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.

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.

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.