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/

In this episode of So Many Questions, host Rebecca Goodman-Stephens, CEO of Moses Singer, speaks with Shireen Hilal, CEO of Maior Consultants, about culture and leadership in professional services. They explore how empowering people, building trust, and shaping authentic culture drives firm performance and client success.

00:28 – Guest Introduction 01:18 – Career Journey: From Law to Consulting 07:06 – Thought Leadership as a Growth Strategy 10:22 – Obsess About Clients, Not Competitors 14:41 – Leadership Traits that Drive Change 19:59 – Dream Clients and Long-Term Engagements 24:11 – Alternative Fee Arrangements 27:23 – Innovation in Mid-Sized Firms 29:06 – Advice for Managing Partners 32:36 – Building Engaged, Empowered Teams 36:31 – Business Development Success Stories 42:55 – Leadership Lessons for Her Younger Self

Moses Singer: www.mosessinger.com Maior Consultants: https://www.maiorconsultants.com/ Rebecca Goodman-Stephens on LinkedIn: https://www.linkedin.com/in/rebecca-goodman-stephens-b702665/

In this episode of So Many Questions, host Rebecca Goodman-Stephens, CEO of Moses Singer, speaks with Jacqueline Newman, Managing Partner of Berkman Bottger Newman & Schein, LLP, about women leading change in law and the power of building impact beyond the practice. They explore her journey as a leader in a male-dominated industry, the creation of the 2181 Group to accelerate gender parity in law, and her philanthropic projects including the Gift of Giving Store for domestic violence shelters and the entrepreneurial venture Muffin Crumbles.

(00:00) Intro & podcast mission (00:29) Introduction: Jacqueline and Rebecca’s kickoff (00:45) Jacqueline’s early inspiration & law interest (01:12) Unexpected path to matrimonial law (03:32) First job in matrimonial practice (04:18) Evolving role into leadership & partnership (06:04) Defining firm culture & intentional leadership (08:21) Culture rituals: surprise events, spa, scavenger hunts (11:59) Hiring: "Will you annoy me?" and people fit (13:35) Introducing the Culture Index tool (17:30) Giving back: Gift of Giving Store (pop-ups in shelters) (22:52) The “Muffin Crumbles” venture with her daughter (26:32) Vision for growth: preserving relationships and culture (29:44) Milestone “gifts to myself” & setting boundaries (33:40) Women in leadership & launching the 2181 Group (38:49) Advice to younger self: relax, have fun, smile (39:45) Closing remarks & podcast outro

Learn More

Moses Singer: www.mosessinger.com

Berkman Bottger Newman & Schein, LLP: https://www.berkbot.com

Rebecca Goodman-Stephens on LinkedIn

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