• Home
  • Podcast
  • Curated Questions
  • Lists
  • Famous Questions
  • Quotes
  • Resources
  • Blog
  • About

Curated Questions

Celebrating The Power Of Questions

  • Home
  • Podcast
  • Curated Questions
  • Lists
  • Famous Questions
  • Quotes
  • Resources
  • Blog
  • About

#57 Jaimie Reese: Building Enduring Trust Through the Questions We Ask!

"When you have a trusting environment, it is exactly to hold each other accountable." - Jaimie Reese

What does it take to build trust in one of the world’s largest bureaucracies? Former U.S. Navy Senior Executive (SES) Jaimie Reese joins Ken Woodward to explore how genuine curiosity and courageous questioning can reshape systems, teams, and lives. From the aftermath of 9/11 to boardrooms and the Pentagon, Reese shares hard-won lessons on leadership, timing, and the art of listening when stakes are high.

Through stories that move from crisis to calm, she unpacks why trust isn’t granted by authority but earned through everyday inquiry—how slowing down, asking better questions, and truly hearing the answers can transform any organization. Jaimie traces the invisible threads between humility, communication, and change, revealing what happens when leaders replace certainty with curiosity.

This episode challenges every listener to reimagine leadership as an ongoing dialogue. Because, as Jaimie reminds us, “Leadership is a conversation you have with the future—one question at a time.”

This Curated Questions episode can be found on all major platforms and at CuratedQuestions.com.

Keep questioning!

Read more

tags: Curated Questions, Ken Woodward, Jaimie Reese, leadership, trust, inquiry, curiosity, communication, transformation, Navy leadership, executive coaching, organizational change, decision-making, emotional intelligence, psychological safety, professional growth, leadership podcast, reflective leadership, authentic communication, integrity, crisis management, culture building, mentorship, resilience, innovation, purpose, change management, listening, leadership development, personal growth
categories: Leadership, Listening, Mental Wellness, Personal Growth, Change Management, Grief
Wednesday 11.12.25
Posted by Kenneth Woodward
 

#52 Amy Radin: Why Asking the Right Questions Beats Having Quick Answers!

"Asking the right questions the right way at the right time can often be more of a determinant of your success than being the person to raise their hand and come up with the answer." - Amy Radin

Amy Radin is a pioneer in corporate innovation and strategic questioning. Amy shares her journey from the influence of her father's corner drugstore to becoming one of the world's first Chief Innovation Officers at Citi, and her roles at American Express, E-Trade, and more.

The conversation delves into the importance of curiosity and questioning for personal growth, achieving corporate goals, the emotional and practical aspects of leading change, and the role of strategic questioning in innovation.

Amy also discusses her experiences as an early-stage investor and advisor, highlighting the significance of asking the right questions to assess founders' pitches and provide guidance as they build their companies.

Sign up for Amy's newsletter, Uncommonly Pragmatic, at her website amyradin.com. 

Amy is available for live or virtual keynotes and workshops. She can be easily reached through LinkedIn direct messages to collaborate on how to bring her expertise to positively impact your organization.

This Curated Questions episode can be found on all major platforms and at CuratedQuestions.com.

Keep questioning!

Read more

tags: Ken Woodward, Curated Questions, Amy Radin, strategic questioning, asking the right questions, corporate innovation, change management, leadership development, early-stage investing, venture capital, chief innovation officer, resistance to change, organizational transformation, critical thinking skills, curiosity in business, digital transformation, financial services innovation, interview questions, founder assessment, beautiful questions, Warren Berger, decision-making frameworks, business metrics, customer-centric innovation, psychological safety, Columbia University, innovation consulting, corporate leadership, startup investing, professional development, adaptive leadership, business strategy, executive coaching
categories: Connection, Education, Leadership, Listening, Personal Growth, Innovation, Strategy
Thursday 10.09.25
Posted by Kenneth Woodward
 

Powered by Squarespace.