In this episode, Angelina is joined by Alyssa Ferreone, construction attorney, content creator, model, and founder of the Substack Gloss Briefing. Alyssa does it all in NYC— from litigating high-stakes construction cases, to growing her personal brand and writing Gloss Briefing, a Substack newsletter about ambition, authenticity, and creating your glossiest life. Her mission is to show that ambition and authenticity can co-exist, and to inspire others to pursue the life they want, without settling for "good enough." Find her on TikTok and Instagram and at Cohen Seglias if you need construction counsel.

Together, Alyssa and Angelina dive into what it means to thrive in a male-dominated industry, create content that actually builds opportunity, and stay true to yourself — even when it means sharing the vulnerable parts of your story. They get real about bias in the courtroom, the business of content creation, calling off an engagement, and why “fine” is never enough when it comes to designing your life.

In this episode, you’ll learn:

• How Alyssa went from pageants and law school to becoming a construction attorney in NYC
• The most common conflict in construction law (and the biggest misconception about it)
• What it’s really like being one of the few women in a male dominated industry — and how Alyssa uses it to her advantage
• The story behind Gloss Briefing and how content creation opened unexpected doors in law and modeling
• Why vulnerability on social media builds trust and community (even when it feels risky)
• How to balance a demanding career with building a personal brand that stands out
• The power of staying aligned — and why “fine” is never enough

06:01 Alyssa's Journey: From Pageants to Law School

08:31 Balancing Multiple Careers: Lawyer, Model, and Content Creator

10:28 Insights into Construction Law

13:27 Challenges of Being a Woman in Construction Law

16:12 Building a Strong Personal Brand

18:01 The Birth and Future of Gloss Briefing

21:38 Unexpected Benefits of Content Creation

24:55 Navigating Vulnerability on Social Media

32:08 Rapid Fire Questions

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Follow Alyssa:
TikTok: @alyssaferreone
Substack: Gloss Briefing
Instagram: @alyssaferreone

Follow Angelina:
Instagram: @aspiropoulos
Substack: angelinaspiropoulos.substack.com/subscribe
LinkedIn: linkedin.com/in/angelinaspiropoulos