The Glass Sessions

Welcome back to another Glass Session! In this episode, we get to connect with Mischa Martineau, founder and CEO of I Am Who I Say I Am Global, an identity-based leadership development platform supporting mid-career women in tech across the United States, Turkey, Nigeria, and beyond. Mischa shares how her own lived experience, including homelessness, long-term sobriety, bipolar disorder, and recov...

What if AI isn't something to fear, but something that can help you build a more fulfilling career? Thanks for joining us for another episode of The Glass Sessions! This week, we sit down with Stephanie Hills, executive coach, former Fortune 500 technology executive, and founder of the Career Freedom Accelerator. Stephanie shares practical advice for navigating career growth in a rapidly chang...

Thanks for joining us for another Glass Session! In this episode, we sit down with leadership expert, former Silicon Valley executive, and founder of The Azzarello Group, Patty Azzarello, to discuss her new memoir, Why Is SHE Still Here? My Ungraceful Journey From the Playground to the Boardroom . Patty shares the deeply personal story behind her rise to executive leadership - from being bullied a...

Welcome back to The Glass Sessions! This week, we sit down with Kelly Nash, a Chicago-based Career Alignment Coach and Workforce Development Consultant, for a conversation about career identity, reinvention, and what she calls “the meaningful middle.” Kelly shares her path from advertising to tech, spending 11 years at Salesforce, launching her blog Lipstick & Ink, and ultimately building a po...

Thanks for joining us for another Glass Session! This week, we're joined by Jessica Noon, founder of Daybreak Ideas. Jessica works with founders and organizations on culture transformation, org design, leadership strategy, and hiring - helping businesses build workplaces where people can actually thrive. The conversation explores: Why consistent and humane leadership matters more than ever Com...

What you wear isn’t just about how you look - it shapes how you show up. This week, we’re joined by Wardrobe Editor founder Gab Saper to talk about the real impact of personal style on confidence, decision-making, and building a life (and business) that actually works for you. Gab shares her path from corporate roles to launching her styling business full-time after burnout - and what it actually...

Welcome back to The Glass Sessions! This week, we're re-releasing one of our favorite conversations from season one: how to build a personal brand that actually opens doors. We’re joined by Allie Fisher, independent creative director and former magazine art director, who breaks down what personal branding really means - and why it matters more than most people think for both job searching and...

Welcome back to The Glass Sessions! In this episode of The Glass Sessions, we talk with Leah Zaccaria - former CPA turned community builder and founder of Shefa Yoga - to talk about what happens when the life you’ve built no longer feels like your own. Leah shares her journey from corporate accounting to creating a community-centered yoga business, and the internal work that made that shift possib...

Most people wait too long to ask this question. They push through something that feels “off” ... until burnout hits or a layoff forces a decision they didn’t feel ready to make. In this episode of The Glass Sessions, we walk through how to spot the early signals that it might be time for a change - and what to do about it before you’re in a reactive position. At the center of the episode is a repe...

Thanks for joining us for another week of The Glass Sessions! In this re-release episode, we re-revisit a favorite conversation from season one with Andy Regal, workplace bullying advocate and longtime media executive. Andy shares how writing his memoir during COVID led him to study workplace incivility and bullying, including conversations with global experts and research from the Workplace Bully...

Welcome back to The Glass Sessions. This week, we’re joined by returning guest Joe Gilgoff, founder of CX Joe, who’s building an advisory business on his own terms after years leading customer experience at brands like Daily Harvest, AG1, and SeatGeek. We get into: How early service jobs (shoutout Dunkin’) shaped his obsession with customer happiness Getting fired, and using it as the catalyst to...

Advice is everywhere. Friends share what worked for them. Managers guide based on company needs. Family weighs in from a place of security - or fear. But advice isn’t neutral. It reflects someone else’s experiences, incentives, and worldview. In this episode, we break down how to tell the difference between advice that helps - and advice that pulls you off your path. We cover: Who’s actually worth...

Welcome back to The Glass Sessions! This week, we’re joined by Garri Rivkin, Founder and Executive Director of City Tutors , an organization that has helped more than 8,000 learners access tutoring, mentorship, and career guidance in New York City. Garri shares his journey from arriving in Queens as a Jewish refugee from Lithuania in 1996, learning English while working at a young age, and finding...

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, a...

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 patterns What your spare time, day...

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...

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 ma...

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 successf...

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, comp...

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 some...

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 th...

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...

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 leaders The common reactions that keep people stuck Practical tools to interrupt the cycle of...

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 authe...

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...