Leadership today isn’t just about managing teams — it’s about designing how work gets done. Host Rebecca Goodman-Stephens, CEO of Moses Singer, speaks with Cindy Machles, Co-founder and CEO of Glue Advertising and Public Relations, about leadership in the future of work. They discuss how leaders can design organizations for flexibility, why courage and self-trust matter when making career-defining decisions, and how skills-based teams and technology are reshaping professional services.

Links: Moses Singer: www.mosessinger.com Glue Advertising and Public Relations: glueadvertising.com Connect with host Rebecca Goodman-Stephens on LinkedIn

Moses Singer CEO Rebecca Goodman-Stephens speaks with Oxygen co-CEO Ashley Fina about what it truly takes to develop strong leaders, and the systems today’s managers need to perform at their best.

In this Discussion 00:29 – Guest introduction 01:53 – Becoming CEO at 25 06:36 – Coaching and leadership development 08:33 – The leadership skills gap 12:55 – Coachability and values alignment 15:33 – Turning values into behaviors 20:30 – Navigating family business dynamics 23:18 – Partner selection and expectations 27:30 – Strength of community and learning 29:24 – Why asking for help matters Links Moses Singer Website: www.mosessinger.com Oxygen Website: https://www.leadwithoxygen.com/ Connect with Rebecca Goodman-Stephens on LinkedIn: https://www.linkedin.com/in/rebecca-goodman-stephens-b702665/ Learn more about Oxygen and leadership development with Ashley Fina: https://www.leadwithoxygen.com/

Lindsi Shine, CEO of INsider NYC, discusses what it means to lead with vulnerability. Her and host Rebecca Goodman-Stephens explore how balancing strength with openness shapes leadership, builds trust, and creates resilient workplace cultures.

Key Timecodes: 00:28 – Guest Introduction 01:00 – The Heart of Lifestyle Management 03:16 – Valuing Vendors Like Family 09:13 – Showing Up With What You’ve Got 10:54 – Leading Through Personal Crisis 13:06 – Vulnerability as a Leadership Strength 15:15 – Building a Team Culture of Tenacity 19:30 – Prioritizing Team Needs in Business Decisions 21:39 – Coexisting Opposites in Leadership 26:12 – Extending Empathy Beyond Business 31:41 – Final Reflection: Advice to Her Younger Self

Links:

• Moses Singer: www.mosessinger.com
• INsider NYC: www.insidernyc.com
• Rebecca Goodman-Stephens on LinkedIn: https://www.linkedin.com/in/rebecca-goodman-stephens-b702665/