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"Try harder" Isn't a Strategy (Think Like a CEO instead)

personal development podcast episodes succeed at work May 12, 2026
Blog/podcast with title: "Try harder" Isn't a Strategy (Think Like a CEO instead) | #163

Prefer to listen?Click below to check out The Uncommon Career Podcast,  Episode #163


  

If you’ve been Googling things like job search strategy, career planning advice, or how to get unstuck in your career, you’re probably trying to solve the same problem many professionals face – working harder in the job search but not seeing better results.

And I get it; most career advice encourages more effort. Apply to more roles. Revise your résumé again. Practice more interview answers. Push harder.

But effort alone isn’t strategy. 

Think like a CEO instead.

If a company were underperforming, a CEO wouldn’t simply demand everyone work longer hours. A CEO would step back, examine the data, assess the strategy, and decide what needs to change. The same approach applies to your career. When your job search stalls, the answer isn’t always to try harder – it’s often to think more strategically. Let's find out how today.

Now, if you're interested in tackling all of these with expert feedback loop and guidance in under an hour and a half, check out the intensive. Together, we'll dissect and uncover what's costing you traction – you'll leave with a polished, targeted brand, a sharpened message, the proper positioning, and your personal strategy.

 


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Think Like the CEO of Your Career

Again, imagine for a moment that you are the CEO of a company of one – your career.

Every CEO makes decisions based on direction, long-term vision, and strategic investment. They ask where the organization should be in five or ten years and what actions today will move the company toward that future.

Your career growth works the same way.

Instead of reacting to every job posting or recruiter message, the goal is to step back and ask a higher-level question: What role today would actually move your career toward the life you want in the next five or ten years?

Strategic career thinking often begins with evaluating:

  • The opportunities you haven’t fully leveraged yet

  • The risks or threats that could slow your career progress

  • The strengths you bring that should be positioned more clearly

  • The weaknesses or gaps that might need attention

This kind of reflection resembles what businesses call a SWOT analysis – a high-level assessment that helps leaders make informed decisions.

Without that perspective, job searching easily becomes reactive. 

 

Why “Try Harder” Often Leads to Career Burnout

Many professionals fall into a common trap. When the job search feels slow or uncertain, the instinct is to push harder.

You apply to more positions. You tweak your résumé repeatedly. You watch more videos, read more articles, and gather more advice. It feels productive, but often it only increases overwhelm. Does that ever happen to you?

The reason is simple. Surface-level tactics can’t replace deeper strategic thinking.

The most important career decisions are deeply personal. They depend on your experience, your industry, your leadership level, and your goals. That’s why generic advice rarely solves the real problem.

When effort replaces strategy, the results usually look like:

  • Spending hours researching job search tips without clear direction

  • Rewriting materials repeatedly without improving results

  • Following conflicting career advice from multiple sources

  • Feeling busy in the search but unsure if it’s working

The work may be intense, but it isn’t always high leverage. If you find yourself doing any of these, I highly encourage you to pause and just... breathe. Even for a little while.

 

Your Career Is One of Your Greatest Investments

A powerful shift happens when you start viewing yourself as your most valuable asset.

Businesses invest in their assets constantly – through training, consultants, research, and strategic planning. They do this because the return on those investments determines future growth.

Your career deserves the same mindset.

For some professionals, that investment might be in health or personal well-being. For others, it might be developing new leadership skills or gaining clarity around their next career move.

Either way, the question becomes simple. Where would the most strategic investment create the greatest return right now?

That kind of thinking changes how you approach career decisions.

 

When Career Success Is About More Than the Job

One of the most interesting things that happens during career transitions is that the outcome often reaches beyond the job itself.

Yes, landing a strong role with a better offer matters. But the deeper shifts often appear in how someone shows up in their life afterward.

Professionals frequently describe changes such as:

  • Rediscovering confidence that was lost in a toxic workplace

  • Reconnecting with long-term career goals that had been postponed

  • Regaining energy and enthusiasm for work

  • Feeling clearer and more decisive in leadership conversations

Career alignment tends to ripple outward into other parts of life.

Work occupies a large portion of your time and energy. When the role fits well, it supports the life you’re trying to build. When it doesn’t, that strain often follows you home.

That’s why career decisions carry such weight.

 

High-Leverage Decisions Change More Than Your Job

Strategic career decisions are rarely about a single opportunity. They’re about trajectory.

A high-leverage move can shift how you communicate, how you show up in leadership settings, and how confidently you advocate for your value. Over time, those changes compound.

This is why thinking like a CEO matters. CEOs don’t make decisions based on short-term emotion. They evaluate direction, invest intentionally, and position their organizations for long-term success. If you want guidance, or you just need a little advice, don't hesitate to send me a message on LinkedIn, I'll send over some materials your way.

You have the same authority over your career.

So stop chasing every new tactic or checklist and tackle the real opportunity. Take a moment to pause and ask the strategic question:

 

What decision right now would move your career forward in the most meaningful way? 

 

 

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"Try harder" Isn't a Strategy (Think Like a CEO instead)

May 12, 2026

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