Hi Reader,

I looked at our budget this week.

Not exactly a relaxing Saturday activity.

No big plans. No sea change. No sourdough side hustle.

But there’s someone in our house with itchy feet.

Career ones.

On paper, everything still looks fine. Good job. Stable role. Nothing obviously wrong.

But underneath?

It’s a bit messy.

You see, there was a workplace restructure. And now it’s all a bit… “we’ll figure it out as we go.”

You know the new workplace vibe. Meetings about meetings. Decisions that change by Friday. Everyone nodding… no one entirely sure why.

And so the brain goes looking for something clean.

New job.
Fresh start.
Problem solved.

The laptop gets fired up with Seek. LinkedIn. Heck even Easy Apply. (We love a button that promises emotional relief.)

But here’s the catch.

Is it really the job? Or is it the conditions around it?

The uncertainty while this new structure kicks in. The shifting expectations. The potential loss of responsibilities you love. That low-level “something’s off” feeling you can’t quite explain.

Because when the itch isn’t named properly, it often get’s fixed with a new job title.

Which sounds smart.

But not if it means you take the itch with you.

So before you open Seek tonight…Pause. Work out what’s actually off.

Because if you solve the right problem, the next step gets a whole lot clearer.

~Lisa

Your Q&A

My 30-Year Career Timeline

Hi Lisa,

My Linkedin profile shows my work history starting in 1995. I'm worried about age bias as I’m looking to go for a COO role. What are the recommendations for how far to go back with work history on LinkedIn.

Thanks

Doug

​
Hi Doug,

You’re worried about looking old. Fair enough. Everyone is. No one wakes up and thinks, “You know what would really help my job search? A visible 30-year timeline.”

But you don’t get hired into a COO role because you’ve managed to hide your age like it’s a bad Tinder profile.

You get hired because you’ve done things that matter.

So the question isn’t “How far back should I go?” It’s “Is this helping or hurting my positioning?”

So, first — stop treating your entire career like it deserves equal airtime. It doesn’t. Your LinkedIn is not a historical archive.

Second — your recent 10–15 years should do the heavy lifting. That’s where your leadership, scale, decision-making, and “I’ve actually run things” credibility sits.

That’s what people care about.

Third — anything earlier? Compress it. Instead of listing five roles from 1995–2005 with bullet points about “responsible for team meetings”…

bundle it.

And finally — if that early experience shows a pattern (growth, progression, big environments, turning things around), keep the signal. Ditch the fluff.

Because hiding your experience completely makes you look junior. Oversharing it makes you look… well… nostalgic.

You’re aiming for relevant and sharp, not comprehensive and exhausting.

Thanks for writing in.

~Lisa

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To ask me a question about resumes or job searching, reply to this email. If it’s a standout question, I might share my thoughts in future newsletters.

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This information is for general purposes and doesn't consider your individual circumstances. It serves educational goals and isn't formal career advice. Always seek personalized guidance tailored to your needs.

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