about hoping your boss notices your hard work – it’s about strategically positioning yourself and clearly communicating your value.

Remember, asking for a raise is a normal part of professional life. The worst thing that can happen is they say no, and even then, you’ll learn something valuable for next time. Don’t let fear or embarrassment hold you back from earning what you deserve.

Author
How to Ask for a Raise at Work: Lessons From My First Mistakes
Laura Browne

Laura is a speaker, trainer, and coach who helps individuals and leaders be more successful at work. At Career Coffee Break (www.careercoffeebreak.com), she shows people how to make more money at work by negotiating raises and higher starting salaries at new jobs.

Laura’s newest book, Interview Speak: What Your Interviewer Really Wants To Know, helps readers translate what interviewers are saying so they can give their best answers and get the jobs they want. She is also the author of other business books, including Help! My Company Swiped Left! and Increase Your Income: 7 Rules for Women Who Want To Make More Money at Work. She has also written fiction books, including A Salary Cinderella Story (Or How To Make Money Without A Fairy Godmother).

She was a Senior Director of Human Resources for a global tech company. She has extensive experience in leadership and management development and has coached and trained leaders from Fortune 100 companies.

Laura has written for Forbes and has been quoted as a business expert in major publications, including Cosmopolitan, Family Circle magazine, and USA Weekend.

Connect with Laura on LinkedIn.

Recommended Training from HRDQ-U
More Money: How to Ask for a Raise or Higher Starting Salary

Learn how to ask for a raise or negotiate starting pay with confidence using the 7 Raise Rules and proven strategies to maximize your earning potential.

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