The Career Clinic Podcast
Episode 94: Side-Hustling, New Roles & Staying Motivated | Ask OhHeyCoach The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview Welcome to Episode 94 — and the final episode of The Career Clinic Podcast January Intensive Series 🤎. Over the last four weeks, we’ve spent intentional time together resetting, recalibrating, and strengthening how you approach work, leadership, provision, and agency as you move into the year ahead. This final Ask OhHeyCoach episode brings the series home with listener questions about: Knowing when to leave a role Positioning...
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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...
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Episode 92: Managing Your Stakeholders (Without Losing Yourself) 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. This week is focused on designing your career on purpose, with practical tactics you can apply immediately. In Episode 92, Ronnie tackles a topic that consistently trips up capable, thoughtful professionals: managing your stakeholders — without burning out, people-pleasing, or losing yourself in the process. This conversation reframes stakeholder...
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Episode 91: Negotiation as Self-Advocacy 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. This week centers on designing your career and life on purpose, and in Episode 91, Ronnie reframes negotiation as something far bigger than salary discussions or offer letters. This episode positions negotiation as self-advocacy — a posture and practice that helps create provision and margin across your work and life. Whether you’re staying put, stepping up, or preparing for...
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Episode 90: Stop Waiting for Permission 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. This week brings together the core themes of the series: agency, design, decision-making, and forward movement. In Episode 90, Ronnie names a pattern she sees repeatedly among capable, accomplished people: waiting for permission. Permission to apply. Permission to pivot. Permission to leave. Permission to want something different than what once made sense. This episode is a grounded...
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Episode 89: Introversion, Rebuilding Networks & Awkward Moments | Ask OhHeyCoach The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview Welcome to Ask OhHeyCoach Friday during Week Three of The Career Clinic Podcast January Intensive Series. In Episode 88, Ronnie responds to listener-submitted questions that get very real about networking fatigue, introversion, rebuilding dormant relationships, and the awkwardness that often comes with reconnecting — especially after long periods of silence. This episode builds directly on the week’s themes of voice, visibility,...
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Episode 88: Networking vs. Not Working The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview Welcome to Week Three of The Career Clinic Podcast January Intensive Series. In Episode 88, we take on a word that makes a lot of capable, thoughtful people tense up: networking. This episode reframes networking not as performative relationship-building or forced small talk, but as proximity, intention, and stewardship of relationships. Ronnie names why opting out of networking may feel safe or principled — yet at a certain point in your career, it quietly limits momentum,...
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Episode 87: Executive-Level Visibility The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview Welcome to Week Three of The Career Clinic Podcast January Intensive Series. In Episode 87, we continue this week’s focus on voice, visibility, and connection by going deeper into what Ronnie calls Executive-Level Visibility — the kind of visibility that creates provision, optionality, and stability in an increasingly uncertain and shifting professional landscape. This episode reframes visibility as more than posting online or being “seen.” Ronnie explores visibility as a...
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Episode 86: Your Voice: Your Most Important Asset The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview Welcome to Week Three of The Career Clinic Podcast January Intensive Series. This week, we shift our focus to voice, visibility, community, and connection — starting with the foundation of it all: your voice. In Episode 86, Ronnie leads a direct, honest conversation about why your voice — both literal and figurative — is one of your most important professional and personal assets. Many high-performing leaders are skilled at using their voices on behalf of...
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Episode 85: Crews, Calendars, and Self-Commitment | Ask OhHeyCoach The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview Welcome to Ask OhHeyCoach Friday and the close of Week Two of The Career Clinic January Intensive. In Episode 85, Ronnie responds to listener-submitted questions that bring this week’s themes together in real, lived ways — your calendar, your capacity, your crew, and your ability to keep commitments to yourself without guilt, perfectionism, or burnout. This conversation reinforces a central idea from the week: improving your say vs. do ratio...
info_outlineEpisode 90: Stop Waiting for Permission
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.
This week brings together the core themes of the series: agency, design, decision-making, and forward movement.
In Episode 90, Ronnie names a pattern she sees repeatedly among capable, accomplished people: waiting for permission.
Permission to apply.
Permission to pivot.
Permission to leave.
Permission to want something different than what once made sense.
This episode is a grounded conversation about reclaiming agency, understanding the cost of waiting, and learning how to move forward with intention — even when certainty isn’t available.
What You’ll Learn in This Episode:
✔️ Why permission rarely arrives — especially later in your career
✔️ How “being prudent” quietly turns into self-delay
✔️ The difference between strategic patience and stalled movement
✔️ Why certainty almost never comes before action
✔️ How external validation slowly erodes leverage
✔️ What it looks like to design your next chapter on purpose
Why We Wait for Permission
Ronnie breaks down common reasons people get stuck waiting:
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Wanting certainty before moving
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Seeking validation from others
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Believing there is a “right” way to want success
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Fear of undoing credibility already earned
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Feeling bound to past decisions
At a certain point, waiting stops being thoughtful — and starts limiting momentum.
The Real Cost of Waiting
This episode names what waiting often costs:
Time
Time spent waiting is time not spent building toward what matters now.
Opportunity
Movement creates learning. Waiting delays it.
Leverage
The longer you wait, the more approval starts to matter.
Agency
Over time, waiting teaches you to defer your own judgment — and that’s hard to reverse.
A Personal Story on Self-Permission
Ronnie shares her own experience leaving a successful corporate career to build OhHeyCoach — not impulsively, but intentionally.
She talks through:
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How long the decision took
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Why permission never came
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What planning actually looked like
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Why clarity followed action, not the other way around
The takeaway is practical: permission is something you give yourself — after thought, reflection, and design.
How to Stop Waiting and Start Designing ✍🏾
1. Name the Permission You’re Waiting For
Be specific. Vague waiting is harder to move through.
2. Ask: “What Would I Do If I Already Had Permission?”
This question surfaces clarity quickly.
3. Design the Thing You’re Waiting On
Draft the role, the pivot, the next chapter — even if it’s rough.
4. Identify the First Two Steps
Not the full plan. Just the next right moves.
What This Episode Is — and Isn’t
This is not a call to be reckless or impulsive.
It is a reminder that:
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Thoughtful decisions don’t require unanimous approval
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Readiness often follows movement
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You are allowed to evolve beyond old definitions
What’s Coming Next
The next episode continues this theme with a focus on negotiation as self-advocacy — reframing negotiation as a life skill, not just a workplace tactic.
Links & Resources 🤎
📩 Join the OhHeyMonday Newsletter
Weekly reflections, tools, and leadership guidance
👉🏾 www.ohheyjoin.com
📝 Ask OhHeyCoach
Submit a question for a future episode
👉🏾 https://form.typeform.com/to/ja89DHpT
🤝 Work With OhHeyCoach
Executive coaching, leadership development, and career design
👉🏾 www.ohheycoach.com
📬 Contact
info@ohheycoach.com
Final Thought 🤎
You don’t need permission to think clearly, plan thoughtfully, or move forward with intention.
You are allowed to decide — and design — what’s next.
I’ll see you in the next episode. 🤎