Playing It Safe Is Why You’re Still Underpaid
- Dorothy Mashburn
- May 19
- 3 min read
“I can’t afford to lose my job.”
That sentence has kept a lot of smart, capable women (and men!) stuck in roles that don’t serve them anymore. They stay quiet. They overdeliver. They wait for their turn. And year after year, they’re still waiting.

Let me say this clearly:
Playing it safe is the reason you’re still underpaid.
Playing it safe isn’t safety. It’s stall.
It happens slowly:
You skip the salary conversation because you don’t want to rock the boat.
You say yes to more work without asking what comes with it.
You convince yourself that being patient is a strategy — that loyalty will eventually pay off.
But it doesn’t.
And that $10K you didn’t ask for this year?
That gap stacks. It touches everything:
Smaller bonuses
Lower 401K match
A weaker salary anchor for your next job
Less negotiating power when things finally shift
It’s not just about money. It’s about momentum. And when you stay quiet, you lose both.
J’s Story: What Playing It Safe Really Cost Her
J came to me tired. Not burnt out from the work — she loved the work. She was tired of being invisible.
She was the one they called when everything broke. She fixed systems. Stepped in during launches. Carried teams. She created programs that still save that company money years later.
And still — no raise. No promotion.
Her managers took credit. She was labeled “high potential” five years in a row. But she stayed in the same role. Same title. Same paycheck.
She didn’t want to leave. She believed in the mission. She liked the people. She thought maybe her loyalty would eventually mean something.
But the last time she was passed over, something broke. That’s when she reached out.
We worked on her story, her confidence, her positioning. She started speaking up. She applied for roles that felt too big.
It took 8 months. She faced rejections. She doubted herself.But she didn’t quit on herself.
She landed a role with:
✅ A bigger title
✅ A larger team
✅ $41K more in compensation
✅ And a manager who champions her work
Her words to me:
“I should’ve done this years ago.”
If You Feel Stuck, Start Here
You don’t need to make a huge leap right now. But you do need to stop sitting still.
Here are three things you can do this week — no drama, no upheaval:
1. Make a list of 3 results you’ve delivered.
Not your tasks. Not your job description.
Real results. Money saved. Processes improved. Outcomes delivered.
If you don’t track it, you can’t use it. And no one else is going to do it for you.
2. Speak up — somewhere.
Mention a result in a meeting. Send a summary email that ties your work to outcomes. Ask your manager what it actually takes to move up — and watch how specific the answer is (or isn’t).
You don’t have to shout. But you do have to show up.
3. Apply to something that pays more.
Even if you’re not sure you want the job.
Testing the market gives you power. It reminds you what you’re worth. It changes how you carry yourself in every conversation — including the one with your current employer.
Final Thought
If you’ve been told to “wait your turn,” and you’re starting to wonder how long that turn is supposed to take — you’re not alone.
But waiting isn’t a strategy. And being loyal to a company that won’t invest in you? That’s not noble. That’s expensive.
If you’re done playing it safe and ready to move with strategy — that’s what I help with.
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