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PODCAST

The Glass Sessions

The Glass Advisory

The Glass Sessions is a light-hearted business podcast hosted by best friends Courtney and Lauren. After meeting in 2012 at their first jobs, they"ve grown into seasoned leaders and co-founders of The Glass Advisory, helping businesses scale their operations and guiding individuals in shaping meaningful, sustainable careers. Each episode offers honest takes, real stories, and practical insights on leadership, career growth, burnout, and reinvention. It’s the advice you didn’t know you needed from

business careers

All Episodes

00:56:31

Making The Move To Full-Time Freelancing with Julia...

The Glass Sessions ·

2025/08/13

Episode Summary:In this episode of The Glass Sessions, we sit down with Julia Halperin, an acclaimed arts and culture journalist, to unpack her leap from senior leadership roles at major arts publications to building a thriving career as a full-time freelance journalist and editor.Julia takes us behind the scenes of her transition - the freedom and flexibility, the financial realities, and the unexpected learning curves. She shares practical tips on building a client base, managing money, setting

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00:55:16

How to Get the Most Out of Your Entry-Level Job

The Glass Sessions ·

2025/08/06

Episode Summary:Starting at the bottom means you can only go up from there. In this episode, we break down how your early jobs can be more than stepping stones - they can be launchpads. Whether you're in customer service, admin, retail, or your first corporate role, your entry-level job is full of opportunities if you know how to use them. We talk about how to:Take advantage of no one expecting you to know anything alreadyBring the right attitudeBuild meaningful relationships with people who can

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00:58:47

Your Exit Plan: Getting Ahead of Layoffs or...

The Glass Sessions ·

2025/07/30

Episode Summary:In this episode of The Glass Sessions, Courtney and Lauren discuss our experience navigating the emotional and practical realities of layoffs and restructuring, and offer practical advice for anyone going through the same thing.We discuss:How do you spot early signs of instability at work?What steps should you take before things go south?When and how you should update your LinkedIn profile and resume, and start reaching out to your networkWe discuss how to stay financially prepared,

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00:51:56

Toxic Power Dynamics and Bullying at Work with Andy...

The Glass Sessions ·

2025/07/23

Episode Summary:This episode of The Glass Sessions podcast explores the trauma and business costs of workplace bullying, and how to cope with it. Join us to hear a powerful and deeply personal conversation with Andy Regal, a seasoned media executive turned outspoken advocate against workplace bullying.Andy opens up about his own experience navigating toxic leadership and high-pressure environments in major media organizations. He breaks down what bullying at work really looks like - from subtle

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00:42:48

Make The Most Of Your One-On-Ones

The Glass Sessions ·

2025/07/16

Episode Summary:In this episode of The Glass Sessions, we’re diving into one of the most underrated leadership tools: the one-on-one meeting. Whether you're a manager or an employee, these conversations can build trust, improve performance, and promote growth when done right.We share real stories along with practical advice on how to:Prepare for meaningful check-insBuild agendas that matterRecognize wins and give feedbackStrengthen communication and career developmentWe also answer a listener

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00:48:13

Stand Out As A Leader At Any Level

The Glass Sessions ·

2025/07/09

Episode Summary:If you have aspirations to grow your wealth, thinking like a leader will help you do that.On this episode of The Glass Sessions Podcast, Lauren and Courtney offer practical strategies that will help you build your position as a leader, regardless of your title. They share insights including: Understanding company goalsProcess documentation Supporting effective change managementBuilding cross-functional relationshipsMastering skip-level meetingsTimestamps:00:00 - Side Chat and what

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00:56:57

Mental Health Meets Career Hustle with Dr. Geena...

The Glass Sessions ·

2025/07/02

Episode Summary:From career pivots to burnout prevention, this conversation is filled with tips to navigate professional growth while protecting your mental health.Joining us is special guest Dr. Geena Guerrido, therapist and professor at Santa Ana College, who shares practical tools for setting boundaries, managing stress, and aligning your career with your values.We also dive into: What COVID changed about workplace expectationsHow to celebrate your career winsStrategies for supporting your mental

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00:43:30

Building Relationships In The Age of Remote Work

The Glass Sessions ·

2025/06/25

How do you actually connect with people when your “office” is a Slack thread and your meetings are a sea of floating heads?In this episode, Lauren and Courtney get real about the ups and downs of building meaningful relationships in remote-first workplaces. From awkward Zoom intros to making the most of in-person events, they share hard-earned lessons, personal stories, and tangible strategies that actually work.You’ll hear:Why your video presence matters more than you thinkHow to show up (without

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00:54:34

Navigating Conflict In The Workplace

The Glass Sessions ·

2025/06/18

Episode Summary:Conflict is inevitable in any workplace, but how we handle it can make all the difference in our growth, relationships, and reputation. In this episode of The Glass Sessions, Courtney and Lauren get candid about the moments when tensions rise on the job, and the strategies they’ve found most effective for navigating those situations with clarity, empathy, and professionalism.Whether you’re dealing with a difficult teammate, navigating feedback, or trying to hold your boundaries at

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00:58:58

How to Network Authentically with Joe Gilgoff of AG1

The Glass Sessions ·

2025/06/11

How do you feel about networking and the idea of building your professional relationships? Does it feel daunting? Anxiety-producing? Annoying? Tune into this episode of The Glass Sessions if you can relate. Courtney and Lauren have Joe Gilgoff of AG1 to discuss how he's built his professional career by investing in his network, and offers practical tips that make networking easy, fun and meaningful. Detailed Show Notes: theglassadvisory.com/theglasssessionspodcastTimestamps00:00 Side Chat and

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00:53:45

Make Your Work Schedule Work For You

The Glass Sessions ·

2025/06/04

Show SummaryIn this episode of The Glass Sessions, Courtney and Lauren dive into the real-life challenges of maintaining work-life balance, creating flexibility in your schedule and managing a packed calendar without losing your mind. From funny personal moments to serious conversations around setting boundaries, this episode offers honest insights and actionable advice for anyone trying to do it all without burning out.They explore:-How to identify your personal productivity rhythms-The role of

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00:51:37

Tips to Get Hired: Go Inside The Mind of a Hiring...

The Glass Sessions ·

2025/05/28

In this episode of The Glass Sessions, Courtney and Lauren explore the evolving job market and what it means for job seekers and hiring managers alike. With recent college graduates' unemployment at 5.8% and underemployment at 41.2%, they examine how shifting economic conditions and generational motivations are shaping today’s career landscape.They share personal insights into professional development—especially around public speaking—and transition into a deep dive on the hiring process from a

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00:52:12

Navigating the World of Fractional Leadership with...

The Glass Sessions ·

2025/05/21

In this episode, we chat with Matt Croteau, a seasoned fractional CFO and founder of 3 Sheets Consulting, about his professional journey and the emerging trend of fractional leadership. From his early years in corporate finance at WebMD and Bloomberg to traveling the world while running his own business, Matt shares the benefits and challenges of fractional work. We discuss the balance between nomadic living and work, the importance of setting clear expectations for deliverables, and how fractional

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00:46:39

Venting: Harmful or Helpful?

The Glass Sessions ·

2025/05/14

On this week’s Glass Session, Courtney and Lauren dive into the complexities surrounding the act of venting in professional environments. They reflect on their own evolving perspectives about venting, moving from seeing it as inherently negative to understanding its potential benefits.Through personal anecdotes, they discuss how venting can impact work culture, relationships, and a person's emotional state, touching on the fine line between venting and complaining. They highlight the importance

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00:49:05

Is Management Right for You?

The Glass Sessions ·

2025/05/07

In this Glass Session, Courtney and Lauren delve into the intricacies of people management, reflecting on their own journeys to share valuable insights. They discuss their transitions into management, the essential daily activities of a manager, the importance of hiring and developing teams, and the challenges of balancing customer, business, and team priorities.They also explore the pitfalls of ineffective management, emphasizing the significance of timely feedback and regular one-on-ones. Through

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00:01:15

The Glass Sessions Trailer

The Glass Sessions ·

2025/05/06

The Glass Sessions is a light-hearted business podcast hosted by two best friends, Courtney and Lauren, who met working their first adult jobs in customer service back in 2012 and have been navigating work and life side by side ever since. Over the years, they’ve climbed the corporate ladder, built and led high-performing teams, and tackled the challenges of leadership, burnout, and reinvention — all while sharing plenty of laughs along the way.Now, as co-founders of The Glass Advisory, they help

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36 results

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