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At the Crossroads of Security and Purpose: How to Decide Whether to Leave a Job That's Draining You



The Decision

You know that feeling... the quiet dread before the workweek begins, the sense of life slipping by in the name of a paycheck, the pull of something more meaningful that just won’t go away.


You’re not imagining it.

You’re not being ungrateful.

You’re standing at one of life’s most defining crossroads:


“Do I stay in this job I hate for the financial security, or do I make space to pursue the career I long for?”

There’s no one-size-fits-all answer, but there is a wise way to navigate this tension.



Navigating the Tension


Step One: Honor the Tension

Before making a decision, pause to honor what’s true:

  • You need financial stability.

  • You need a life that feels like yours.


This isn’t a failure. It’s a moment of awakening. It means your deeper self is stirring. The first act of wisdom is to stop judging yourself for being in this place and start listening to what the tension is trying to teach you.


Step Two: See Through Three Lenses

Think of your decision as a wilderness trail you’re mapping. Three vital landmarks can help guide your next steps:

  1. The Survival Lens: This is about your basic needs. What do you actually need to survive financially for the next few months? Not what your lifestyle expects, but what your core requires.

    • Try building a “Survival Budget” versus a “Comfort Budget” to clarify this.

  2. The Sustainability Lens: Ask yourself: “How long can I sustain this current job without significant cost to my mental, physical, or emotional health?” And: “Is the job draining me so much that I don’t have the bandwidth to grow something new?”

    • If it’s killing your spirit, it's unsustainable... period.

  3. The Soul Lens: What kind of life do you want to live? What kind of energy does your new career require from you?

    • If you zoomed out five years from now, which decision would make you proud—even if it scared you?


Step Three: Build a Canoe, Don’t Just Leap

You don’t need to leap recklessly. You can build a transition plan... a canoe that carries you across the uncertain waters from where you are to where you want to go.


This could look like:

  • Saving a “freedom fund” that gives you 3–6 months of space

  • Starting your new venture part-time while still employed

  • Exploring temp work, freelance gigs, or a part-time job as a bridge

  • Reducing hours or renegotiating duties at your current job

“I don’t have to leap blindly. I can cross wisely.”

Step Four: Remember What’s at Stake

Security matters.

But so does your aliveness.

A steady paycheck can be a gift—or a trap. The question is:

“Is the cost of staying greater than the risk of leaving?”
Time for a Change

You’re not just deciding about a job. You’re choosing who you’re becoming and whether you’re willing to trust yourself enough to follow that becoming.



Final Tools for Clarity

Here are a few practices that can help:

  • Mindfulness Check-In: Notice what fear is saying and invite curiosity in as well. What would a braver part of you suggest?

  • Future Self Visualization: Spend a few minutes imagining your life 2 years from now if you stay, and if you leave.

  • Talk it Out: Sometimes clarity comes not from advice, but from speaking your truth out loud to someone who listens well.


You’re not lost. You’re on the verge.

You don’t have to make the leap today, but you do need to start choosing yourself again.


With a clear plan, aligned decisions, and a deep belief in your own compass, you can move toward a life where both security and soul are honored.

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© Wayne Mylin & My Best Life Coaching LLC

My Best Life Coaching LLC
391 Wilmington Pike, Ste. 3, #238
Glen Mills, PA 19342
United States

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