The Glass Sessions

How Jessica Noon Built Her Own Path in Work and Leadership

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 * Common hiring mistakes founders make as they scale * How to identify your “flow zone” at work * Practical advice for creating opportunities instead of waiting for them * How to pitch yourself into roles that don’t exist yet * Networking strategies for introverts and relationship-builders * Why authentic connection is one of the highest ROI career investments you can make Jessica also shares a powerful perspective on building a career and life around “both, not either” - challenging the idea that people have to choose between ambition, fulfillment, stability, creativity, flexibility, or personal priorities. Timestamps: 00:00 Welcome and Recommendations 10:01 Intro to Jessica Noon of Daybreak Ideas 14:56 What Daybreak Ideas Does 18:13 Common Founder Hiring Mistakes 31:51 Creating Your Own Career Opportunities 37:08 An Introvert-Friendly Networking Playbook 56:53 Glassy Insights Links & Resources: Jessica's Website, Daybreak Ideas: https://www.daybreakideas.com/ Jessica's LinkedIn: https://www.linkedin.com/in/jessicahnoon/ Jessica's Instagram: https://www.instagram.com/daybreak_jess/ The Founder Shift Podcast: https://thefoundershift.com [https://thefoundershift.com/] ⁠⁠⁠The Glass Advisory⁠⁠⁠: theglassadvisory.com Courtney's Substack: substack.com/@courtneyattheglassadvisory If you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

Finding Confidence Through Style With Wardrobe Editor Founder Gab Saper

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 takes to build something on your own. What we cover * Why personal style is more than aesthetics - it impacts confidence, behavior, and performance * How getting dressed can reduce decision fatigue and free up mental “RAM” * On of the hardest parts of entrepreneurship: making decisions without a boss and building community * What holds people back from making a career leap (money, stability, and identity shifts) * How to think about scaling as a service-based founder * What makes a great client (and how to find them) * Real client transformations - from overwhelmed to confident and clear * Redefining “the good life” as something you don’t need a vacation from Gab’s approach to styling Gab doesn’t believe in trends for the sake of trends. Her work is about helping clients build a wardrobe that actually works for their real life - saving time, energy, and mental load while making them feel like themselves. Her services are designed as structured, high-impact styling experiences, typically including: * Style discovery to define what actually feels like you * Closet editing to refine what stays, goes, and needs to change * Personal shopping to fill gaps with intention * Outfit building + ongoing support so getting dressed becomes easy and repeatable Timestamps 00:00 Welcome and recommendations 12:12 Intro to Gab Saper, Founder of Wardrobe Editor 16:11 From corporate to styling 28:55 What felt like blockers to taking styling full-time 30:45 Clothes shape behavior 35:48 Styling service breakdown 40:21 Scaling a solo business 43:37 Advice for new stylists 53:47 Glassy Insights Links & Resources: * Gab's Website: https://wardrobeeditor.com * Gab's Instagram: https://www.instagram.com/wardrobeeditor * Gab's Substack: https://wardrobeeditor.substack.com * Gab's TikTok: https://www.tiktok.com/@wardrobeeditor * Gab's Threads: https://www.threads.com/@wardrobeeditor * Gab's Free Guide To Feeling Hot Again: https://wardrobeeditor.myflodesk.com/hotagain * ⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com * Courtney's Substack: substack.com/@courtneyattheglassadvisory If you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

Building a Personal Brand That Opens Doors with Allie Fisher (Re-Release)

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 leadership. This episode is grounded and actionable. We cover how to define your “why,” translate it into how you show up, and make it visible through what you share - whether that’s on LinkedIn or in everyday conversations. We also get into the exact prompts and exercises you can use to clarify your story, your strengths, and your direction. In this episode, we cover: * Why personal branding isn’t optional if you want to grow your career * How your values and audience shape your brand * The “Why → How → What” framework and how to apply it * How to audit what you’re already putting into the world (especially on LinkedIn) * Simple prompts to clarify your story and communicate your work * How to translate your experience when making a pivot * Ways to get outside perspective when you feel stuck Timestamps: 00:00 Welcome and recommendations 11:23 Allie Background and Career 13:19 Why Personal Brand Matters 19:29 Three Word Brand Exercise 22:40 How to Build Your Brand 28:10 Authentic Brand Foundations 35:21 Auditing Your Voice 38:35 Why–How–What Bullseye 46:40 Prompts To Find Your Why 50:06 Simple Storytelling Prompts 56:33 Glassy Insights Links & Resources: ⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com Courtney's Substack: substack.com/@courtneyattheglassadvisory Allie Fisher's website: www.allie-fisher.com Allie's Instagram: www.instagram.com/allie_fish If you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

Choosing Intuition Over Expectations: Leah Zaccaria on Building a Life (and Business) That Feels Right

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 possible. What started as a realization that external markers of success weren’t fulfilling turned into a full re-evaluation of how she wanted to live, work, and show up. This conversation is equal parts grounded and expansive - from knowing your numbers and managing cash flow, to building a business rooted in service and community. What we cover: * Transitioning from CPA to building a community-first business * The moment success stopped feeling fulfilling * How to find your intuition * Letting go of external expectations and redefining success * Building Shefa Yoga - including opening a studio in March 2020 * Why financial literacy still matters in purpose-driven work * Creating belonging through community, not just offerings Timestamps: 00:00 Catch up and Recommendations 13:38 Leah’s Story 32:46 Building Community Through Yoga 46:38 Money Mindset + Financial Clarity 56:29 Listening to Intuition 01:02:47 Glassy Insights Links & Resources: Leah's personal website: https://leahzaccaria.com Shefayoga Venice: https://shefayogavenice.com Leah's memoir, Seen: https://leahzaccaria.com/seen ⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com Courtney's Substack: substack.com/@courtneyattheglassadvisory If you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.

Is It Time To Make a Career Change?

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 repeatable career audit - a tool you can use regularly to assess your current role and make more intentional decisions about what comes next. You’ll learn how to evaluate your role across five key areas: * Fulfillment and purpose * Growth and learning * Compensation and benefits * Manager and team relationships * Work-life alignment If your work feels off but you can’t quite explain why - or you know something needs to change but don’t know where to start - this episode will give you a clear, practical way forward. Timestamps: 00:00 Catch up and Recommendations 09:56 Episode Topic: Career Change 11:11 Common Reasons Work Feels Off 16:55 Career Audit Worksheet 24:51 Interpreting Scores and Dealbreakers 26:05 Negotiating and Creating Options 32:51 Wrap Up and Free Resources Links & Resources: The Glass Advisory's Free Resources to access the Career Audit Worksheet: https://www.theglassadvisory.com/free-resources-for-individuals ⁠⁠⁠The Glass Advisory⁠⁠⁠: https://www.theglassadvisory.com Courtney's Substack: substack.com/@courtneyattheglassadvisory If you’re enjoying The Glass Sessions, make sure to follow/subscribe and share with someone who’s figuring out their own version of the good life.