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Episode 93: How to Know When to Go

The Career Clinic Podcast

Host: Ronnie Dickerson Stewart


Episode Overview

Welcome to Week Four — the final week — of The Career Clinic Podcast January Intensive Series.

In Episode 93, Ronnie tackles one of the most consequential career questions many people face: How do you know when it's time to go?

Not quitting reactively.
Not staying out of fear, loyalty, or inertia.
Not confusing a hard season with a finished one.

This episode offers a grounded, practical approach to discerning when a chapter is complete — and when what's actually required is a pause, reset, or renegotiation instead of an exit.


What You'll Learn in This Episode:

✔️ Why "stay or go" is rarely a simple yes/no decision
✔️ How to distinguish misalignment from normal discomfort
✔️ A practical framework to assess your current season
✔️ The difference between a Going Season and a Woahing Season
✔️ Why staying too long can quietly erode health and momentum
✔️ How to prepare for transitions without panic or urgency
✔️ What aligned leaving actually looks like


The Core Framework: Earning, Learning, Leveraging ✍🏾

Ronnie introduces a decision-making framework she uses frequently with coaching clients navigating inflection points.

Ask yourself three questions:

1. Am I earning?
Not just salary — but fair compensation, resources, respect, and support relative to the value you're creating.

2. Am I learning?
Are you still growing, stretching, or building skills that matter for your future?

3. Am I leveraging?
Is this role, leader, or organization creating momentum, credibility, or access for what's next?

If the answer is no to two or more, it's time to pause and evaluate — not panic, but pay attention.


When It May Be Time to Go

If earning, learning, or leveraging cannot be improved — even after conversations, negotiation, or boundary-setting — that's often a signal the season may be ending.

Going doesn't require immediate action.
It requires clarity.

Key questions include:

Leaving well is a process, not a reaction.


An Important Signal: Languishing 🤎

Ronnie names a signal that deserves serious attention: languishing.

This isn't a bad week or temporary fatigue. It's the slow loss of energy, clarity, and connection to yourself.

Languishing often costs:

No role is worth sustained erosion.


Going Season vs. Woahing Season

This episode adds nuance using Ronnie's Five Seasons Framework, with a clear distinction between Going Season and Woahing Season.

Going Season
A season of intentional preparation to leave — a role, organization, identity, or chapter that no longer fits.
The clarity here is steady and persistent, not emotional or reactive.

Woahing Season
A pause season.
Not leaving — but slowing down, repacing, restoring energy, resetting boundaries, or addressing overextension.

Woahing is about saying "Hold on", not "I'm done."
Leaving during a Woahing Season often means carrying the same patterns into the next chapter.


When Going Isn't Your Choice

Ronnie also addresses involuntary transitions — layoffs, restructures, and role eliminations.

Key reminders:

Preparation can include:


What Going Well Requires

If you're clear that it's time to go, this episode emphasizes three essentials:

Clarity
Know what you're moving toward — even if it's rest, recovery, or space.

Planning
Timeline, provision, and next steps matter.

Grace
Leaving is emotionally complex, even when it's right.

Aligned exits are thoughtful, not dramatic.


Listener Reflection 🤎

This week, complete an Earning, Learning, Leveraging audit.

Then ask:

Discernment is part of leadership. There's no rush.


Links & Resources 🤎

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