Win Via Trust Leadership Podcast

What happens to trust leadership when everything is on the line? Michael Rabinowitz talks with Mindy Heintskill about leading a telehealth company through the uncertainty of the COVID-19 pandemic and helping shape a Walgreens loyalty program that reached more than 90 million consumers, with leadership advice on earning customer trust when the stakes are highest.

Episode Detail

00:00  Welcome and Guest Intro

01:24  Mindy’s Career Journey

04:05  Defining Trust in Telehealth

07:29  Responding to COVID-19 Pandemic

10:32  Trust by Design in Loyalty Program

13:00  How to Apologize Well

14:04  When Trust Meets Tradeoffs

17:38  Big Company vs Startup Trust

19:44  Mentor Advice

21:57  How to Change Your Mind

23:36  Closing

Produced by Intelluvia Media

Are there leadership lessons about trust that we can learn from the military? In this Win Via Trust leadership podcast episode, Michael Rabinowitz interviews Keith Dozier, a business executive and former Navy lieutenant, about trust in business and how it compares with trust in uniform. Keith shares his journey from military service to senior leadership roles at Cigna, Cencora, Cardinal Health, General Mills and more, connecting trust to customer journey design, brand equity, and practical ways to measure trust at the company level. Keith also discusses the value of mentoring and handling untrustworthy behavior.

If you wish to learn from the real-world experiences of others, please tune in and begin to apply these lessons immediately.

Podcast Episode Detail:

00:00   Welcome to Win Via Trust

01:32   Keith’s Time in the Navy

03:29   From Military Service to Business

05:46   Launching a Business Career at General Mills

07:12   Mentors Who Shaped His Leadership Style

08:12   Trust Defined

11:16   Trust Within Customer Journeys

13:19   How to Measure Brand Trust

15:52   Building Trust on Teams and Handling Untrustworthy Behavior

20:38   AI and Where It Really Adds Value

23:33  Trust as the Foundation of Every Relationship

24:35   Closing Thoughts

Produced by Intelluvia Media.

Should you trust AI? In this episode of the Win Via Trust leadership podcast, host Michael Rabinowitz sits down with Gemini, an AI powered by Google, for practical leadership advice on what trust really means in the age of intelligent systems.

 The discussion covers everything from hallucination rate sand algorithmic bias to environmental costs, high‑risk use cases, and the psychology behind emotional trust in machines. If you’re a leader, builder, or decision‑maker navigating AI adoption, this episode offers a grounded, strategic framework for integrating AI into your work while maintaining clarity, judgment, and ethical responsibility.

Episode Details:

00:00 Introduction to the Win Via Trust Podcast

00:07 Meet Gemini: The AI on Google Search

01:40 Understanding Trust in AI

02:45 AI Trustworthiness and Safety Measures

03:27 Hallucination Rates in AI Models

05:47 High‑Risk Areas for AI Use

07:27 Systemic and Operational AI Limitations

09:04 AI Apologies and Trust Rebuilding

10:53 Does AI Trust Humans

12:26 Evaluating AI Trustworthiness for Business

14:19 Top AI Vendors in 2025

16:22 Emotional Trust and Automation Bias

17:58 Strategies to Overcome Automation Bias

21:18 Promoting Critical Thinking with AI

22:56 Final Thoughts on AI and Trust

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Produced by Intelluvia Media.

How does trust leadership shape the future of healthcare? In this episode of the Win Via Trust leadership podcast, Michael Rabinowitz sits down with Dr. Harry Leider, a physician executive with over 25 years of experience in C-suite roles, including his influential tenure as Chief Medical Officer at Walgreens, where he helped drive major advances in patient care and digital health, including a patient community of over one million members.

Together, they explore why trust is the foundation of effective healthcare leadership—from patient engagement and emerging technologies to organizational culture and strategic decision‑making.

If you’re a leader navigating complexity in healthcare or any mission‑driven field, this conversation offers practical insights you can apply immediately.

Episode Details:

00:00 Introduction to the Win Via Trust Podcast

00:19 Meet Dr. Harry Leider: A Visionary in Healthcare

01:14 Inspiration Behind a Dual Career in Medicine andBusiness

03:28 The Importance of Mentorship in Leadership

04:43 Trust in Healthcare: A Higher Standard

05:53 Building Trust in Medicine

08:15 Successful Partnerships and Digital Health Innovations

10:14 Challenges and Trust in Emerging Technologies

15:20 The Role of AI in Healthcare

19:17 Final Thoughts and Words of Wisdom

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Produced by Intelluvia Media.

Is trust more important to a musician or a surgeon? Join Michael Rabinowitz on the Win Via Trust leadership podcast for a conversation with Dr. Joseph Markoff, a rare leader whose career spans two demanding worlds: the precision of ophthalmology and the artistry of a classically trained musician. His stories deliver leadership advice on building trust fast in high-stakes collaboration, whether between musicians and conductors, surgeons and their teams, or educators and their residents.

In this episode, he reflects on the role of trust in high‑stakes collaboration — whether between musicians and conductors, surgeons and their teams, educators and their residents, or athletes and their coaches. Through personal stories and hard‑earned lessons, Dr. Markoff reveals how trust fuels confidence, accelerates performance, and strengthens relationships across disciplines.

Episode Detail:

00:00 Introduction to Dr. Joseph Markoff

01:04 Defining Trust: A Personal Perspective

02:34 Trust in Music: Orchestras and Conductors

04:45 Trust in Medicine: Operating Room Challenges

05:40 Building Trust Quickly: New Colleagues and Situations

08:40 Trust in Education: Teaching Residents

11:13 Self‑Trust and Confidence: A LifelongJourney

17:11 Trust in Professional Sports: Athletes and TheirChallenges

18:40 Conclusion and Final Thoughts

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Produced by Intelluvia Media.

What leadership strategies keep remote teams aligned and clients loyal for years? In this Win Via Trust leadership podcast episode, Michael Rabinowitz sits down with Sean Cohen, COO of AWeber, one of the world’s leading email marketing platforms, for practical leadership advice on building trust with distributed teams and turning client retention into a competitive edge.

Sean shares his career journey that has led him to be named for two consecutive years in the Philadelphia Titan 100, which recognizes the top 100 CEOs & C-level executives in the area.

Together, they explore how trust drives effective leadership, long‑term client retention, and high‑performing remote teams. Sean breaks down the metrics that matter in email marketing, the communication habits that keep distributed teams aligned, and the leadership principles that have helped AWeber earn recognition as one of the 25 best places to work in Pennsylvania.

If you’re a leader, entrepreneur, or builder of mission‑driven teams, this conversation offers practical insights you can apply immediately.

Episode Details:

00:00 Introduction to the Win Via Trust Podcast

00:18 Meet Sean Cohen: COO of AWeber

01:11 Sean's Career Journey

04:49 Building Trust and Customer Relationships

09:14 Key Metrics for Email Marketing Success

13:18 Leading Remote Teams Effectively

20:03 Client Retention and Trust Strategies

23:38 Final Thoughts on Leadership and Trust

25:05 Conclusion and Farewell

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Produced by Intelluvia Media.

Trust is the starting point of effective leadership. Before strategy, before execution, before results, leaders must earn the confidence of the people they serve. In this two-minute introduction to the Win Via Trust leadership podcast, founder Michael Rabinowitz shares why trust leadership matters, what the series will cover, and the practical leadership advice you can expect in every episode.

Ideal for anyone responsible for revenue, performance, culture, or people, this podcast offers real-world advice to help you lead with trust and achieve sustainable success.

Subscribe for bi-weekly episodes packed with valuable leadership lessons.

Produced by Intelluvia Media.