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 yourself for opportunities that don't yet exist

• Doing more with less without burning out

• Building additional income streams responsibly

• Staying hopeful and steady in a difficult market

This episode isn't about quick fixes. It's about discernment, preparation, and sustainable forward movement.

What You'll Learn in This Episode:

✔️ How to make decisions when no option feels perfect ✔️ How to create opportunities instead of waiting for job postings ✔️ How to navigate "more work, fewer resources" without resentment ✔️ How to explore side income without jeopardizing your current role ✔️ Why motivation isn't enough — and what actually carries you through ✔️ How systems, community, and clarity support long-term momentum

Key Themes from This Episode

Decision-Making Without Certainty You won't always get clarity first. Often, clarity follows action — especially when you're honest about what you're optimizing for and the real cost of staying where you are.

Creating Opportunity Many of the best roles are built, not posted. Relationships, visibility, and specificity make it easier for others to support and advocate for you.

Capacity & Boundaries Doing more with less requires data, communication, prioritization, and boundaries. Silence and overextension are not sustainable strategies.

Side Hustles & Additional Provision Building another stream of provision requires awareness of contracts, conflicts of interest, discretion, and timing. Protection and patience matter.

Staying Steady in a Tough Market Motivation fades. Systems, inputs, community, and rest are what sustain you — especially when results take time.

A Note of Gratitude 🤎

If you listened to one episode or all of them — thank you.

Thank you for:

• Showing up for yourself

• Sharing this series with others

• Submitting thoughtful, honest questions

• Being part of this community

This January Intensive has been one of the most meaningful projects Ronnie has created, and your presence made it what it was.

What's Next for The Career Clinic Podcast

🎧 New episodes will drop weekly on Wednesdays.

There's also a possibility of adding a second weekly episode on Mondays — more to come on that.

The January Intensive will live here permanently, so revisit it anytime — and feel free to recommend it to someone who could use it.

Stay Connected 🤎

📩 Join the OhHeyMonday Newsletter Weekly reflections, tools, and leadership guidance delivered every Monday 👉🏾 www.ohheyjoin.com

🤝 Work With Ronnie / OhHeyCoach Executive coaching, leadership development, and career design 👉🏾 www.ohheycoach.com

📸 Follow on Instagram @ronniedickersonstewart @ohheycoach

💼 Connect on LinkedIn Ronnie Dickerson Stewart 👉🏾 https://www.linkedin.com/in/ronniedickersonstewart/

📝 Ask OhHeyCoach Submit questions for future episodes 👉🏾 https://form.typeform.com/to/ja89DHpT

Support the Podcast 🤎

If this series served you, please:

• Follow or subscribe to The Career Clinic Podcast

• Rate and review the show

• Share it with someone who could use it

These actions help the podcast reach more people who need grounded, honest career conversations.

Final Thought 🤎

You don't have to have everything figured out. You just have to stay connected — to yourself, to your people, and to what matters.

Thank you for starting the year here. I'll see you next Wednesday.