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PODCAST

The Glass Sessions

The Glass Advisory

The Glass Sessions is a weekly podcast hosted by the two Principal Advisors of The Glass Advisory, Courtney and Lauren. The two met working their first “real” jobs in customer service in 2012 and have been navigating work and life side by side ever since. At the heart of the show is a belief that guides their work: that work can be a powerful activator of a good life. Through guest conversations and episodes with just the two of them, they share stories, insights, and practical ideas to help

business careers

All Episodes

00:59:45

Jeff Carlson: A Calling to Education, A Commitment to...

The Glass Sessions ·

2026/03/04

Welcome back to The Glass Sessions!This week we’re joined by Jeff Carlson, Head of Education, Strategy, and Advocacy at Clever, whose career has been shaped by a deep commitment to education and the rural communities that raised him.Jeff grew up in rural Idaho before heading east to attend Georgetown. After graduating, he joined Teach for America and moved to the Bronx to teach middle school, an experience that solidified his commitment to education equity. From there, Jeff spent time working in

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00:55:17

Finding Your Inner "Why"

The Glass Sessions ·

2026/02/25

Thanks for tuning into this week's Glass Session!In this solo episode, we explore what it really means to explore your inner "why" and how to uncover your deeper motivations, values and passions.Grab a pen and paper for this one - we offer prompts for personal reflection.We talk about:The reflection questions we use in career coaching to uncover patternsWhat your spare time, daydreams, and natural strengths revealThe difference between resume wins and eulogy valuesTurning standout

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01:05:07

Austin Croteau: Raising Four Kids Abroad and She's...

The Glass Sessions ·

2026/02/18

Welcome back to The Glass Sessions! In this episode, Austin Croteau joins us from Greece to share how she and her husband Matt sold their house, left traditional careers, and began traveling the world with their four young boys - all in pursuit of a life that felt more aligned.“This defined American Dream just wasn’t what we wanted anymore.”We talk about:Selling everything and joining Boundless Life in GreeceNavigating judgment from family and friendsPaying off debt, living off savings, and

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01:05:48

Erin Sears on Life as a Military Family and Keeping...

The Glass Sessions ·

2026/02/10

Welcome to another Glass Session! This week, we have friend of the podcast, Erin Sears. She's a military wife, mother of two, and real estate agent whose career has evolved alongside some of life’s biggest transitions.Erin shares her journey from being an elite runner growing up to attending Columbia University, where she studied and eventually built a career in marketing, advertising, and magazine writing. Her path shifted when she met her husband just before his deployment, stepping into

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00:54:17

Peter Dolkas on Making Bold Career Decisions

The Glass Sessions ·

2026/02/04

Thanks for joining us for another episode of The Glass Sessions!In this episode, we sit down with Peter Dolkas, interior designer and co-founder of Studio Dorion, for a wide-ranging conversation about risk, intuition, and building a career that evolves with you.Peter shares his path from Palo Alto to boarding school, studying costume design at Carnegie Mellon, and eventually building a successful interior design studio in New York. Along the way, he reflects on the moments when he knew something

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00:43:16

Lauren's Life in Abundance

The Glass Sessions ·

2026/01/28

Welcome back to another Glass Session!In this episode we sit down for a reflective conversation about personal fulfillment, professional growth, and what it looks like to live a life rooted in abundance. We highlight Lauren's journey and explore how clarity and self-reflection shaped her career decisions, including why aligning work with the life she wants requires looking beyond titles, compensation, or external validation. We talk about the role of supportive families and mentors, the

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00:39:55

Courtney's Good Life as an Entrepreneur

The Glass Sessions ·

2026/01/21

Welcome to the official season two opening episode of The Glass Sessions!In this episode, we get personal with Courtney. You'll hear how how experience as an entrepreneur contributes to her definition of the “good life” - what she expected going in, what’s been harder than anticipated, and what’s surprised her most along the way. Together, we unpack the trade-offs that come with building something of your own, including freedom, flexibility, uncertainty, and responsibility, and why none of it

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00:07:48

The Glass Sessions Season 2: Finding the Good Life

The Glass Sessions ·

2026/01/14

Welcome to Season 2 of The Glass Sessions! Season 2 of The Glass Sessions is about work, meaning, and the decisions people make to build a life that feels like their version of the Good Life.This season, we’ll be introducing you to people who find a genuine sense of meaning in their work - and we’ll talk openly about how they got there. The tradeoffs they made. The risks they took. The moments they questioned themselves. And the choices that shaped where they are today.We’re not delusional about

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00:44:52

"Is This Okay?" Compilation

The Glass Sessions ·

2026/01/07

Welcome back to another episode of The Glass Sessions! In this special compilation episode we are revisiting some of our favorite “Is This Okay?” questions from the past year.What is the “Is This Okay?” segment?“Is This Okay?” is a recurring segment on The Glass Sessions where listeners submit real, anonymized situations they’re dealing with at work.They’re often gray-area moments - not clearly right or wrong - involving:Managers and coworkersBoundaries and expectationsFeedback, promotions, and

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00:51:19

Re-Release: Break Free From Imposter Syndrome

The Glass Sessions ·

2025/12/31

In this re-release episode of The Glass Sessions, we revisit one of our most resonant conversations in the archive - all about imposter syndrome and how it actually shows up at work.We dive deep into imposter syndrome:What it is (and what it definitely isn’t)How it shows up differently for managers and leadersThe common reactions that keep people stuckPractical tools to interrupt the cycle of self-doubtWe share personal experiences navigating imposter syndrome, especially in moments of visibility,

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01:02:29

Re-Release: How to Network Authentically with Joe...

The Glass Sessions ·

2025/12/24

In this re-release episode, we revisit one of our favorite conversations on networking, with friend and former colleague Joe Gilgoff, CX Advisor to Elite Brands.With the holiday season and new year in full swing, this episode is a timely reminder that networking doesn’t have to feel transactional, awkward, or performative. Joe shares practical, grounded advice on how to build relationships authentically - whether you’re attending holiday parties, navigating career transitions, or simply trying to

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00:43:34

Putting Your Performance Review Into Action (Part 2)

The Glass Sessions ·

2025/12/17

Thanks for joining us for part 2 of Putting Your Performance Review Into Action! In this episode, we build on last week’s conversation by focusing on what comes after you’ve done the reflection work for your performance review - how to actually use it to move your career forward.We weave together end-of-year reflections, personal stories, and practical guidance on making your growth visible. From updating your LinkedIn profile to sharing your wins more publicly, this episode is all about turning

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00:35:25

Putting Your Performance Review Into Action (Part 1)

The Glass Sessions ·

2025/12/10

Welcome back to The Glass Sessions!In this episode we break down how to turn your performance review into meaningful, achievable progress for the year ahead.This episode is your step-by-step guide to moving from feedback → clarity → action.You’ll learn how to:Translate review themes into concrete, measurable goalsUse AI tools to get clearer on strengths, gaps, and blind spotsAlign your goals with your manager’s priorities (and why this matters more than most people realize)Identify skill gaps and

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00:58:50

Understanding The Effects of Power At Work With Nik...

The Glass Sessions ·

2025/12/03

Thanks for joining us for another Glass Session! This week we chat with Nik Kinley, London-based leadership consultant, psychologist, and author of The Power Trap, to explore one of the most important (and misunderstood) topics in leadership: how power actually changes people.Nik breaks down the six psychological and behavioral shifts that happen as people gain authority, including decreased empathy, increased goal-focus, and the amplification of whatever internal states a leader already brings to

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00:49:03

What To Do When You And Your Manager Disagree On Your...

The Glass Sessions ·

2025/11/26

Thanks for joining us for another Glass Session! In this episode, we unpack how to navigate performance reviews when your perception of your work doesn’t fully match your manager’s feedback. We talk about how to approach reviews with an open mindset, how to use AI tools to process and understand feedback, and why storytelling your achievements is one of the most underrated skills for career growth.You’ll also hear practical tips on overcoming imposter syndrome, increasing your visibility at work,

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00:49:00

The Case For Continuous Learning

The Glass Sessions ·

2025/11/19

Thanks for joining us for another episode of The Glass Sessions!In this episode, we break down why continuous learning is one of the most underrated drivers of career and business growth. We talk about how curiosity fuels better decision-making, how to spot your learning gaps before they become performance gaps, and simple ways to build learning into your week - no overwhelm required.You’ll also hear practical tips on developing new skills, using feedback as data, and staying relevant in a rapidly

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00:49:03

Why Mentorship Matters: A Conversation with our...

The Glass Sessions ·

2025/11/12

Welcome back to another episode of The Glass Sessions!This week, we talk with someone who has shaped our careers more than he knows - our longtime mentor and friend, Bob Schweitzer.Bob is an Operations executive with 30 years of experience leading and implementing finance, sales, call center, manufacturing and personnel strategies. We met Bob while working our first post-college jobs together, while he was heading up finance, legal, operations, client success and sales, and he's played an

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00:48:42

Manage Change Like a Pro

The Glass Sessions ·

2025/11/05

Thanks for joining us for another episode of The Glass Sessions! This week we're talking about change and how to navigate it in a way that sets your career apart. We break down what it looks like to move through organizational change with confidence, clarity, and influence. Whether you’re facing big shifts or simply want to be ready when they come, this one’s packed with practical approaches you can start applying immediately.We discuss:What the Support Continuum is, and how to use it to respond

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00:45:03

How to Have Great Meetings

The Glass Sessions ·

2025/10/29

Thanks for joining us for another Glass Session! On this week's episode, we break down what it takes to have great meetings - ones that actually drive connection, clarity, and results. We share practical tips on how to prepare, participate, and follow up effectively, plus insights on navigating power dynamics and building relationships across teams. You'll learn practical tips for:Preparing for a meeting so you walk in confident, not reactiveWhat it means to calibrate your presence (and why

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01:02:41

Lessons From Building Side Hustles with Hailey Ben-Izhak

The Glass Sessions ·

2025/10/22

Welcome back to The Glass Sessions!This week, we’re diving into the world of side hustles with Hailey Ben-Izhak, a multi-hyphenate entrepreneur who’s turned her side projects into a full-time career.Hailey shares what it’s really like to balance multiple ventures - from running a photo booth company to working in healthcare tech - and what she’s learned about time, energy, and focus along the way.We cover everything from being transparent with your employer to knowing when to scale, pause, or pivot

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