Erik Caseres - Coldwell Banker Commercial CBS

Quitting My ‘Stable’ Job Was the Best Financial Decision I Ever Made

Leaving a job that looked great on paper opened the door to better cash flow, greater focus, and real ownership.

BIG SKY BIZ JOURNAL

Erik Caseres

5/11/20254 min read

When people talk about risk, they usually mean change...
Quitting a job.
Buying a business.
Investing in real estate.
Starting something new.

And sure, those things come with uncertainty. But here’s the part no one talks about:

Staying where you are might be the biggest risk of all.

We’ve been conditioned to believe that playing it safe means staying put. Keeping the stable job. Following the predictable path. Avoiding discomfort.

But in today’s world, stability is an illusion—and comfort has a cost.

Comfort Isn’t Safe. It’s Expensive.

For years, I held onto my W-2 job longer than I probably should have. On the surface, it made sense: I had a great salary, retirement benefits, company stocks, etc. It was stable. Predictable. Familiar.

But it was also draining.
What I didn’t realize was that the job—while technically “secure”—was quietly preventing me from making real progress in my own ventures.

I owned real estate. I had a portfolio that should’ve been cash flowing. But between the demands of my job and the mental energy it consumed, I didn’t have the bandwidth to manage it well.

The result?
I was basically breaking even—or even losing money—on properties that had strong potential.

What Changed When I Walked Away

When I finally left the comfort of that well-paying job, everything shifted.

Suddenly, I had the time, energy, and mental space to focus on my business—not someone else’s.

So, what happened? Within months, that same real estate portfolio went from bleeding to cash flowing about half of what I’d made in salary. I finally had the margin to optimize operations, pay attention to details, and make smart decisions that I’d been too stretched to handle before.

That was the moment I realized:

The comfort zone isn’t just a trap—it’s a financial anchor.

Opportunity Has a Shelf Life

That experience taught me something crucial: opportunity doesn’t wait for you to feel ready.

The longer you stay stuck in something that isn’t moving you forward, the more opportunity you silently pass by.

It’s not just about quitting a job. It’s about choosing ownership over obligation. Choosing progress over predictability. Choosing margin over constant motion.

Risk Isn’t the Leap—It’s the Delay

We’re taught to see risk as action. But too often, the greater risk is inaction.

  • Staying in a role that limits your potential

  • Playing small because it’s comfortable

  • Postponing the hard decisions

  • Avoiding the discomfort of growth

You might not feel the pain right away—but over time, it adds up. Missed income. Missed opportunities. Missed fulfillment.

The real risk is spending years on the wrong things—just because they’re familiar.

Getting Unstuck Is the Key to Growth

Progress doesn’t happen by default. It happens when you get unstuck—when you stop doing what’s easy and start doing what actually moves the needle.

I had to stop worrying about someone else’s business so I could finally focus on my own. That was the unlock.

I didn’t need more talent, more money, or more luck.
I needed space—and the courage to step into it. Sure, the sceptic could argue that I didn't replace my entire salary with passive income. So, am I really better off? To this, I'd offer the following:

  • First and foremost - I haven't fully replaced my previous salary with passive income...Yet. By immersing myself in Commercial Real Estate & Business Sales/Acquisitions every day, I’ve not only matched my former income, I’ve also grown significantly as an investor. I still work — but now it’s by choice. With a young family, we’re still very much in the building phase of our investment journey.

  • Secondly (and more importantly), I have acquired what my prior career consistently failed to deliver...Freedom. I have control over my schedule and ultimately, my time (which I consider to be my most important asset). This provides greater value than any job or salary ever could.

Final Thoughts

If you’re stuck in something that feels “safe” but stifling, ask yourself:

  • Are you more afraid of failing… or staying exactly where you are?

  • If nothing changes, will you be proud of where you end up in a year? Or in ten years?

  • Is your routine protecting you—or preventing you?

Getting unstuck is the real key to success.
You don’t need perfect timing. You need ownership—of your time, your energy, and your future.

Staying put might feel safe.
But if it’s keeping you from building something that’s truly yours, that’s not safety. That’s risk in disguise.

Thinking about stepping into business ownership or optimizing your real estate investments? I’ve been where you are—and I’d be happy to talk about how to make the leap without letting fear call the shots.

Contact Erik Caseres Today for a free consultation.