Edition #12

You’ve led teams, built strategies that ‘moved the needle’ (as they say in corporate speak) and delivered results for decades.

And yet, when you submit an application for a leadership role, your career gets reduced to a six-second skim before disappearing into the void.

Sound familiar?

I’m sure it does!

Don’t worry, you’re not alone!

The paradox senior leaders face today is this: the very experience that should command appreciation is being flattened into bullet points and filtered by algorithms.

Applicant tracking systems (ATS) and junior recruiters aren’t looking at your track record of transformation, growth, or leadership - they’re just scanning for keywords, exact phrases you’re unaware of.

And the result? You get ghosted.

Not because you’re unqualified, but because the hiring system simply isn’t built for you.

Over the past year, we’ve spoken with dozens of executives, directors, and senior managers in transition. What we hear most often is:

👉 “My resume doesn’t reflect the impact I’ve made.”

👉 “I never struggled to get interviews before!”

👉 “I’m sending in applications and never hearing back.”

👉 “I can’t seem to get past the ATS to talk to a human.”

👉 “Ageism is preventing me from getting a job”

Your value hasn’t diminished, but the way the modern job market filters and interprets experience has changed dramatically.

For junior candidates, resumes packed with keywords can land them interviews. But for senior leaders, the story is different.

Your experience is nuanced. It’s about strategic vision, transformation, and people leadership, not just tactical execution. Not something you can typically fit into two pages.

Unfortunately, most hiring systems aren’t built to measure those qualities. They’re built to scan, sort, and eliminate.

That’s why even leaders with 20+ years of success end up feeling invisible in today’s market.

If you’ve been relying on your resume to “speak for itself,” the reality is:

It isn’t enough in this competitive remote job market.

The leaders who break through are approaching their job search differently. They’re engineering their visibility rather than just focusing on hitting “apply”.

Here’s what they’re doing differently:

✅ Reframing their resume and LinkedIn to highlight measurable impact, not just job duties.

✅ Learning a new playbook for networking. One where visibility matters more than basic LinkedIn connections.

✅ Treating the job search like a strategic challenge, with a clear process, instead of a guessing game.

✅ Positioning themselves as problem solvers for remote-first companies, not just job seekers.

The focus needs to be on smarter alignment with how the remote job market actually works today. Effort alone isn’t enough.

The rise of remote work has opened doors to leadership opportunities across industries and geographies. However, it has also created unprecedented competition.

When location is no longer a barrier, you enter a competition against the best of the best from EVERYWHERE.

That makes it even more critical to differentiate your leadership story.

But the issue still remains: Most leaders are still relying on outdated job-search strategies.

So what can you do? If you can adapt your approach, not only will you stand out, you’ll bypass the broken parts of the system altogether.

This is about more than just “getting another job”

It’s about:

And most importantly: securing a remote leadership role that matches both your career ambitions and your lifestyle goals.

Because your experience isn’t obsolete. You just need to know how to reframe it the right way.

🎯 Fully Remote Jobs (No "Fake Remote" Here):

Many senior leaders we work with describe the same emotions:

If this resonates, you’re not broken, and you’re certainly not alone.

If you’re tired of sending resumes into the void, here’s your next move:

It’s designed specifically for people navigating the remote job market, including senior leaders like you.

In just 90 seconds, you’ll see the real reason you're stuck in your remote job search and gives you a personalized plan to break through.

Because the goal is a role that respects your expertise and helps you thrive in this remote world. [I’m a poet and I didn’t know it]

Stay Rebellious,

Michelle & The RR Team