In our professional culture, the word “jobless” usually carries a heavy stigma. It implies idleness, a lack of direction, or a gap in one’s resume. But what if we redefined the term?
What if being “jobless” didn’t mean you weren’t productive, but rather that you produced an income doing work you loved?
I believe that pursuing a “jobless” life is the ultimate form of professional freedom. It is not about being lazy or shiftless; it is about functioning so deeply within your purpose that labor no longer feels like “work.”
The Bird Doesn’t “Work” to Fly
Think of a bird. When a bird flies, it isn’t clocking in. It isn’t stressed about a supervisor watching it. It is simply flying because that is what it was naturally created to do.
This is the core philosophy of the “jobless” life: alignment.
When I was a teacher, I eventually reached a point of burnout. I felt the burden of the time clock and the restriction of needing permission for my own time. I realized I needed to transition into a space where I was just “doing who I am naturally.” For me, that meant tapping into my innate gifts for real estate and storytelling.
Freedom Requires Diligence, Not Luck
There is a misconception that following your passion is a soft path. In reality, the “jobless” life requires more discipline than a 9-to-5.
When I decided to pivot from teaching to real estate investing—as a single mother—I didn’t just sit and wait for success. I had to become a student again. I took classes on creative financing, I studied the market, and I read voraciously.
Pivoting also required strategic sacrifices. To secure my freedom, I had to forego the trappings of “looking” successful. I drove an older car and skipped designer clothes so I could save the 20% down payments needed for investing in properties. I had to prioritize my long-term autonomy over short-term comfort.
Embrace Your “Dark Failure Zones”
One of the most critical skills in unlocking the freedom to pivot is resilience. In the professional world, we often fear the word “No.”
In my journey, I kept a specific notebook I called my “Dark Failure Zones.” It was filled with rejected contracts and failed bids. But I didn’t view those pages as defeats. I viewed them as data. Receiving 20 nos meant I was statistically closer to the single yes I needed.
By changing my relationship with failure, I took the power away from external validation and kept it for myself.
The “Business Meeting” with the Divine
Finally, you cannot build a life of freedom entirely on your own. My strategy involved what I call “Business Meetings with God.”
Every Friday, I would sit down to seek direction, affirm my goals, and align my spirit with my business moves. Whether it was buying a foreclosure when 11 other people were bidding on it, or finding a way to pay a mortgage when the math didn’t add up, my faith was the engine that kept me moving when the logic said “stop.”
They say a bee isn’t supposed to fly because its body is too big for its wings. But the bee flies anyway.
The Payoff: Autonomy
So, what is the ROI of a “jobless” life? It’s the ability to go to a movie in the middle of the day simply because you want to. It’s the ability to travel or take a long lunch without anxiety. It is feeding the entrepreneur inside you while maintaining your peace.
Being “jobless” means you have graduated from being an employee of a system to being the CEO of your own existence.
Are you ready to stop “working” and start flying?
Get your copy of Jobless today!
Can you find an ideal job and build streams of income doing work you love? Is it possible to make income while working in a field that honors your natural talents, strengths, and gifts? Are you ready to leave traditional employment and open yourself up to a world of purpose-filled work and endless possibilities? There can be both pleasure and profit in doing work you love. When you step outside of your comfort zone and find work uniquely suited to you, you become Jobless.

