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The Right Way to Disagree with Your Boss Without Hurting Your Career
The Guinness World Record for the longest career at one company belongs to Walter Orthmann. Can you guess how many years he’s been clocking in at the same place?
[ Answer at the bottom ]
In This Issue
Today’s Ladder: Do it right, not risky.
Takeaway: Yes, there’s a way.
Resources: I did the heavy lifting. Now you get the shortcut.
ICYMI: In case you missed these reader favorites...
Career Ladder Intel: Must-know news and trends in today’s job market.
"Respect is shown in how you disagree, not how often you agree."
Today’s Ladder:
Do It Right, Not Risky.
What if disagreeing with your boss could actually strengthen your career instead of ruining it?
I used to think pushing back was dangerous.
Keep quiet, nod along, and avoid conflict.
That was my strategy. But my silence came at a cost.
My ideas stayed hidden.
My credibility stayed small.
And the more I held back, the more frustrated I became.
The turning point came the day I finally spoke up.
I didn’t just disagree. I disagreed the right way.
And instead of getting shut down, I earned more trust.

Speak Up Without Stepping Back
Here’s the framework I now use to disagree without hurting my career:
Start with respect.
I acknowledge their perspective first: “I see why that approach makes sense.”Frame it as collaboration.
Instead of saying “You’re wrong,” I say: “Can I offer another angle we might consider?”Bring evidence.
Opinions get dismissed. Data, examples, and solutions get heard.Stay calm.
The louder you get, the smaller your influence becomes.
I learned that leaders don’t want clones who agree with everything.
They want partners who help them see blind spots and make better decisions.
Disagreeing the right way isn’t about defiance.
It’s about contribution.
The goal isn’t to win the argument.
The goal is to win trust.

Gif by WelcometoWrexhamFX on Giphy

Takeaway:
Yes, It’s Possible
The other night, my wife and I couldn’t agree on what movie to watch.
She wanted lighthearted. I wanted action.
We went back and forth until finally, we compromised.
To be honest, I walked into the theater skeptical.
But here’s what surprised me:
after the movie, our dinner conversation flowed.
Because the compromise wasn’t about the movie.
It was about respect.
It was about valuing each other’s perspective, even when we disagreed.
That shift made the night richer for both of us.
And it reminded me of this truth in our careers too:
The best outcomes rarely come from pushing our own way through.
They come from alignment, clarity, and respect in the process.
That’s why I created the framework inside:
It’s not just about working harder.
It’s about working with principles that make the journey better.
Resources:
Crucial Conversations - a classic book for handling contentious discussions at work.
How to Disagree Respectfully - this video offers practical steps for disagreeing without confrontation and expressing respect.
ICYMI: Links to recent issues
💵 Commandment #6: You Deserve to Be Paid Well.
⛔️ Stop Underselling Yourself: The Case for Backing Your Ask
🙋🏻♀️ How to Show Up and Win Before You Feel Ready
Career Ladder Intel:
Construction lost 7,000 jobs in August, reflecting a broader hiring downturn driven by rising costs and continued economic uncertainty - Read more
Fewer workers are quitting their jobs, suggesting increased caution and hesitancy in changing employers - Read more
Political and economic uncertainty, especially around tariffs and federal spending cuts, has prompted more cautious hiring and even hiring freezes at many businesses - Read more

How did you like this issue? |
To your success,

Dr. Lex ✍️
Founder, Career Ladder | The 6PM Method
DID YOU KNOW?
Walter Orthmann from Brazil holds the Guinness World Record for the longest career in the same company at 84 years and 9 days. Even at the age 100 years old, he was still active in some capacity.
HEADS UP:
In next Sunday’s issue of Career Ladder you will discover, “The Hidden Signals That Tell Your Boss You’re Ready for a Promotion”
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