94. Side-Hustling, New Roles, Motivation | Ask OhHeyCoach
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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93. How to Know When to Go
The Career Clinic Podcast
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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92. Managing Your Stakeholders (Without Losing Yourself)
The Career Clinic Podcast
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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91. Negotiation as Self-Advocacy
The Career Clinic Podcast
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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90. Stop Waiting For Permission
The Career Clinic Podcast
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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89. Introversion, Rebuilding Networks & Awkward Moments | Ask OhHeyCoach
The Career Clinic Podcast
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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88. Networking vs. Not Working
The Career Clinic Podcast
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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87. Executive-Level Visibility
The Career Clinic Podcast
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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86. Your Voice: Your Most Important Asset
The Career Clinic Podcast
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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85. Crews, Calendars, and Self-Commitment | Ask OhHeyCoach
The Career Clinic Podcast
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 77: Reconfirming What You Require
The Career Clinic Podcast
Host: Ronnie Dickerson Stewart
Episode Overview
Welcome back to The Career Clinic January Intensive.
In Episode 77, we slow things down to examine one of the most foundational and overlooked questions in career and life design:
What do you require?
Not what you want.
Not what would be nice.
But what must be true for you to show up as your best, most grounded self in this season.
This episode invites you to name your requirements honestly, without judgment or performative restraint, and introduces a powerful framework I use with executive clients: your personal Rider. When you understand what you require, you gain clarity, permission, and a roadmap for aligned decision-making in 2026 and beyond.
What You’ll Learn in This Episode:
✔️ Why most people have never been asked what they truly require
✔️ The difference between requirements and preferences (and why it matters)
✔️ How unmet requirements create friction, burnout, and dissatisfaction
✔️ Why naming your requirements is not “rocking the boat” — it’s learning how to navigate it
✔️ How your requirements evolve with your season, capacity, and priorities
The Core Concept: Your Personal Rider
Borrowed from the entertainment world, a Rider outlines the conditions that must be true for a performer to show up at their best.
In this episode, you’ll learn how to apply that same thinking to your own life and career. Your Rider is not about being difficult or demanding. It’s about self-awareness, sustainability, and knowing what allows you to thrive.
Your Rider becomes a filter for decisions, opportunities, partnerships, and trade-offs — now and in the future.
Today’s Tool: 15 Minutes of Truth ✍🏾
Set a timer for 15 minutes and answer this prompt honestly and without editing yourself:
“To exist and operate as my best possible self in 2026, I require…”
List everything:
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Professional and personal
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Big and small
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Practical and emotional
Do not judge what comes up.
Do not worry about feasibility yet.
Naming your requirements does not mean demanding them tomorrow — it means telling yourself the truth.
Keep the list. Let it guide you. Let it protect you.
Links & Resources 🤎
📝 Ask OhHeyCoach (Ask, Oh Hey Coach Fridays):
Submit your questions, reflections, or aha moments — they may be featured in an upcoming Friday episode.
👉🏾 https://form.typeform.com/to/ja89DHpT
📩 Join the OhHeyMonday Newsletter:
Weekly reflections, tools, and grounded guidance delivered every Monday.
👉🏾 www.ohheyjoin.com
🤝 Let’s Work Together:
Executive coaching, leadership development, and career design for individuals and organizations.
👉🏾 www.ohheycoach.com
📬 Contact:
info@ohheycoach.com
What’s Coming Next
Tomorrow in the January Intensive, we’ll focus on clarifying your capacity — how to get real data about where your time and energy are actually going before you try to redesign anything.
Final Thought 🙌🏾
Naming what you require isn’t entitlement.It’s strategy. And it’s how sustainable, aligned lives and careers are built.
You’re allowed to have requirements. You’re allowed to honor them. And you’re allowed to design your life around them.
I’ll see you tomorrow.