There comes a moment in your career when something shifts without you noticing.

One day you're the person asking the questions. The next, everyone is looking to you for the answers. And for many women, that's exactly when self-doubt gets the loudest.

In this conversation, Kate Coelho shares what it was like navigating that transition, why advocating for yourself matters just as much as doing great work, and how she's learned to trust herself even when her inner critic shows up.

We also talk about:
• Why "keep your head down and work hard" isn't enough
• The importance of advocating for yourself
• Balancing leadership, motherhood, and life outside of work
• Why growth and discomfort almost always arrive together

If you've ever wondered whether you deserve your seat at the table, this conversation is for you.

Pull up a chair, grab a drink, and join us Court-side.

Connect with Courtney
💛 LinkedIn: www.linkedin.com/in/courtneycheadley
💛 Learn more about Center Court Collective
🎙️ YouTube: www.youtube.com/@CourtneyHeadleyOfficial

About the Podcast

Court-side Conversations is a podcast about leadership, self-trust, and the moments that shape us.

Each episode features a candid conversation with remarkable women about the experiences that helped them trust themselves, navigate challenges, and move forward with confidence and integrity.

Hosted by Courtney Headley, founder of Center Court Collective.

New episodes released every other week.

What if the key to moving through self-doubt isn't fixing your weaknesses, but better understanding your strengths?

In this episode of Court-side Conversations, I sit down with my longtime friend Jocelyn, an HR leader with more than 15 years of experience across multiple industries.

We talk about:

• How Clifton Strengths changed the way she views herself and others
• Why asking for help is a strength, not a weakness
• The role self-doubt played when she first became a manager
• How she learned to leverage her natural talents instead of fighting against them
• Recognizing when it's time to leave a manager or environment that no longer serves you

Plus, you'll hear a few unexpected leadership lessons from Pitbull.

If you've ever questioned whether you're qualified, capable, or ready, this conversation is a reminder that you may already have more than you think.

Pull up a chair, grab a drink, and join us Court-side.

Connect with Courtney
💛 LinkedIn: www.linkedin.com/in/courtneycheadley
💛 Learn more about Center Court Collective
🎙️ YouTube: www.youtube.com/@CourtneyHeadleyOfficial

About the Podcast

Court-side Conversations is a podcast about leadership, self-trust, and the moments that shape us.

Each episode features a candid conversation with remarkable women about the experiences that helped them trust themselves, navigate challenges, and move forward with confidence and integrity.

Hosted by Courtney Headley, founder of Center Court Collective.

New episodes released every other week.

What if the people who seem the most confident are also questioning themselves behind the scenes?

In this episode of Court-side Conversations, Courtney sits down with Angelique Bui, a leader with more than 30 years of experience in corporate America, to talk about the self-doubt that followed her throughout her career, even when others saw her as confident, capable, and strong.

Angie shares what it was like leaving a company after 17 years, stepping into a completely new role, navigating intense imposter syndrome, and learning how to move forward anyway.

Together, Courtney and Angie explore:

• What imposter syndrome feels like
• The power of self-affirmation during moments of uncertainty
• Why learning to lead without authority matters
• How to quiet the noise when your inner critic gets loud
• Why giving yourself permission to make mistakes is so important

If you've ever looked successful on the outside while quietly questioning yourself on the inside, this conversation is for you.

Pull up a chair, grab a drink, and join us Court-side.

Connect with Courtney
💛 LinkedIn: www.linkedin.com/in/courtneycheadley

💛 Learn more about Center Court Collective

🎙️ YouTube: www.youtube.com/@CourtneyHeadleyOfficial

About the Podcast

Court-side Conversations is a podcast about leadership, self-trust, and the moments that shape us.

Each episode features a candid conversation with remarkable women about the experiences that helped them trust themselves, navigate challenges, and move forward with confidence and integrity.

Hosted by Courtney Headley, founder of Center Court Collective.

New episodes released every other week.

What happens when you stop trying to be perfect and start trusting yourself a little more every day?

In this episode of Court-side Conversations, Courtney sits down with one of her closest friends, Jamie King, for an honest conversation about career growth, self-doubt, motherhood, stress, confidence, and finding joy in the middle of real life.

Jamie shares what it looked like to leave a job without a plan, return to a workplace that truly felt like home, navigate leadership in male-dominated industries, and push herself through fears like public speaking.

This conversation is full of practical wisdom, humanity, laughter, and reminders that growth doesn’t always look polished. Sometimes it looks like standing up in meetings just to prove to yourself you can. 💛

In this episode, we talk about:

• Finding joy in everyday moments
• Building confidence over time
• Public speaking fears and how to move through them
• The power of supportive friendships and community

If you’ve been searching for a little bit more joy in your life…this one is for you.

Pull up a chair, grab a drink, and join us Court-side.

About the Podcast

Court-side Conversations is a podcast about leadership, self-trust, and the moments that shape us.

Each episode features a candid conversation with remarkable women about the experiences that helped them trust themselves, navigate challenges, and move forward with confidence and integrity.

Hosted by Courtney Headley, founder of Center Court Collective.

New episodes released every other week.

This episode is for the woman who feels like she has to change who she is to succeed.

I’m joined by Marlenne Johnson, someone I’ve known for years and deeply admire for her honesty and self-awareness.

We talk about what it actually looks like to navigate environments where you don’t feel like you belong… and the choice so many women face:

Do I play along…or stay true to myself?

Marlenne shares her journey through HR, from trying to fit into a male-dominated environment to making conscious decisions about who she wanted to be, even when it was uncomfortable.

This conversation is honest, grounding, and a reminder that:

• You’re not for everyone…and that’s okay
• Self-doubt doesn’t mean you’re doing it wrong
• Community matters more than we think
• And sometimes the real work is choosing yourself, over and over again

If you’ve been second-guessing yourself or wondering if you need to be different to move forward…this one is for you. 💛

Pull up a chair, grab a drink, and join us Court-side.

About the Podcast

Court-side Conversations is a podcast about leadership, self-trust, and the moments that shape us.

Each episode features a candid conversation with remarkable women about the experiences that helped them trust themselves, navigate challenges, and move forward with confidence and integrity.

Hosted by Courtney Headley, founder of Center Court Collective.

New episodes released every other week.

If you’ve been living in your head… second-guessing, overthinking, trying to “figure it out”… this episode is for you.

In this conversation, I’m joined by Ashley Watkins, a former teacher turned coach, who built her career not by following a plan… but by following what felt right.

We talk about what it actually looks like to trust yourself in real life. Not in theory.

Ashley shares how she makes decisions based on her gut, how her inner critic shows up as she builds her business, and why community has been one of the biggest shifts in quieting self-doubt.

We also get into:

• The moment you know you’ve disconnected from your intuition
• Why overthinking is often a sign you’re in your head, not your body
• The pressure to “have a plan” and what happens when you don’t
• The best and worst career advice she’s ever received
• Why “have more fun” might be more important than you think

This one is honest, grounded, and a reminder that you don’t need more strategy… you need to trust yourself enough to take the next step.

Pull up a chair, grab a drink, and join us Court-side.

About the Podcast

Court-side Conversations is a podcast about leadership, self-trust, and the moments that shape us.

Each episode features a candid conversation with remarkable women about the experiences that helped them trust themselves, navigate challenges, and move forward with confidence and integrity.

Hosted by Courtney Headley, founder of Center Court Collective.

New episodes released every other week.

This episode is for any woman who feels stuck… and knows something needs to change.

In this conversation, I sit down with my friend Allison “Allie” Germain to talk about fear, growth, and what actually keeps us from taking the next step.

We talk about:

• What it feels like to be in a role that doesn’t fit
• The difference between comfort and growth
• How fear shows up when you're thinking about change
• Why overthinking keeps you stuck
• And what it actually looks like to move forward anyway

At one point, Allie shares a line that stuck with me:

“If you’re not growing, you’re rotting.”

It’s simple. And it’s honest.

If you’ve been sitting in indecision, waiting to feel ready, or questioning whether you should make a move… this conversation will meet you right where you are.

Pull up a chair, grab a drink, and join us Court-side.

About the Podcast

Court-side Conversations is a podcast about leadership, self-trust, and the moments that shape us.

Each episode features a candid conversation with remarkable women about the experiences that helped them trust themselves, navigate challenges, and move forward with confidence and integrity.

Hosted by Courtney Headley, founder of Center Court Collective.

New episodes released every other week.

Some seasons of life don’t fit neatly into categories.

You’re not all in at work.
You’re not all in at home.
And no matter what you choose, it can feel like something is getting less of you.

In this episode, I sit down with one of my closest friends, Jessica Johns, to talk about what happens when your identity shifts, your priorities change, and the way you’ve always measured yourself no longer applies.

We talk about:

• the tension of motherhood and career
• learning to make decisions that don’t always make sense on paper
• and what it looks like to trust yourself when there’s no clear right answer

This one is especially for the moms.

Pull up a chair, grab a drink, and join us Court-side.

About the Podcast

Court-side Conversations is a podcast about leadership, self-trust, and the moments that shape us.

Each episode features a candid conversation with remarkable women about the experiences that helped them trust themselves, navigate challenges, and move forward with confidence and integrity.

Hosted by Courtney Headley, founder of Center Court Collective.

New episodes released every other week.