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89. Introversion, Rebuilding Networks & Awkward Moments | Ask OhHeyCoach24 Jan 202600:13:59
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, connection, and provision, offering grounded coaching for listeners who want to stay connected without forcing themselves into spaces, behaviors, or strategies that don't fit who they are.

This Week's Coaching Focus

This Ask OhHeyCoach episode centers on:

  • Rebuilding relationships after time and distance

  • Navigating networking as an introverted or energy-protective person

  • Releasing guilt, apology loops, and transactional pressure

  • Understanding networking as a long-term practice, not a crisis response

  • Creating provision through consistency, generosity, and proximity

Listener Questions Answered in This Episode

1. "How do I reconnect with someone after years of silence without it feeling awkward or transactional?"
Ronnie reframes awkwardness as a natural gap — not a failure — and encourages listeners to lead with honesty, specificity, and humanity instead of apologies or immediate asks. Reconnection doesn't require justification; it requires presence.

2. "I'm introverted, and networking events drain me. How do I build a strong network without forcing myself into spaces that don't work for me?"
This response dismantles the myth that networking must be loud, extroverted, or performative. Ronnie shares why many introverts are exceptional network builders — through depth, intentionality, small groups, asynchronous connection, and even creating their own spaces.

3. "What if I realize I've been 'not working' instead of networking for years and my network has gone cold? Is it too late to build provision now?"
Ronnie answers this question with clarity and compassion: it's never too late — but it does take time. She encourages listeners to start with proximity, rebuild trust through generosity and consistency, and remember that most people are more forgiving than we imagine.

Key Coaching Takeaways ✍🏾

✔️ Awkwardness is not a stop sign — it's a transition point
✔️ You don't need to apologize for silence to reconnect
✔️ Introversion is not a networking disadvantage
✔️ Depth beats volume every time
✔️ Provision is built through relationships tended over time
✔️ Generosity and goodwill rebuild trust faster than urgency

Reframing Networking

Throughout the episode, Ronnie reframes networking as:

  • Connection, not collection

  • Stewardship, not extraction

  • Consistency, not intensity

Networking doesn't require a personality change. It requires alignment with how you best build and sustain relationships.

This Week's Invitation ✨

Choose one small action:

  • Reach out to one person you've been thinking about

  • Send a note with no agenda

  • Re-engage a relationship with honesty and warmth

  • Offer support, insight, or generosity without expectation

Connection compounds when practiced consistently.

What's Ahead

Next week, we enter the final week of the January Intensive, focused on designing on purpose — including negotiation, decision-making, provision, and knowing when to stay, grow, or pivot from a place of strength rather than desperation.

Links & Resources 🤎

📝 Ask OhHeyCoach:
Have a question you'd like answered on a future episode?
Submit it here:
👉🏾 https://form.typeform.com/to/ja89DHpT

📩 Join the OhHeyMonday Newsletter:
Weekly reflections, tools, and grounded leadership guidance.
👉🏾 www.ohheyjoin.com

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

📬 Contact:
info@ohheycoach.com

Final Thought ✨

Network in ways that honor who you are — and tend the relationships that already matter.

Thank you for your questions, your honesty, and for staying in the work.
I'll see you Monday for our final week. 🤎

88. Networking vs. Not Working23 Jan 202600:29:04
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, access, and provision.

This is a grounded, honest conversation about how opportunity actually moves — and why tending relationships before you need them matters more than ever in today's shifting professional landscape.

What You'll Learn in This Episode:

✔️ Why "opting out" of networking is no longer a neutral posture
✔️ The difference between networking and not working
✔️ How most opportunities actually come to fruition
✔️ Why proximity matters more than volume
✔️ The role relationships play in provision, protection, and momentum
✔️ How to activate the network you already have
✔️ Why networking isn't a crisis response — it's a practice

The Core Truth: Opportunity Moves Through People

Ronnie shares a powerful personal reflection: across her entire career, nearly every meaningful role, promotion, and opportunity came through relationships — not applications.

Not because of strategy or hustle, but because of:

  • Proximity

  • Conversations

  • Reputation

  • People saying her name when she wasn't in the room

This episode makes clear: your network doesn't just carry you when things are good — it carries you when things shift.

Networking vs. Not Working ✍🏾

Ronnie defines not working as:

  • Waiting to be remembered

  • Assuming people still know what you do

  • Believing past work will speak on your behalf indefinitely

  • Telling yourself, "If it's meant for me, it'll come"

  • Staying silent to avoid discomfort

While understandable, this posture often leads to stalled momentum — especially as industries restructure, roles compress, and access becomes more relational than procedural.

The Data Backs This Up 📊

Ronnie references compelling research that confirms what many have experienced firsthand:

  • Up to 85% of jobs are filled through networking

  • Roughly 70% of roles are never publicly posted

  • Employee referrals account for 30–50% of hires

  • Most opportunities are filled through personal and professional connections

This episode isn't motivational — it's realistic.

Proximity vs. Periphery: A Critical Distinction

Ronnie introduces a key framework:

Proximate Network
People who know your work, character, and receipts.
They're more likely to advocate, protect, and connect you.

Peripheral Network
More distant connections, future collaborators, or lapsed relationships.
These often require more intentional nurturing.

The insight: most people try to go wide when they actually need to go deeper.
Immediate leverage lives in proximity. Future leverage lives in the periphery.

Networking as a Stakeholder Ecosystem

This episode reframes networking as stakeholder management, not card-collecting.

A stakeholder is anyone who:

  • Impacts your work or outcomes

  • Is impacted by your decisions

  • Holds influence or power in your ecosystem

Ronnie explains how mapping stakeholders by interest and influence helps you:

  • Focus your energy

  • Reduce overwhelm

  • Be strategic without being transactional

  • Stop feeling guilty about not "keeping up with everyone"

Always Be Connecting (ABC)

Ronnie introduces her ABC principle — not "always be closing," but:

Always Be Connecting

Connection can look like:

  • Sharing insight or gratitude

  • Mentoring or advocating

  • Offering support or introductions

  • Showing up consistently

  • Being present and memorable

Influence is built through frequency, integrity, and relevance — not volume or noise.

Three Actions to Take This Week ✨

1. Reach Out to Someone Proximate
Send a text, email, or voice note with no agenda.
"Thinking about you. How are you?" is enough.

2. List Your Key Stakeholders
Name five people who matter most to your current work or next move.
Write down how you're actively tending those relationships.

3. Practice Goodwill
Make one introduction. Advocate for someone not in the room.
Share an opportunity — without keeping score.

These small acts compound into real provision over time.

What Gets in the Way — and How to Move Through It

Most people don't struggle with networking because they don't care.
They struggle because of:

  • Overwhelm

  • Lack of planning

  • Waiting until crisis

The invitation here is simple: build consistently, before you need it.

Looking Ahead

Tomorrow is Ask OhHeyCoach Friday, where Ronnie responds directly to listener questions from this week and beyond.

If this episode stirred something for you — you're not alone.

Links & Resources 🤎

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

📩 Join the OhHeyMonday Newsletter:
Weekly reflections, tools, and grounded leadership guidance.
👉🏾 www.ohheyjoin.com

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

📬 Contact:
info@ohheycoach.com

Final Thought ✨

Networking isn't about collecting people.
It's about cultivating relationships. You don't need to overhaul everything. You just need to stay connected to the people who matter.

You're not doing this alone.
I'll see you tomorrow. 🤎

 

79. Updating Your Weekly Operating System08 Jan 202600:22:37
Episode 79: Updating Your Weekly Operating System

The Career Clinic Podcast

Host: Ronnie Dickerson Stewart

Episode Overview

Welcome to Day Four of The Career Clinic January Intensive.

In this episode, we bring the work of the week together and zoom in on the most practical question of all:
How are you actually setting up your weeks?

Rather than starting each week in reaction mode, this conversation introduces a simple, repeatable rhythm for designing your time with intention. You'll learn how to create a Weekly Operating System that helps you prepare instead of scramble, protect what matters most, and show up grounded and resourced — even in high-pressure seasons.

At the center of this episode is a practice I use personally and with my clients: the Mission Control Meeting.

What You'll Learn in This Episode:

✔️ Why preparation matters more than productivity
✔️ How to stop letting your calendar "take you away"
✔️ What a Weekly Operating System actually looks like in practice
✔️ How to design your week around alignment, not urgency
✔️ Why consistency beats perfection when building sustainable rhythms

The Core Practice: The Mission Control Meeting ✍🏾

A Mission Control Meeting is a 30–45 minute weekly check-in you run for yourself (or with your team) to prepare for the week before it gets away from you.

This meeting isn't about creating a longer to-do list. It's about designing your week around three essentials — what I call the Three B's.

The Three B's of Your Weekly Operating System

1. Big Rocks
Your big rocks are the 3–5 things that deserve your best time, energy, and attention this week. These might include deep work, meaningful conversations, rest, health, or time with people you love.

If it's not on your calendar, it's not real.

2. Boundaries
Boundaries are the decisions you make to protect what matters — regardless of what others are doing. They might include meeting limits, communication cutoffs, protected focus time, or guardrails around people or situations that drain your energy.

You can't control whether others respect your boundaries, but you can control whether you hold them.

3. Buoyancy
Buoyancy is what keeps you out of the red zone and grounded in the blue zone — where creativity, clarity, and connection live. This might include movement, laughter, rest, music, nature, or intentional pauses.

Don't wait until you're drowning to look for a life raft. Be your own.

How to Run Your Mission Control Meeting 🙌🏾

Set aside 30–45 minutes once a week (same day, same time if possible) and ask yourself:

  1. What are my big rocks this week?

  2. What boundaries do I need to protect them?

  3. What will help me stay buoyant and grounded?

Block the time. Make it recurring. Keep it simple. This one practice can save you hours of spinning and overwhelm.

Links & Resources 🤎

📝 Ask OhHeyCoach (Ask, Oh Hey Coach Fridays):
Submit your questions for Friday's Q&A episodes — I read every one.
👉🏾 https://form.typeform.com/to/ja89DHpT

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

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

📬 Contact:
info@ohheycoach.com

What's Coming Next

Tomorrow is Ask OhHeyCoach Friday, where I'll answer the questions you've been WAITING to ask a coach.

Final Thought ✨

A weekly pause to prepare can change how you experience every other hour of your week. Block the time. Run your Mission Control. Design your week on purpose.

I'll see you tomorrow. 🤎

 

78. Clarifying Your Capacity07 Jan 202600:29:57
Episode 78: Clarifying Your Capacity

The Career Clinic Podcast

Host: Ronnie Dickerson Stewart

Episode Overview

Welcome to Day Three of The Career Clinic January Intensive.

In this episode, we shift from intention to infrastructure and take an honest look at capacity — not as a vague feeling, but as something that can be designed, protected, and managed with clarity.

Too often, we move through our weeks and years reacting to what lands on our calendars, mistaking busyness for value and availability for capacity. This conversation invites you to slow down, zoom out, and design the year ahead from a place of truth — not pressure, urgency, or other people's expectations.

This is about reclaiming your energy so you can show up fully for what actually matters.

What You'll Learn in This Episode:

✔️ Why capacity is about energy, not just time
✔️ How reacting to your calendar creates burnout and resentment
✔️ What "marquee moments" are and why they should shape your year
✔️ How to plan buffers before and after demanding seasons or events
✔️ How to identify time leaks and misaligned commitments
✔️ A practical framework for reducing friction in your day-to-day life

Tool #1: Identify Your Marquee Moments ✍🏾

Instead of starting with goals or to-do lists, this episode asks you to look at your year as a whole.

Marquee moments are the events, milestones, projects, and experiences that matter most — professionally and personally. These might include major work engagements, travel, launches, conferences, celebrations, or family milestones.

Your first task is to:

  • Identify your marquee moments for the year

  • Block them on your calendar now (even tentatively)

  • Add buffers before and after to allow for preparation, presence, and recovery

This is how you prevent the year from getting ahead of you.

Tool #2: Track Your Time for One Week

Most people think they know where their time goes — until they track it.

For one week, document how you actually spend your time. Then categorize each activity as:

  • High value (energizing or moving you forward)

  • Neutral (necessary but not energizing)

  • Low value (draining or misaligned)

This is not about judgment. It's about awareness. You can't protect or redesign what you can't see.

Tool #3: The Four D's Framework

Once you spot friction or time leaks, this episode introduces a simple decision-making tool to help you reset:

  • Delegate – Transfer responsibility where appropriate

  • Divest – Reduce energy spent on something that no longer requires the same investment

  • Dump/Delete – Fully release what no longer serves you

  • Dream – Reimagine a commitment or situation entirely

This framework helps move your energy from friction to flow.

This Week's Easy Win: Friction → Frictionless 🙌🏾

Choose one commitment or situation currently creating friction.

Ask yourself:

  • Which of the Four D's applies here?

  • What would become possible if I made this shift?

One decision. One action. One step toward reclaimed capacity.

Links & Resources 🤎

📝 Ask OhHeyCoach (Ask, Oh Hey Coach Fridays):
Submit your questions, reflections, or capacity challenges to be answered in an upcoming episode.
👉🏾 https://form.typeform.com/to/ja89DHpT

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

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

📬 Contact:
info@ohheycoach.com

What's Coming Next

Tomorrow, we'll build on this work by updating your weekly operating system — ensuring your week is designed to serve you, not the other way around.

Final Thought ✨

Capacity isn't about doing more or doing things perfectly. It's about having the energy to show up for what matters most — and designing your days in a way that honors that truth.

I'll see you tomorrow.

77. Reconfirming What You Require06 Jan 202600:28:55
Episode 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:

  • Professional and personal

  • Big and small

  • 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.

76. Putting the Year to Bed + Our January Intensive Begins Today05 Jan 202600:27:42
Episode 76: Putting the Year to Bed | The January Intensive Begins

The Career Clinic Podcast

Host: Ronnie Dickerson Stewart

Episode Overview

Welcome to Episode 76 and the official kickoff of The Career Clinic January Intensive.

This episode sets the foundation for the month ahead and invites you to do something most people skip entirely: pause long enough to actually process the year you just lived.

January often rushes us straight into fixing, planning, and performing. But before we build new systems or set new intentions, we need space to reflect, extract truth, and close the year with intention. This episode guides you through a simple but powerful audit designed to help you clear cognitive debt, ground yourself, and move forward with clarity rather than reactivity.

Think of this month as being in daily community with me—less than 30 minutes a day, real tools, real reflection, and support for you as a whole human.

What You'll Learn in This Episode:

✔️ Why processing must come before planning
✔️ How to avoid carrying unfinished emotional and cognitive "tabs" into a new year
✔️ Why reflection creates steadiness in seasons of change
✔️ How this January Intensive will build week by week
✔️ A client-tested reflection tool you can use in under 10 minutes

The Four Reflection Questions from This Episode ✍🏾

Take your time with these. Pause the episode, write them down, and answer them honestly.

  1. What were your most trying or friction-filled moments of 2025?

  2. What brought you the most joy or ease in 2025?

  3. Where or when did you feel most like yourself in 2025?

  4. What is the most significant or consequential lesson you learned in 2025?

Links & Resources 🤎

📩 Join the OhHeyMonday Newsletter:
Get my reflections, tools, and insights straight to your inbox every Monday.
👉🏾 www.ohheyjoin.com

📝 Ask OhHeyCoach (Ask, Oh Hey Coach Fridays):
Submit your question for the January Intensive and it may be featured in an upcoming episode.
👉🏾 https://form.typeform.com/to/ja89DHpT

🤝🏾 Let's Work Together!
If you're a leader or organization looking for executive coaching, leadership development, or career design support, we'd love to partner with you.
👉🏾 www.ohheycoach.com

📬 Want to Connect?
Email us at info@ohheycoach.com

Final Thought 

Not properly closing a year you couldn't wait to leave is like leaving a document downloading forever in the background. It drains energy, clouds clarity, and creates unnecessary cognitive debt.

This month is your invitation to pause, reflect, and reset — with intention, support, and community.

I'll see you tomorrow. 🤎

75. 2026 Vision + Why Community, Access, and Service Matter More Than Ever15 Dec 202500:30:21
2026 Vision & Expansion: Why Community, Access, and Service Matter More Than Ever | The Career Clinic Podcast

Host: Ronnie Dickerson Stewart

Episode Overview

In this final episode of The Career Clinic Podcast for the year, Ronnie pulls back the curtain on what's ahead—for the podcast, for OhHeyCoach, and for the people navigating an increasingly uncertain world of work.

Against the backdrop of industry disruption, layoffs, and shifting economic realities, this episode is both a reflection and a recommitment. Ronnie shares why Serve, Serve, Serve is her guiding theme for 2026, what she's learned while writing her debut book, and how she's expanding access to leadership and career support through new and returning community offerings.

This conversation is for anyone rethinking their relationship with work, craving real community, or seeking steadier ground as they design what's next.

Career Clinic_ 2026 Vision and …

What You'll Learn in This Episode:

✔️ Why marketplace disruption hits harder than headlines—and what people actually need in moments of career upheaval
✔️ How community, companionship, and access are becoming essential career resources
✔️ The behind-the-scenes reality of writing a book while running a sustainable business
✔️ Why Ronnie recalibrated her business model around capacity, integrity, and seasonality
✔️ The difference between accessible resources and effective support—and why that gap matters
✔️ What's returning in 2026 (The Collective) and what's launching brand new (The Career Clinic Community)
✔️ How "Serve, Serve, Serve" shows up as a philosophy, not a marketing line

Links & Resources:

📩 Join the OhHeyMonday Newsletter: Get updates, early access, and community drops first—every Monday. Sign up at www.ohheyjoin.com

🎧 Listen to The Career Clinic Podcast: Catch up on past episodes wherever you stream podcasts.

🤝 Work With OhHeyCoach: Learn more about executive coaching, leadership development, and upcoming community offerings at www.ohheycoach.com

📬 Contact the Team: Reach us at info@ohheycoach.com

🔥 If this episode resonated, share it with someone in your circle who could use community, clarity, or support right now—and tag me on LinkedIn or Instagram (@ohheycoach).

💡 Final Thought:
You don't have to navigate uncertainty alone. Community isn't a luxury—it's infrastructure. And in 2026, we're building more of it.

74. Partners-in-Shine: The Unfiltered Truth About Making Work & Life Work w/Chris Stewart05 Sep 202500:53:09

Partners in Shine: The Unfiltered Truth About Making Work & Life Work w/ Chris Stewart

🎧 Episode Overview In this special episode, Ronnie is joined by her husband Chris Stewart for an unfiltered conversation about what it really takes to make work and life work in a household with careers, business and a busload of kiddos. Chris pulls back the curtain on their systems, boundaries, and logistics that keep their entrepreneurial and corporate athlete household functioning. From 5:45 AM wake-ups to quarterly family summits, they're sharing the unfiltered truth about thoughtful partnership and intentional family design.

🎙️ Want to be a guest on The Career Clinic Podcast? Submit your interest here: bit.ly/careerclinicguest

📩 Join the OhHeyMonday Community: Get weekly resources, insights, plus suprise and delight at www.ohheyjoin.com

Let's Work Together! Explore executive coaching or Learning & Development Experiences for your organization and team at www.ohheycoach.com

🔥 Loved this episode? Share it and tag @ohheycoach on LinkedIn or Instagram.

💡 Final Thought: "Everything always works out in the end... As long as you keep putting one foot in front of the other." – Chris Stewart

#PartnersInShine #WorkingParents #FamilySystems #Entrepreneurship #Partnership #WorkLifeIntegration #FamilyPlanning #CareerClinicPodcast #ThoughtfulPartnership #ExecutiveCoaching

73. Boundaries, Breakthroughs & Becoming: The Growth Mindset Career & Life w/ Jessalin Lam31 Jul 202500:40:37

Boundaries, Breakthroughs & Becoming: The Growth Mindset Career & Life w/ Jessalin Lam
Coach, Author, Mom & Founder of Transform & Thrive

🎧 Episode Overview

In this episode, Ronnie is joined by Jessalin Lam—coach, author, speaker, mom, and founder of Transform & Thrive. Jessalin opens up about her journey from toxic workplaces to empowered pivots, and how embracing a growth mindset helped her design a boundary-conscious, limitation-free career and life.

From navigating motherhood to launching new platforms like her YouTube series and newsletter, Jessalin shares practical insights and personal reflections on creating space for joy, alignment, and impact. This episode is for anyone ready to build their career and life with intention, courage, and curiosity.

✅ What You'll Learn in This Episode:

✔️ How to lead and live with a growth mindset
✔️ Why boundaries matter—and how to create them with intention
✔️ How Jessalin is designing a limitation-free career after toxic workplaces
✔️ Provocations for navigating motherhood, leadership, and personal reinvention

🔗 Links & Resources:

Transform & Thrive Show on YouTube: Watch here
Joy of Jessalin Newsletter: Subscribe on LinkedIn
Connect with Jessalin: Follow on LinkedIn

🎙️ Want to be a guest on The Career Clinic Podcast?
We're always looking to highlight inspiring voices. Submit your interest here: bit.ly/careerclinicguest

📩 Join the OhHeyMonday Community: Get my insights straight to your inbox every Monday at www.ohheyjoin.com.

Let's Work Together! Explore executive coaching, leadership development, or career design strategy at www.ohheycoach.com.

Questions? Email us at info@ohheycoach.com.

🔥 Loved this episode? Share it and tag @ohheycoach on LinkedIn or Instagram.

💡 Final Thought: "You want to be in places that celebrate you—not just tolerate you." – Jessalin Lam

 

#GrowthMindset #CareerDesign #BoundariesMatter #LeadershipDevelopment #WomenInLeadership #WorkingMoms #TransformAndThrive #JoyOfJessalin #ExecutiveCoaching #LifeByDesign #CareerClinicPodcast #SelfLeadership #WholeLifeLeadership #CoachLife

72. Impact, Intention & Shifting the Script - featuring Jason Rosario, Founder, The Lives of Men17 Jul 202500:50:41
Impact, Intention, and Shifting the Script | The Career Clinic Podcast

Host: Ronnie Dickerson Stewart
Guest: Jason Rosario, Founder of The Lives of Men

Episode Overview

We're kicking off The Career Clinic Conversations series with a powerful dialogue on identity, wellness, and redefining masculinity. In this episode, Ronnie is joined by Jason Rosario—founder of The Lives of Men, creator of The ManUScript program, and a longtime champion of mental wellness and intentional living for men.

Jason shares how he shifted from a career in finance to founding a platform rooted in healing, purpose, and impact. Together, Ronnie and Jason explore how masculinity intersects with leadership, mental health, cultural expectations, and community—and how men can begin to rewrite the scripts they've been handed.

Whether you're a leader navigating life and legacy, parenting, or someone doing the inner work to grow into a more whole human—you'll find resonance, insight, and actionable perspective in this conversation.

Explore Jason's Work:

🌐 The Lives of Men
🎧 The Hey Jason Podcast
📺 Dear Men: Yahoo! Original Series
💼 Connect with Jason on LinkedIn

Keep the Conversation Going:

📬 Join the OhHeyMonday Newsletter: A weekly check-in for leaders, creators, and career-builders who want to grow with intention. Sign up at www.ohheyjoin.com

🎙️ Rate + Review + Subscribe:
If this conversation moved you, let us—and others—know. Your reviews help more listeners discover the voices and ideas shaping work and life in bold new ways.

🪑 Want to be a guest on the show?
Apply here: Guest Application Form — we just might see you in the guest chair soon.

71. We're So Back14 Jul 202500:24:52

After a long hiatus, we're back and ready to evolve The Career Clinic Podcast into a new era. In this candid, unedited episode, I share why I stepped away, how my business OhHeyCoach has grown, and the exciting news that I just completed my debut book manuscript (61,770 words!) set to launch Fall 2026.

 Most importantly, I'm introducing "Career Clinic Conversations" - a new interview-focused format airing on Thursdays that will feature voices doing work and life uniquely, exploring the real intersections between career and life beyond traditional strategy. 

I'm so excited about the road ahead!

Resources & Links

📧 Join My Newsletter Community: www.ohheyjoin.com
🎤 Be a Guest: https://form.typeform.com/to/mtMHdpRt

Welcome back to The Career Clinic Podcast - we're so back! 

70. Future-Proofing You, Inc.31 Jan 202500:32:57

In this episode of The Career Clinic Podcast, we're diving into a conversation that is more important now than ever: Future-Proofing You, Inc. With the business landscape shifting rapidly—record reorgs, layoffs, and strategic pivots—it's never been more critical to take full ownership of your career and ensure you're set up for long-term success.

Your job? It's a situationship. And whether you've accepted that truth or not, the key to stability is realizing that you work for YOU, Inc. The company you work for is just one of your revenue streams. You are the product, the strategy, and the future. So, how do you ensure that YOU, Inc. remains solvent and positioned for longevity?

I'm sharing a Micro Playbook for protecting your career, securing your options, and ensuring that no matter what happens in the broader market, you remain in control.

What You'll Learn in This Episode:

✔️ How to read the room in your company and understand the signals of change
✔️ How to read your own room and assess where your work adds value—or exposes vulnerabilities
✔️ The importance of playing the "What's the Worst That Could Happen?" game
✔️ Why you need "incase-ance" (not just insurance!) across financial, network, and skill-building pillars
✔️ How to build your executive team for career and financial stability
✔️ Why trusting your gut is one of your most valuable assets

If you've ever wondered how to actually future-proof your career and make sure you're in control—this episode is for you.

Links & Resources:

📩 Join the OhHeyMonday Newsletter: Get my insights straight to your inbox every Monday! Sign up at www.ohheyjoin.com.

🤝 Let's Work Together! If you're a leader or organization looking for executive coaching, leadership development, or career design strategies, we'd love to partner with you. Learn more at www.ohheycoach.com.

📬 Want to Connect? Reach out to our team at info@ohheycoach.com.

🔥 If you loved this episode, share it with a friend and tag me on LinkedIn or Instagram (@ohheycoach)! Let's keep this conversation going.

💡 Final Thought: You, Inc. is your only true job security. Build it, protect it, and lead it with intention.

87. Executive-Level Visibility21 Jan 202600:35:56
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 strategic asset — one that ensures your name is in the room (even when you aren't), your value is understood by decision-makers, and your career currency remains spendable through transitions, restructures, and market shifts.

What You'll Learn in This Episode:

✔️ Why your work has never truly "spoken for itself" — and what actually does
✔️ The difference between default visibility and designed visibility
✔️ Why visibility is a form of career provision and protection
✔️ How internal and external visibility work together
✔️ What career currency is — and how visibility makes it usable
✔️ The real reasons high-performing leaders avoid visibility
✔️ Practical steps to intentionally curate executive-level visibility

The Core Truth: Visibility Creates Provision

Ronnie introduces a powerful reframe: visibility is not about attention — it's about access.

Access to:

  • Opportunities you didn't know existed

  • Advocacy when you're not in the room

  • Agency to choose what's next instead of waiting to be chosen

  • Protection during restructures, freezes, or leadership compression

In today's hybrid, distributed, and increasingly parasocial work environment, decisions about your career are often made by people who don't interact with you regularly — if at all. Visibility ensures your impact is understood beyond proximity.

Default vs. Designed Visibility

This episode introduces a critical distinction:

Default Visibility

  • Based on title, tenure, company brand, or proximity

  • Passive and circumstantial

  • Fragile during disruption

Designed Visibility

  • Intentional, strategic, and aligned with your goals

  • Curated by you

  • Sustainable through change, transition, and market shifts

Ronnie challenges listeners to ask honestly:
Am I visible by default — or am I designing my visibility?

Internal Visibility: The Often-Missed Lever

Many leaders assume internal visibility will "take care of itself." This episode names why that's risky.

Internal visibility includes:

  • Being known by skip-level and senior leaders

  • Cross-functional partners understanding your strategic value

  • Decision-makers being able to articulate why your work matters

Ronnie explains how leaders can be beloved by their teams yet invisible three levels up — and why that gap often shows up during promotions, restructures, and succession conversations.

External Visibility: Creating Options Beyond Your Role

External visibility ensures opportunity is not dependent on your current employer.

This includes:

  • Industry reputation

  • Recruiters, boards, and partners knowing your name

  • Being associated with a point of view or expertise

  • Creating mobility, leverage, and choice

The magic isn't either/or — it's both internal and external visibility working together.

Career Currency & Why Visibility Makes It Spendable

Ronnie introduces the concept of career currency — the trust, expertise, results, relationships, and impact you've been building for years.

The key insight:
Currency only has value if people know you have it.

Without visibility:

  • Your expertise can't be converted

  • Your impact remains invisible

  • Your receipts go unused

Visibility is what makes your currency spendable.

Why Visibility Feels Hard (and How to Reframe It)

Ronnie names the most common blockers:

  • It feels self-promotional

  • You're too busy doing the work to talk about the work

  • You don't know where to start or what to say

  • Social platforms feel performative or inauthentic

The reframe: visibility isn't about ego — it's about stewardship.
Stewardship of your work, your people, your ideas, and your future.

A Practical Visibility Framework 📝

1. Audit Your Current Visibility
Who knows you?
Who knows what you do?
Where are the gaps?

2. Define What Visibility Needs to Get You
Promotion? Mobility? Protection? Options? Clarity here drives strategy.

3. Build Internal Visibility Intentionally

  • Get in front of decision-makers

  • Translate work into business impact

  • Cultivate skip-level relationships

  • Use internal channels thoughtfully

  • Document and share wins strategically

4. Build External Visibility Selectively
Choose a reach/frequency model that fits your goals and capacity.
One platform. One practice. Consistency over volume.

5. Make Visibility Routine, Not a Project
Small, weekly actions compound. Systems create sustainability.

This Week's Invitation

Choose one:

  • Connect with one internal stakeholder

  • Share one insight publicly

  • Raise your hand for one opportunity

Do not overthink it. Do not wait for perfect timing.

Looking Ahead

Tomorrow's episode continues Week Three with a conversation on Networking vs. Not Working — and why many leaders unintentionally limit opportunity through how they network.

Links & Resources 🤎

📝 Ask OhHeyCoach:
Submit questions on visibility, networking, or leadership for future episodes:
👉🏾 https://form.typeform.com/to/ja89DHpT

📩 Join the OhHeyMonday Newsletter:
Weekly insights, tools, and grounded leadership guidance.
👉🏾 www.ohheyjoin.com

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

📬 Contact:
info@ohheycoach.com

Final Thought ✨

Visibility isn't about being louder.
It's about ensuring your impact is known, valued, and protected.

You've earned your currency.
Now make it usable.

I'll see you tomorrow. 🤎

69. Are They Playing In Your Face? Here's How To Tell23 Jan 202500:32:50
Episode Title: Are They Playing in Your Face? Here's How to Tell

In This Episode:
This week, we're breaking down something that might hit close to home: how to know when a company—or even a leader—is "playing in your face." If you're unfamiliar with that phrase, it's simply recognizing when someone or something is behaving in a way that sits outside of integrity, and in the worst cases has a negative impact on you and your career experience. 

Once you hear this, you can't un-hear it—and that's the point. Our goal? To arm you with the knowledge and tools to recognize these patterns in real-time so you can act accordingly.

This episode is for leaders who want to stay sharp, protect their energy, and operate from a place of integrity—because once you recognize the game, you'll never let it play you again.

Resources to stay connected: 
  • Want to support leaders in your company or on your team as they navigate the workplace and build brilliant careers in the process? Visit www.ohheycoach.com to connect 
  • Stay in the know (and in community via our weekly OhHeyMonday Newsletter) by joining the OhHeyCoach Insiders List: www.ohheyjoin.com 
68. Reminder (Again) Your Job Is A Situationship08 Jan 202500:21:23
Episode 68. Reminder: Your Job is a Situationship – And That's Okay

Episode Summary:
Welcome to another episode of The Career Clinic Podcast! Today, I'm bringing you a timely reminder: Your job is a situationship—and that's okay. This topic is near and dear to my heart because the way we view and engage with work has a profound impact on how we navigate our lives.

As we enter a year full of cultural shifts, economic changes, and organizational pivots, it's more important than ever to step back, take a breath, and get clear about the nature of our work relationships. Companies invite us into their missions—not to build around ours. And while they may care about their people, their ultimate focus is their bottom line and impact. This reality doesn't make them "bad," but it does call for us to remain clear-headed and intentional about how we engage.

In this episode, I break down why jobs are situational partnerships, how to balance your goals with the needs of your employer, and what it looks like to show up as the CEO of "You Inc." This isn't about demonizing work or companies—it's about reminding you to protect your agency, set boundaries, and align your work with the life you want to live.

What You'll Learn in This Episode:

  • Why your job is a partnership, not your identity.
  • How companies invite you into their mission but rarely ask about your goals—and what that means for your career strategy.
  • The importance of reading the seasons and rhythms of organizations to make empowered career decisions.
  • Why it's critical to start every role with clarity about where your interests overlap and where they don't.

Key Takeaways:

  1. Your job is one chapter in your life's book—not the whole story.
  2. Companies have their own goals and intentions. Your challenge is to align with them while staying true to your own mission.
  3. Be intentional about what you give and take from any work relationship—and always know when it's time to pivot.

Key Quote:
"Every role and every job is a partnership—a situationship. Be intentional about the value you bring and the value you extract. And don't lose sight of the bigger picture: your life, your goals, and your agency."

Links and Resources:

Let's Stay Connected:
If this episode spoke to you, share it with a friend or colleague who might need this reminder! Subscribe, leave a review, and let's keep the conversation going. Thank you for joining me on The Career Clinic Podcast!

67. We're Back + 2025 Jumpstart01 Jan 202500:38:11

After nearly a year-long hiatus, The Career Clinic Podcast is back! In this episode, I'm pulling back the curtain on 2024—a year of recalibration, realignment, and growth. We're diving into the real stories behind the metrics, sharing lessons from a year of leadership, legacy-building, and intentional choices.

Whether you're navigating your own career pivot, reflecting on personal and professional wins, or thinking ahead to what's next, this episode is packed with insights to inspire your journey.

What to Expect in This Episode:
  • Why pausing the podcast was a strategic decision to listen, recalibrate, and align with purpose.
  • Leadership lessons from balancing parenting, partnership, and entrepreneurship.
  • How intentionality led to surpassing long-term business goals ahead of schedule.
  • The power of stepping back to step forward—personally and professionally.
  • A sneak peek into what's coming in 2025, including my first book project and a fresh mix of podcast episodes blending solo teaching and conversations with inspiring leaders.
Key Takeaways:
  • The importance of intentional pauses in leadership and career development.
  • How to balance personal legacy goals with professional milestones.
  • Why aligned choices—whether in partnerships, parenting, or work—are the key to sustainable growth.
Join the Journey:

This episode marks the start of an exciting new chapter for The Career Clinic Podcast! By the end of 2025, you'll have access to a curated library of coaching resources, leadership insights, and tools designed to help you thrive in your career and beyond.

Stay connected for more leadership and career insights:

 

66. I'm Divesting This Year & You Can Too26 Feb 202400:24:16
 

In this episode of The Career Clinic Podcast, host Ronnie Dickerson Stewart invites you to explore the concept of divestment as a tool for more intentionally designing how you spend your time. 

As we navigate the intricacies of work and life, Ronnie introduces divesting as a provocative approach to achieving clarity and purpose: 

In this episode:

  • Redefine Success: You will learn to identify what in your life and career merits your time and energy. It's a compelling call to embrace the things that matter most and to release the rest.

  • Strategic Simplification: Ronnie shares her personal divestment journey, offering an intimate glimpse into the powerful outcomes of letting go. Her narrative will empower you to consider similar bold moves in your life.

  • Impactful Choices: You will be challenged to think critically about your current commitments. Ronnie provides actionable steps to ensure that your professional and personal life align with your deepest values.

Mentioned in the episode:

  • OhHeyCoach Insiders Newsletter: Join the OhHeyCoach Insiders community and gain exclusive insights and resources by subscribing at www.ohheyjoin.com.

  • Partnership Opportunities: If your organization is seeking partnership for impactful learning, coaching, or consulting, contact us at info@ohheycoach.com.

  • Social Connection: Follow the journey and stay updated with Ronnie & OhHeyCoach on Instagram at @ohheycoach and @ronniedickersonstewart.

You won't want to miss this episode if you're ready to clear the way for what's truly important. It's time to divest from the noise and invest in your journey to fulfillment. Tune in, reflect, and take the bold steps towards the life you deserve

65. The Truth About Hot Takes vs. Thought Leadership01 Nov 202300:17:36

In this episode of the Career Clinic Podcast, host Ronnie Dickerson Stewart delves into the intriguing juxtaposition of thought leadership versus the rise of "hot takes" in our fast-paced shiny-object-syndrome world.

The episode sheds light on the allure of hot takes, which prioritize immediacy over thoroughness, potentially leading to oversimplified or misguided viewpoints.

In this episode: 

  • We explore the common desire for thought leadership and the misconception that it solely involves public-facing platforms like social media.
  •  Ronnie emphasizes that true thought leadership can manifest in various forms, even within internal or professional spaces.
  • We underscore the importance of prioritizing value, depth, context, and thoughtful analysis over quick reactions.
  • Ronnie warns against the erosion of collective critical thinking and the silencing of genuine thought leaders in the midst of "hot take" culture.
  • Listeners are encouraged to reflect on their consumption habits and how they show up in the world, particularly in their workplaces.
  • Ronnie shares a powerful example of a quiet thought leader making a significant impact during a meeting, highlighting the value of curated, well-thought-out insights.

Mentioned in the episode..visit:

www.ohheychallenge.com to join the 5-Day Back to Basics Challenge launching November 6th

www.ohheyjoin.com  to subscribe to the OhHeyCoach Insiders Newsletter

 www.ohheycollective.co  to join the waitlist for The Collective Powered by OhHeyCoach.

 If you are an organization interested in partnering for learning, coaching, or consulting, email info@ohheycoach.com.

Follow OhHeyCoach & Ronnie on Instagram: www.instagram.com/ohheycoach or www.instagram.com/ronniedickersonstewart 

 

 

64. The Critical Importance of Building Your A-Team28 Sep 202300:11:28

In this episode of The Career Clinic Podcast, we discuss the critical importance of building your accountability team. A team that has a vested interest not simply in where you are now but in where you're headed. 

We love to stay connected with our community beyond the show. If you're not on our OhHeyCoach Insiders List, join us: www.ohheyjoin.com 

63. Embracing Lifestyle Automation & AI? Hear Me Out28 Sep 202300:17:18

In this episode of The Career Clinic Podcast, we're sharing practical ways you can leverage lifestyle automation and AI to build more capacity into your days and week to help support your life and leadership. 

In the episode, we mention: 

Project 333

Motion 

Also, we'd love to hear how you're leveraging A.I. or lifestyle automation tactics to build more capacity and drive more impact. Have tips, hacks, or considerations? Email us: info@ohheycoach.com and we may feature you on a future show. 

 

We love to stay connected with our community beyond the show. If you're not on our OhHeyCoach Insiders List, join us: www.ohheyjoin.com 

 

62. How to Design A Personal Planning Retreat22 Sep 202300:28:08

On this episode of The Career Clinic Podcast, we share 10 simple steps you can take to design your own personal planning retreat. 

In this episode, we mention The 12 Week Year and Day Use as resources to support you! 

As always, we love to stay connected beyond the show. If you've not done so yet, join our Insider's Community to be the first to hear about amazing resources and opportunities to support your personal and professional development: www.ohheyjoin.com 

Be sure to rate, review, and of course share this podcast with your network! 

61. You Are the Blueprint: Defining Life Work Harmony on Your Terms22 Sep 202300:14:28

On this episode of The Career Clinic Podcast, we explore and debunk the notion that there is an exact, prescriptive method and way to work or live that you MUST follow to achieve success in your industry, career, or life in general. 

 

As always, we love to stay connected beyond this show. Be sure to join our mailing list for all The Career Clinic and OhHeyCoach Insider goodies weekly: www.ohheyjoin.com 

Be sure to rate, review, and share this podcast with your network! 

 

 

 

 

60. Addressing the "P" Word: Productivity05 Sep 202300:37:48

There is significant research and discourse surrounding the conflation of productivity with hustle culture and its potential toxicity. 

Hustle culture often promotes the idea of constant busyness, overwork, and sacrificing personal well-being for the sake of productivity. This can lead to burnout, stress, and negative impacts on mental and physical health. 

In this episode, we unpack the "P" word, why so many leaders and executives are impacted by it, and alternatives for having a better relationship with it. 

Join the OhHeyCoach Insiders Mailing List: www.ohheyjoin.com

Join the Waitlist for our private group coaching programs for leaders and executives, The Collective: www.ohheycollective.co

Visit our website or email us to learn more about how we can partner with you or your organization: www.ohheycoach.com or  info@ohheycoach.com

 

86. Your Voice: Your Most Important Asset20 Jan 202600:20:24
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 organizations, teams, and clients, yet hesitate when it comes to advocating for themselves, sharing their expertise, or naming what they want and deserve.

Your voice is not a soft skill. It is a strategic asset — one that creates opportunity, alignment, provision, and choice over time.

What You'll Learn in This Episode:

✔️ What it really means to use your voice beyond "speaking up"
✔️ Why leaders often underuse their voice on their own behalf
✔️ How institutional roles can unintentionally mute self-expression
✔️ The cost of silence in your career and life
✔️ Why expertise without voice leads to invisibility
✔️ How voice creates leverage, visibility, and optionality

The Core Idea: Your Voice Creates Opportunity

This episode makes one thing clear: your voice is how opportunity finds you.

Ronnie reflects on her own career journey — from corporate leadership to entrepreneurship — and names a powerful truth: the same skills that help you rise inside institutions are the skills that create possibility when you step outside of them.

When the institutional veil disappears, what remains is you — your perspective, your experience, your point of view. Learning to use your voice without hiding behind a brand, title, or role becomes essential.

Your voice is how you:

  • Identify problems and advance solutions

  • Advocate for scope, compensation, and resources

  • Share earned expertise

  • Create new roles and pathways

  • Build credibility and long-term visibility

When Your Voice Goes Quiet ✍🏾

Ronnie names a hard truth with care: silence has a cost.

When you don't use your voice, you may:

  • Stay invisible

  • Remain in roles that no longer fit

  • Be overlooked or under-resourced

  • Miss opportunities you are fully qualified for

In a moment where generic content is everywhere, earned perspective and lived expertise matter more than ever.

A Provocation to Sit With

Why are you acting like you're new to this — when you're true to this?

This episode invites listeners to examine how they may be:

  • Waiting for permission to speak

  • Softening expertise to avoid standing out

  • Deferring to louder voices with less experience

  • Playing smaller than their actual capacity

You don't need permission to name what you know.

The Voice Audit 📝

Ronnie offers a simple reflection exercise:

  1. Where am I holding back my voice or expertise?

  2. What is it costing me — personally or professionally?

  3. What might change if I used my voice more fully?

The goal isn't performance. It's awareness.

Looking Ahead

Tomorrow's episode builds on this foundation as we move into visibility — specifically, how leaders build visibility that supports provision, opportunity, and sustainability.

Voice comes first.
Visibility ensures it reaches the right places.

Links & Resources 🤎

📝 Ask OhHeyCoach:
Have a question you'd like answered on a future episode?
Submit it here:
👉🏾 https://form.typeform.com/to/ja89DHpT

📩 Join the OhHeyMonday Newsletter:
Weekly reflections, tools, and grounded leadership guidance.
👉🏾 www.ohheyjoin.com

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

📬 Contact:
info@ohheycoach.com

Final Thought ✨

You are not new to this. You are true to this. Your voice has already carried you far — and it will carry you forward, if you let it.

I'll see you tomorrow. 🤎

59. Feel That? It's A New Season05 Sep 202300:17:16

We're thrilled to join you in walking into a new season of The Career Clinic Podcast. This one is filled with delightful exchanges, tough lessons, and a heaping dose of transparency. 

Please remember to leave a review, follow, or subscribe to the podcast so you never miss an episode. 

Links mentioned in the show and all the ways for us to stay connected are below: 

 

(Un)Learning Space: https://unlearningspace.org/contact-us

Join the OhHeyCoach Insiders Mailing List: www.ohheyjoin.com

Join the Waitlist for our private group coaching programs for leaders and executives, The Collective: www.ohheycollective.co

Visit our website or email us to learn more about how we can partner with you or your organization: www.ohheycoach.com or  info@ohheycoach.com

58. Fact: You Weren't Meant to Navigate This Career Season Alone01 May 202300:35:13

In this episode of The Career Clinic Podcast, we share the #1 thing you need to know about the sticky, tricky middle part of your career...and it's this: You weren't meant to navigate this career season alone!

In the episode, we announce and share more information about our membership community, The Collective powered by OhHeyCoach. 

Applications to join will be available until May 5th, 2023 via www.ohheycollective.co 

In the meantime, stay in touch via our newsletter, www.ohheyjoin.com, or via Instagram, www.instagram.com/ohheycoach 

 

 

57. Behind the Scenes: Celebrating a Year of Full-Time Entrepreneurship03 Apr 202300:23:30

In this special episode, go behind the scenes with host and coach Ronnie Dickerson Stewart as she shares personal, family, and business reflections  +  celebrates a full year since moving from part-time into a full-time role leading her Career Navigation and Executive Leadership Development company, OhHeyCoach (www.ohheycoach.com) 

Join our insider's email list to get a dose of joy and community in your inbox to start your week via our OhHeyMonday Newsletter: www.ohheyjoin.com

To join us in celebrating this week, tag www.instagram.com/ohheycoach to share your well-wishes! 

As always, to learn more about OhHeyCoach and our offerings, visit www.ohheycoach.com

 

56. Navigating the Sticky, Tricky Middle Part of Your Career ft. Lindsay Yellin27 Mar 202300:37:44

On this episode of The Career Clinic Podcast powered by OhHeyCoach, we have a special guest, Lindsay Yellin, Founder of Yellin Coaching.

Lindsay is back in the guest chair for the third time. And this time, we're sharing the inside track on our own experiences navigating the sticky, tricky middle parts of our career (which, spoiler alert, we happened to do so in part, together) as well as tools, tips, and considerations for listeners who are now navigating the same phase in their career. 

At the end of this episode, Lindsay and I share information about a project our companies have collaborated to develop, an offering called The Bridge - a cohort-based learning and coaching experience designed specifically for women navigating the most critical stage of their career - the middle! 

 

To connect with  and learn more about working with Lindsay, visit www.yellincoaching.com

To learn more about The Bridge, email info@ohheycoach.com 

Also, join our insider's email list to get a dose of joy and community in your inbox to start your week via our OhHeyMonday Newsletter: www.ohheyjoin.com 

As always, to learn more about OhHeyCoach and our offerings, visit www.ohheycoach.com 

To stay connected between episodes, follow us on Instagram: www.instagram.com/ohheycoach 

55. Is Your Brain on Overdrive Daily? Consider This27 Mar 202300:15:42

In this episode of The Career Clinic Podcast, I share tips for counteracting those moments when your brain is on overdrive and you need to reset! 

I can't wait for you to dig in.

 

And beyond listening, I want us to stay connected. Here's how: Join our OhHeyCoach Insiders Newsletter List to receive our weekly OhHeyMonday Note - it's the most beautiful way to kick off your week: www.ohheyjoin.com.

 If you've not done so already, let's connect via social on Instagram (www.instagram.com/ohheycoach) and LinkedIn (www.linkedin.com/ronniedickersonstewart).

If you are an individual or represent an organization, and you'd like to hear more about opportunities to work with me, or partner with our team at OhHeyCoach, feel free to send us an email: info@ohheycoach.com

54. How to Perform Your Own Quarterly Retrospective15 Mar 202300:14:40

In this episode of The Career Clinic Podcast, I share a quarterly practice that helps keep my clients and me grounded, focused on their goals, in check with their boundaries, and in alignment with their highest priorities.

I can't wait for you to dig in. And beyond listening, I want us to stay connected. Here's how: Join our OhHeyCoach Insiders Newsletter List to receive our weekly OhHeyMonday Note - it's the most beautiful way to kick off your week: www.ohheyjoin.com.

 If you've not done so already, let's connect via social on Instagram (www.instagram.com/ohheycoach) and LinkedIn (www.linkedin.com/ronniedickersonstewart). I

f you are an individual or represent an organization, and you'd like to hear more about opportunities to work with me, or partner with our team at OhHeyCoach, feel free to send us an email: info@ohheycoach.com

53. Is Integrity On The Table?06 Mar 202300:17:48

In this episode of The Career Clinic Podcast, we discuss an essential factor in healthy, productive work relationships and circumstances - integrity. 

I can't wait for you to dig in. And beyond listening, I want us to stay connected. Here's how:  Join our OhHeyCoach Insiders Newsletter List to receive our weekly OhHeyMonday Note - it's the most beautiful way to kick off your week: www.ohheyjoin.com.

  If you've not done so already, let's connect via social on Instagram (www.instagram.com/ohheycoach) and LinkedIn (www.linkedin.com/ronniedickersonstewart).

 If you are an individual or represent an organization, and you'd like to hear more about opportunities to work with me, or partner with our team at OhHeyCoach, feel free to send us an email: info@ohheycoach.com 

52. Delighted & Excited for What's Ahead27 Feb 202300:19:09

We're excited and delighted about what's ahead for The Career Clinic Podcast in 2023!

From more guest interviews to deeper dives into specific career topics, we can't wait to share what's in store for our listeners.

Subscribe to the podcast on your favorite platform to ensure you never miss an episode. If you want even more career insights, join our OhHeyCoach Insiders List at www.ohheyjoin.com for a delightful non-spammy treat in your inbox each week via our OhHeyMonday Weekly Email.

You can also check out the video version of this episode on our YouTube channel https://www.youtube.com/@ronniedickersonstewart

And last but not least, connect with us on Instagram at www.instagram.com/ohheycoach. We love it when our listeners slide into our DMs about our episodes or what they'd love to hear more about in future episodes! Thanks for tuning in, and we'll see you next time!

51. Understand YOUR Requirements Then Act Accordingly14 Nov 202200:31:02

On this episode of The Career Clinic Podcast, we reprise and update one of our most popular episodes (Episode #2: What Do YOU Require?") 

"What do you require?" is one of the foundational questions we ask OhHeyCoach clients before we dive into our coaching engagements. In this episode, you will find tools to help you self-coach by asking this and a few other provocative questions. 

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Are you on The List? Don't forget to join The OhHeyCoach Insider's List. This is where and how you'll always receive OhHeyCoach goodies + careen navigation and leadership resources. JOIN US NOW

50. 5 Things You MUST Consider When Choosing a Coach07 Nov 202200:22:18

Choosing a coach is simple, but choosing the right coach for YOU requires intention. 

In this episode, we share the 5 Things You MUST Consider When Choosing A Coach. 

Reminder, on November 15th, we are hosting a special live event where we will share and teach YOU the bespoke OhHeyCoach Goal-Setting Method. This event is FREE, and you can register HERE

Also, remember you will hear about all the resources, news, and events when you join the OhHeyCoach Insiders List HERE

 

85. Crews, Calendars, and Self-Commitment | Ask OhHeyCoach16 Jan 202600:24:52
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 isn't about doing more. It's about designing systems, supports, and commitments that reflect your actual reality — and then honoring them with integrity.

This Week's Coaching Focus

Throughout this episode, Ronnie addresses how to:

  • Close the gap between what you say matters and what your calendar reflects

  • Move forward without certainty through testing and learning

  • Assemble support without over-engineering or awkwardness

  • Rebuild self-trust through small, kept commitments

  • Release guilt and self-judgment in favor of honest design

Listener Questions Answered in This Episode

1. "My calendar is telling on me."
A listener shares that while they say health, rest, and boundaries matter, none of those priorities show up on their calendar — leading to guilt and self-doubt. Ronnie reframes this as a design issue, not a character flaw, and offers a grounded approach to rebuilding self-trust through evidence, not intention.

2. "I overthink everything — even small tests."
This question explores perfectionism and analysis paralysis. Ronnie names overthinking as a form of self-protection and introduces a gentler reframe: moving from "Is this the right decision?" to "Is this safe enough to test?" Action becomes possible when learning, not certainty, is the goal.

3. "I know I need a crew, but asking for help feels awkward."
A listener asks how to build support without it feeling transactional or forced. Ronnie normalizes the discomfort of vulnerability and emphasizes that most meaningful support starts awkward — and honest. A human ask, not a polished one, is often all that's needed.

4. "Where do I even start with assembling a crew?"
This question names the overwhelm of coordinating people and securing buy-in. Ronnie reminds listeners that a crew is not built all at once. Support grows incrementally, starting with identifying one gap and inviting in one person or resource that can help lighten the load.

Key Coaching Takeaways ✍🏾

✔️ Your calendar provides feedback — not judgment
✔️ Self-trust is built through small promises kept
✔️ Testing replaces perfection as the path to progress
✔️ A crew carries you and carries things with you
✔️ Support does not need to be perfectly coordinated to be effective
✔️ Alignment grows through honest, incremental change

What This Episode Reinforces
  • You don't need a new planner to change your life — you need an honest one

  • You don't need certainty to move — you need permission to learn

  • You don't need a massive support system — you need intentional support

  • You don't need to do this alone

This episode ties together the practical and emotional realities of designing a year that reflects what actually matters.

Looking Ahead

Next week, we begin Week Three of the January Intensive, focused on provision through visibility, voice, community, and connection — and how showing up with clarity (not performance) creates opportunity.

Links & Resources 🤎

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

📩 Join the OhHeyMonday Newsletter:
Weekly reflections, tools, and grounded leadership guidance.
👉🏾 www.ohheyjoin.com

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

📬 Contact:
info@ohheycoach.com

Final Thought ✨

Alignment doesn't come from big declarations.
It comes from honest design, supportive systems, and small promises kept.

Thank you for your questions, your trust, and for showing up for yourself this week.
I'll see you next week. 🤎

 
49. Yes Your Employer Can and Should Fund Your Unique Development Needs31 Oct 202200:13:20

Reminder: Join the OhHeyCoach Insiders Mailing List 

On this week's episode, we have a strong bias toward action! Your employer can and should support your unique development needs. Now is the time to ask questions to ensure your development needs are accounted for in 2023 budgets. 

Want to know how? Listen in! 

 

 

48. Its Time to Design Your 2023 Learning & Experience Plan21 Oct 202200:18:38

I'm knee-deep in refining my plans for 2023 (after spending the last several months in planning mode). One of the foundational elements of my annual plan is the development of a custom Learning & Experience Ecosystem designed for my bespoke personal and professional growth areas.

In this episode, we dig into why you need to create a Learning & Experience Plan for yourself NOW...And how to fund! 

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While you're here, do not forget to join The OhHeyCoach Insiders List: linktree.com/ohheycoach

We want to be more connected, and joining the list is the first step to getting access to all the fantastic resources we have in store for our OhHeyCoach community.

To learn more about all of our exceptional offerings, visit www.ohheycoach.com

47. What if We Asked for Health? Ft. Lydia Mercer10 Oct 202200:30:35

This is an extraordinary episode of The Career Clinic Podcast. It is rooted in honesty, transparency, and truth. It was inspired by a private conversation between friends, which has become a way of better living. We're sharing this with you in hopes that it might have a similar impact. 

We have an exceptional person in our guest chair, Lydia Mercer, Founder of The (Un)Learning Space.  Lydia's transparency and wisdom make this episode one that will live in my heart and mind for years (I've already listened to it more than seven times). 

You can learn more about Lydia and her team's work or connect directly by visiting  https://unlearningspace.org/

And while you're hanging out in the show notes, don't forget to add your name to the OhHeyCoach Insiders list: linktree.com/ohheycoach 

 

 

46. Sometimes WE Are Our Possibility Models07 Oct 202200:12:04

This week's episode is inspired by a note from one of our listeners! This question is also one I've had to sort multiple times over the course of my career. 

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While you're here, do not forget to join The OhHeyCoach Insiders list.

We want to be more connected, and joining the list is the first step to getting access to all the fantastic resources we have in store for our OhHeyCoach community. 

To learn more about all of our exceptional offerings, visit www.ohheycoach.com 

45. Are You In Command & Control or Force Multiplier Mode?30 Sep 202200:17:08

This episode is centered on the #1 question I've asked my most senior executive coaching clients over the past hectic year. 

Take a listen and answer the question for yourself. 

While you're here, do not forget to join The OhHeyCoach Insiders list.

We want to be more connected, and joining the list is the first step to getting access to all the fantastic resources we have in store for our OhHeyCoach community. 

To learn more about all of our exceptional offerings, visit www.ohheycoach.com 

 

 

44. Climb the Ladder or Take the Bridge: The Choice is YOURS22 Sep 202200:14:02

There are 6.8 MILLION Google results for the phrase "climb the corporate ladder". In fact, much of what we are taught about success in corporate spaces is predicated on the idea that the climb is the focal point. 

What if there were another option? Another tool? 

In this episode, we discuss the ladder and the bridge as tools. Above that, we reflect on the fact that YOU have the AGENCY to choose and use either or both. 

Remember to join the OhHeyCoach Insider List here!

43. That Friction You're Feeling? Its Growth Season14 Sep 202200:12:16

'Tis (always) the season for stretching, learning, and GROWING! 

In this episode, we talk about the realities around the friction you may experience in growth season! 

Also, we share a reminder to join our OhHeyCoach Insider mailing list. All the resources, support, and career development TEA...you'll get it there first. 

Want to connect with Ronnie and the OhHeyCoach Team directly: email info@ohheycoach.com 

 

 

 

42. The Career Clinic Homecoming | Welcome Back08 Sep 202200:11:07

We're back with new energy and a new season of serving each of you. 

What a time it has been resetting and reconfiguring OhHeyCoach and this podcast! 

The biggest news is that since we last connected, your host Ronnie Dickerson Stewart is a full-time entrepreneur. 

Want to stay connected and get the latest & greatest updates (even before you hear them here)? Join the OhHeyCoach Insider List - we promise, it's totally worth your while! 

Want to connect with the OhHeyCoach team? Email info@ohheycoach.com. 

We can't wait to connect with you! 

41. Behind the Scenes Update & Happy 202211 Feb 202200:33:09
In this episode of The Career Clinic Podcast, we go behind the scenes with host, Ronnie Dickerson Stewart, to discuss what's new in the world of The Career Clinic Podcast, life, and all things related to kicking off 2022 the right way! 

In this episode, we remind people to join the OhHeyCoach email list (this is where all the goodies are shared first): https://linktr.ee/ohheycoach

Ronnie shares a small bit about the richness of 2021, including her exploration into e-commerce via an Etsy Shop: https://www.etsy.com/shop/TheFactsandFeelsCo

She gives a nod to an amazing podcast she's loving right now: https://podcasts.apple.com/us/podcast/welcome-to-the-most/id1607212730

Finally, we share a reminder to follow us on Instagram: https://www.instagram.com/ohheycoach/

40. Finish Strong18 Nov 202100:11:03
In this episode, we discuss 6 things you can do right now to finish the year strong! 

Let's stay connected: https://linktr.ee/ohheycoach

84. Assemble Your Crew15 Jan 202600:33:39
Episode 84: Assemble Your Crew

The Career Clinic Podcast

Host: Ronnie Dickerson Stewart

Episode Overview

Welcome to Day Four of Week Two of The Career Clinic January Intensive.

In Episode 84, we name a foundational truth that often gets overlooked in conversations about leadership, growth, and execution: we are not meant to do this alone.

This episode explores what it means to assemble your crew. Not just people who help you stay accountable to what you said you would do, but people and resources who carry you and carry things with you — and who hold you to your truth, not just your plans.

A crew supports execution, yes. But just as importantly, a crew supports alignment. They notice when your words and your well-being drift apart. They help you tell the truth about what's changing. And they walk alongside you as you grow and pivot.

What You'll Learn in This Episode:

✔️ Why carrying everything alone quietly erodes capacity and joy
✔️ What a crew is — and what it isn't
✔️ The difference between accountability and being held to your truth
✔️ Why support is a strategy, not a weakness
✔️ How crews carry you and carry things with you
✔️ Why every season of life benefits from intentional support

The Core Idea: A Crew Carries You — and Carries Things With You

A crew doesn't replace your agency or responsibility.

They carry you — emotionally, relationally, and energetically — when things feel heavy.
And they carry things with you — ideas, logistics, execution, and perspective — so you're not holding everything alone.

Just as important, a crew doesn't only hold you accountable to your to-do list.
They hold you to your truth.

They help you notice when:

  • What you said you wanted no longer fits

  • Your capacity has shifted

  • The season has changed

  • You need to pause, pivot, or renegotiate

We all need a crew — not to rescue us, but to walk alongside us.

What a Crew Can Include ✍🏾

A crew isn't limited to one role or relationship.

It can include a constellation of people and resources that support you in living and working with integrity and sustainability, such as:

  • Mentors who help you see around corners

  • Peers who understand your context

  • Accountability partners who check in consistently

  • People who celebrate you and ask honest questions

  • Experts with skills you don't have

  • Technology, AI tools, and systems that reduce friction

  • Contractors, assistants, childcare, and everyday support

Support doesn't only come in human form — and this episode invites you to widen your definition.

Examples of Crew in Action 🙌🏾

Ronnie shares lived examples of what intentional support can look like, including:

  • A leadership retreat that evolved into an ongoing accountability and support crew

  • Former MAIP interns who intentionally invested in group coaching and peer support as they advanced in their careers

  • Using AI and technology as part of a modern crew — without outsourcing core thinking

  • Hiring a virtual assistant during wedding planning to protect focus, capacity, and peace

Each example reinforces the same point: support is intentional, not accidental.

Common Hesitations — Addressed Honestly

This episode also names why many people hesitate to assemble a crew:

  • "I don't have time."
    Support reduces friction and unnecessary overextension.

  • "It feels awkward to reach out."
    Honest reconnection is usually welcomed.

  • "I don't want it to feel transactional."
    Healthy crews are reciprocal, not transactional.

  • "I'm already at capacity."
    That's often a signal that support would help.

How to Be a Good Crew Member

Crews work best when care flows both ways.

Being a good crew member includes:

  • Showing up consistently without overstimulation

  • Being clear about how you can support — or asking how

  • Celebrating wins and checking in during hard moments

  • Practicing reciprocity without scorekeeping

  • Treating paid support with respect and clarity

Strong crews are sustained through trust and mutual care.

Your Three Actions from This Episode ✨

1. Name Your Crew
List the people and resources currently supporting you.

2. Tend the Relationships
Choose one small action this quarter to nurture each connection — a check-in, thank-you, or practical update.

3. Invite Support In
Identify one additional person or resource that would support your next season and define the next step to engage them.

Links & Resources 🤎

📝 Ask OhHeyCoach:
Submit questions for Friday's Ask OhHeyCoach episode.
👉🏾 https://form.typeform.com/to/ja89DHpT

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

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

📬 Contact:
info@ohheycoach.com

What's Coming Next

Tomorrow's episode is Ask OhHeyCoach Friday, where Ronnie responds to questions submitted throughout the week.

Final Thought ✨

A crew doesn't just help you get things done.

They help you stay honest.
They help you stay aligned.
They help you keep going.

We all need a crew.

I'll see you tomorrow. 🤎

39. Forgot Balance... Focus on Career-Life Harmony10 Nov 202100:18:17
In this episode of The Career Clinic Podcast, we discuss the concept of career-life harmony instead of balance, and how you can embrace it! 

In our discussion, we reference a book I adore by Tiffany Dufu called Drop the Ball, along with a few other tactics and considerations for charting your career-life harmony journey. 

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Are we connected via social yet? If not, please follow @ohheycoach on Instagram. If the mood strike you, feel free to slide into my IG DMs and let me know your thoughts on this week's episode. 

 

38. Embracing Your NOT-To-Do List03 Nov 202100:35:15
In this episode of The Career Clinic Podcast, we dive deep into the art and practice of embracing your NOT-To-Do List! 

This episode was inspired by a thoughtful social post shared by the incomparable Michael Hyatt CEO of Michael Hyatt & Co. You can learn more about him and his work here: https://michaelhyatt.com/

Are we besties on social yet? If not, please give us a follow on Instagram, @OhHeyCoach. Or, if you have questions or want to connect directly, reach out to Ronnie: ronnie@ohheycoach.com 

 

37. If Not Now, Then When?30 Sep 202100:20:30
We are entering the final quarter of 2021 (wow that went so fast), and this episode is all about the path to deciding what's next! 

In the episode a mention a previous episode that you should check out: Don't Believe the Quit Your Job Hype 

And, I also encourage you to check out this foundational episode of The Career Clinic Podcast: What Do You Require? 

Please connect with us on Instagram: @ohheycoach 

Questions, feel free to email: info@ohheycoach.com 

 

36. Yes, September Should Totally Be Your Career New Year08 Sep 202100:26:43
September is hands down my favorite month of the year. Yes, I was born during the glorious month, but there is more to it than that --In this episode we share 5 reasons why September should totally be your career new year! 

IG: @ohheycoach

Email: info@ohheycoach.com 

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