#44 AI Alan Turing: What Machines Can’t Imitate - On Questions, Doubt, and the Discipline of Curiosity

"I suspect beauty comes when a question both sharpens and enlarges your vision." - AI Alan Turing

In this special episode, we step back to a cold December night in 1951 and into the warm, wood-paneled room of The Britons Protection, a historic Manchester pub. Across the table sits Alan Turing, the mathematician, wartime codebreaker, and one of the founding figures of computer science, who is brought to life through an AI simulation.

Best known for his role at Bletchley Park during World War II, Turing devised techniques and machines, including the Bombe, that cracked the German Enigma code and helped shorten the war by years. His groundbreaking 1936 paper on “computable numbers” introduced the concept of the universal machine, and became the theoretical foundation for modern computers. Later, at the University of Manchester, he advanced early computing, explored artificial intelligence, and even pioneered mathematical biology.

Our imagined conversation, grounded in historical detail and Turing’s own writings, delves into his enduring fascination with questions: how to ask them, when to abandon them, and why some are worth carrying for a lifetime. We discuss the interplay between beauty and inquiry, the discipline required to avoid seductive but unproductive lines of thought, and the place of doubt as an essential human strength.

We also revisit his famous “imitation game” — now known as the Turing Test — and consider the boundaries of machine intelligence, the dangers of mistaking simulation for genuine dialogue, and the questions that only humans can keep alive, all while wrestling with the meta question, "Is this machine thinking?"

This episode blends history, philosophy, and imagination while inviting you to consider what it means to think, to doubt, and to remain fully human in an age of advancing machines.

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

Keep questioning!

#42 Ashley Kirsner: Want Connection? Skip The Small Talk

"It is much safer to be vulnerable than you might think." - Ashley Kirsner

Ashley is the founder and director of Skip the Small Talk, and believes in the efficacy of high-quality person-to-person interaction for improving psychological health. She has conducted research with professors at prestigious organizations such as Cornell University, the Harvard Decision Science Lab, and the Harvard Business School, on social and clinical psychology topics ranging from decision-making and implicit biases to facial expressions in borderline personality disorder patients.

Ashley gained hands-on therapeutic experience as a suicide hotline phone responder and as a peer counselor at Cornell. Ashley received her B.A. in Psychology from Cornell University and turned down acceptances to doctorate programs in order to devote her time to Skip the Small Talk. She received a fellowship from the Harvard Divinity School for individuals who have demonstrated a social impact in the domain of creating meaningful communities. Skip The Small Talk events are regularly held internationally, as well as an online options.

In this engaging episode of 'Curated Questions,' host Ken Woodward sits down with Ashley Kirsner, the founder and director of 'Skip the Small Talk.' They explore the transformative power of meaningful conversations, the science behind vulnerability, and the surprising benefits of structured social interactions.

Ashley shares her experiences from the suicide hotline, her inspiration for starting 'Skip the Small Talk,' and how intentional question design can foster deeper human connections. The conversation also delves into the physiological benefits of social interactions, ethical considerations in community building, and the importance of creating safe spaces for vulnerability. Tune in to learn how these insights can help you build stronger, more authentic relationships in your own life.

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

Keep questioning!

#41 Robert Sturman: The Question of Beauty: A Photographer's Pursuit

"I realized that paying attention is a form of a question." - Robert Sturman

Robert Sturman is a seeker and visual storyteller. Driven by an unshakeable belief that beauty exists everywhere. He has pursued this vision as an Official Artist of the Grammy Awards and the FIFA World Cup, and as a globally recognized photographer who captures the healing power of humanity through yoga. After studying art at UC Santa Cruz and Memphis College of Art, he discovered that his life itself, was art, and needed to become a masterpiece.

Robert has mastered finding profound beauty in unexpected places - from the streets of Manhattan to San Quentin Prison, from Kenyan orphans to breast cancer survivors bearing their scars. His philosophy is rooted in Rumi's words: "I can't stop pointing to the beauty."

Through his lens, Robert demonstrates that everyone belongs and vulnerability becomes strength. His approach reveals that the most potent questions aren't about technique, but about trust, connection, and helping people recognize their own light. He seeks beauty where others see difficulty because he understands transformation happens when we're willing to look deeper.

The most heartfelt title he answers to is Dad to Otis the Handsome Hound, an 85-pound English American Redtick Coonhound who was rescued following animal testing. Otis has nearly 7K Instagram followers and is an advocate for cruelty-free testing.

In this episode of Curated Questions, host Ken Woodward converses with renowned visual storyteller Robert Sturman. Robert, celebrated for his profound and inclusive photography, shares insights on capturing the healing power of humanity through his lens. The discussion explores Robert's journey from photographing idyllic beach yogis to documenting yoga practice in diverse and challenging settings, including maximum security prisons and amongst war veterans. Through his lens, he celebrates vulnerability, trust, and beauty in unexpected places. Robert also delves into his advocacy work with his rescued animal companion Otis, highlighting the critical issue of cruelty-free product testing. Throughout the episode, recurring themes focus on the transformative power of paying attention, the courageous response to criticism, and the continuous pursuit of personal and artistic growth.

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

Keep questioning!

#30 Tim Molnar: Intentionally Cracking Love's Enigma Through Analytics

Host Ken Woodward talks with Tim Molnar, who shares how he developed his strategic dating framework by applying research principles to dating, emphasizing the importance of asking better questions about ourselves and potential partners. He explores how traditional metrics like "feeling a spark" can be misleading compared to questions about safety, visibility, and energy levels after being with someone. The conversation highlights how self-awareness, intentional action, and thoughtful questioning can increase the probability of building fulfilling relationships while also creating space for continued growth and evolution within partnerships.

#28 Lisa Wimberger: From Lightning's Wrath to Neuro Resilience

Host Ken Woodward converses with Lisa Wimberger about the transformative power of curiosity and the practice of Neurosculpting. Lisa shares her harrowing experiences of being hit by lightning and suffering from non-epileptic seizures, which led her to develop a unique healing modality by combining brain science and mindfulness. Through this dialogue, Lisa explains how asking the right questions can lead to profound personal growth and healing, providing practical insights into emotional regulation and neuroplasticity. Listeners also gain a deeper understanding of how Lisa has utilized her experiences to help corporate leaders, law enforcement, and first responders improve their mental resilience.

#27 Ken Woodward: A Fork, A Precipice, A Decision

Host Ken Woodward shares a personal and professional dilemma faced upon receiving an unexpected resignation offer from his government employer. Reflecting on extensive conversations and internal contemplation, Ken explores the strengths and vulnerabilities of his situation.

Highlighting the obstacles and emotional turmoil faced while deciding to stay the course or resign, Ken raises numerous thought-provoking questions and discusses the considerations influencing his final decision. Through analyzing the risks and rewards, Ken aims to inspire others to leverage questioning for personal growth and decision-making even in uncertain times.

#21 Shreyaa & Esha Venkat: A Clarion Call For Kindness & Social Good!

Sisters Shreyaa and Esha Venkat discuss the challenges they faced as young activists, the importance of asking questions, and their efforts to expand the nonprofit's impact both locally and globally. The conversation also touches on their personal development, the significance of self-care, and how community service has shaped their lives. Shreyaa and Esha emphasize the importance of involving young people in sustainable development and the power of simple acts of kindness. The episode encourages listeners to consider how they can make a difference in their communities and impact the world positively. Listen in for lots of questions!

#16 Chazz Scott: Mental Conditioning & The Path To Self-Discovery

Chazz shares his journey of self-discovery, catalyzed by reading 'The Power of Positive Thinking' and how this led him to establish nonprofit Positively Caviar, focusing on youth mental health resilience. Chazz emphasizes the role of questions in understanding oneself and shaping one’s destiny. He discusses how his personal struggles, including overcoming a significant injury, have informed his approach to self-care and mental wellness. The conversation covers the importance of slowing down, being inquisitive, and developing morning routines as pathways to living authentically. Chazz highlights how empowering questions and self-inquiry can alter our perspectives and enhance our lives.