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Curated Questions

Celebrating The Power Of Questions

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#58 Frank Sesno: How Bridge-Building Questions Cross Divides!

"I'm gonna make an appointment with my curiosity." - Frank Sesno

Emmy award-winning journalist Frank Sesno shares how curiosity and strategic questioning shaped his four-decade career covering presidents and world leaders as CNN's Washington Bureau Chief and White House correspondent. From a fourth-grade question about astronauts to interviewing five U.S. presidents, Frank reveals the power of deliberate curiosity and active listening.

Frank breaks down his approach to preparing for high-stakes interviews, explaining how he blocks conversations into thematic acts while remaining flexible. He introduces the "echo question" technique, which is simply repeating a person's emotionally charged word back to them, that transforms surface answers into more profound truths. Frank emphasizes that the best questioners are the best listeners, focusing on what people say and what they don't say.

In "Ask More: The Power of Questions to Open Doors, Uncover Solutions, and Spark Change," Frank discusses why bridge-building questions are critical in our polarized moment. He explores how AI makes human curiosity more valuable and shares his practice of "making an appointment with curiosity" to create time to deliberately formulate meaningful questions.

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

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tags: Curated Questions, Ken Woodward, Frank Sesno, questioning techniques, active listening skills, interview preparation, curiosity practices, journalism skills, communication strategies, bridge building questions, echo question technique, strategic questioning, audience awareness, Ask More book, deliberate curiosity, question preparation, polarization solutions, conversation skills, media literacy, critical thinking, interpersonal communication, empathy development, AI and questioning, fact checking, creative questioning, professional development, leadership communication, conflict resolution, relationship building, student engagement, public speaking, investigative journalism
categories: Community, Social Impact, Connection, Education, Leadership, Listening, Personal Growth, Journalism
Wednesday 11.19.25
Posted by Kenneth Woodward
 

#54 Jill Reilly: The Permission Paradox & Why Questions Matter More Than Approval!

"The most fundamental relationship in any change process is the one that you have with yourself. It's the questions that you ask yourself first and foremost that are the game changers." - Jill Reilly

In this episode of Curated Questions, host Ken Woodward is in conversation with global citizen and author Jill Reilly to explore the power of questioning in navigating life’s complexities.

Jill shares her journey from the Midwest to South Africa, Zimbabwe, and beyond, reflecting on her experiences as an aid worker and the lessons that shaped her understanding of change and personal agency.

They discuss the importance of self-permission, processing grief, and the need to adapt amidst societal and technological upheaval. With insights from her new book The Ten Permissions: Redefining the Rules of Adulting in the 21st Century, Jill emphasizes the transformative potential of asking the right questions to unlock personal growth and resilience.

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

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tags: Ken Woodward, Curated Questions, Jill Reilly, permission, questions, approval, self-permission, personal agency, curiosity, life transitions, career change, South Africa, cultural intelligence, adult learning, mindset shift, breaking patterns, family expectations, authentic connection, willpower, being willful, navigate uncertainty, AI age, future of work, personal growth, self-discovery, questioning techniques, life choices, global citizen, aid worker, The 10 Permissions, transformative questions, personal boundaries
categories: Community, Social Impact, Connection, Leadership, Listening, Personal Growth, Change Management, Problem Solving
Wednesday 10.22.25
Posted by Kenneth Woodward
 

#51 Dave McGurk: Mental Models, Cognitive Frameworks, and the Questions That Disrupt Them!

"If we start talking about developing people, you have to ask those deep questions." - Dave McGurk

Dave is a transformational leader who bridges military precision with cutting-edge organizational development. As Founder and CEO of Veridian Perspective and Vice President at Apogee Global RMS, Dave brings over 20 years of executive leadership experience. His impressive 30-year military career includes Training Operations Director at the U.S. Army Command and General Staff College, Army Enterprise liaison and senior executive advisor to U.S. Army European, African and Special Operations Command teams.

He has managed multi-billion-dollar budgets, led teams of hundreds, and influenced policy at the highest levels of government—including presidential-level decisions. His approach blends 30 years of military leadership, adult education, & neuroscience to create AI-powered diagnostics, hyper-personalized development, and dynamic simulations for resilient leaders in a volatile world.

Ken Woodward engages in a profound discussion with Dave McGurk, a transformational leader with a rich background in military leadership and organizational development. Dave shares his experiences, including a pivotal moment during his deployment in Iraq where he learned the cultural importance of time through the simple act of removing his watch. This revelation led him to question the embedded cognitive frameworks that shape our understanding of the world.

Through deeply reflective questions, Dave emphasizes the importance of framing problems accurately, understanding inherited mental models, and fostering genuine connections with others. He introduces his innovative seat swap counseling method, which promotes genuine feedback and psychological safety. This episode dives into the power of questions in personal growth and leadership development, urging listeners to challenge their assumptions and continuously evolve.

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

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tags: Ken Woodward, Curated Questions, Dave McGurk, leadership development, cognitive frameworks, mental models, military leadership, cultural intelligence, questioning techniques, Iraqi army advisor, problem framing, authority bias, psychological safety, performance counseling, West Point graduate, combat leadership, organizational development, critical thinking skills, self-awareness practices, emotional intelligence, team building strategies, cognitive dissonance, lifelong learning, leadership transformation, feedback culture, empathetic leadership, decision making frameworks, professional development, executive coaching, military to civilian transition, adaptive leadership, authentic leadership, personal growth strategies
categories: Connection, Education, Leadership, Listening, Mental Wellness, Personal Growth, Coaching
Thursday 10.02.25
Posted by Kenneth Woodward
 

#48 Ken Woodward The Curated Questions Origin Story: When It All Began!

" Once you have the question, the hard part begins." - Ken Woodward

In this solo episode, host Ken Woodward delves into the origin and development of the 'Curated Questions' project, which began in 2018. Ken shares his personal journey of curiosity, inspiration from Tim Ferriss' podcast, and the influences that led to the creation of his blog and subsequent podcast.

Highlighting notable milestones and influential interviews, Ken discusses the structure and purpose of the Curated Questions website and its various elements, including famous questions and lists. He also reflects on the profound impact of asking meaningful questions, illustrated with personal anecdotes.

The episode encourages listeners to embrace curiosity and engage with the world through the power of well-chosen questions.

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

Keep questioning!

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tags: Ken Woodward, Curated Questions, curiosity, questions, personal growth, self-reflection, podcast, Tim Ferriss, questioning techniques, mindfulness, leadership development, social justice, interview questions, mentoring, self-improvement, transformation, Jerry Colonna, Seth Godin, meaningful conversations, life coaching, professional development, workplace culture, diversity and inclusion, personal transformation, business strategy, networking, career development, communication skills, emotional intelligence, critical thinking, philosophy, introspection
categories: Community, Connection, Leadership, Listening, Mental Wellness, Personal Growth, Coaching, Creativity, Podcast, Questions
Thursday 09.11.25
Posted by Kenneth Woodward
 

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