
Love in the Age of AI: Cathy Hackl with Samantha G Wolfe on Dating, Ethics, and Cathy’s Tech Intimacy Scale
05/14/25 • 54 min
In this episode of TechMagic, host Cathy Hackl is joined by Samantha G Wolfe, founder of PitchFWD and NYU adjunct professor, to explore how AI and emerging tech are redefining relationships. From AI-generated love letters to dating in virtual environments, they examine the evolving boundaries between authentic connection and digital convenience. The duo discusses the ethics of emotional AI, the importance of human messiness, and the need for “non-AI pledges” in romance. Packed with Cathy’s real-world experiments and and insightful commentary, this episode is essential for anyone navigating love, intimacy, and connection in a world increasingly shaped by technology.
What you will learn:
- How AI companions are being used beyond loneliness relief
- Why the "messiness" of human relationships remains valuable
- How to navigate the balance between technology-enhanced and authentic human connections in modern dating using Cathy’s Tech Intimacy Scale
- The emerging challenges of AI-generated messages in relationships
- Why creating "non-AI relationship pledges" might become important
- How spatial computing and 3D interactions could transform the future of digital dating and what Cathy’s building to disrupt this space
- Why human presence and in-person connections remain crucial
Come for the tech, stay for the magic!
Samantha G Wolfe Bio
Samantha G Wolfe is the founder of Pitch Forward and an adjunct professor at NYU, where she teaches pioneering courses on avatars, AI agents, and virtual beings. With a background in psychology, television, and emerging tech, Sam specializes in brand strategy for bleeding-edge technologies, helping visionary companies clearly articulate their value and future impact. Her expertise spans AI, spatial computing, XR, haptics, and metaverse innovation across 20+ industries. Known for her clarity, depth, and contagious enthusiasm, she bridges the gap between innovation and understanding through thought leadership, marketing strategy, and education, empowering the world to grasp the true potential of tomorrow’s tech.
Samantha G Wolfe on LinkedIn
Key Discussion Topics:
- 00:00 Welcome to Tech Magic: Special Episode on Tech, Love & Life
- 02:47 Dating in the Age of AI: Government Restrictions and Digital Romance
- 12:20 Beyond Loneliness: The Many Reasons People Use AI Companions
- 16:05 The Value of Human "Messiness" in Relationships
- 21:00 Reimagining Digital Dating Through 3D Presence
- 38:15 The Non-AI Relationship Pledge: Setting Digital Boundaries
- 44:53 The Tech Intimacy Scale: Finding Balance in Modern Love
- 50:20 Dating AI Chatbots: A Week-Long Experiment Preview
- 58:54 Closing Thoughts: The Future of Human Connection
Hosted on Acast. See acast.com/privacy for more information.
In this episode of TechMagic, host Cathy Hackl is joined by Samantha G Wolfe, founder of PitchFWD and NYU adjunct professor, to explore how AI and emerging tech are redefining relationships. From AI-generated love letters to dating in virtual environments, they examine the evolving boundaries between authentic connection and digital convenience. The duo discusses the ethics of emotional AI, the importance of human messiness, and the need for “non-AI pledges” in romance. Packed with Cathy’s real-world experiments and and insightful commentary, this episode is essential for anyone navigating love, intimacy, and connection in a world increasingly shaped by technology.
What you will learn:
- How AI companions are being used beyond loneliness relief
- Why the "messiness" of human relationships remains valuable
- How to navigate the balance between technology-enhanced and authentic human connections in modern dating using Cathy’s Tech Intimacy Scale
- The emerging challenges of AI-generated messages in relationships
- Why creating "non-AI relationship pledges" might become important
- How spatial computing and 3D interactions could transform the future of digital dating and what Cathy’s building to disrupt this space
- Why human presence and in-person connections remain crucial
Come for the tech, stay for the magic!
Samantha G Wolfe Bio
Samantha G Wolfe is the founder of Pitch Forward and an adjunct professor at NYU, where she teaches pioneering courses on avatars, AI agents, and virtual beings. With a background in psychology, television, and emerging tech, Sam specializes in brand strategy for bleeding-edge technologies, helping visionary companies clearly articulate their value and future impact. Her expertise spans AI, spatial computing, XR, haptics, and metaverse innovation across 20+ industries. Known for her clarity, depth, and contagious enthusiasm, she bridges the gap between innovation and understanding through thought leadership, marketing strategy, and education, empowering the world to grasp the true potential of tomorrow’s tech.
Samantha G Wolfe on LinkedIn
Key Discussion Topics:
- 00:00 Welcome to Tech Magic: Special Episode on Tech, Love & Life
- 02:47 Dating in the Age of AI: Government Restrictions and Digital Romance
- 12:20 Beyond Loneliness: The Many Reasons People Use AI Companions
- 16:05 The Value of Human "Messiness" in Relationships
- 21:00 Reimagining Digital Dating Through 3D Presence
- 38:15 The Non-AI Relationship Pledge: Setting Digital Boundaries
- 44:53 The Tech Intimacy Scale: Finding Balance in Modern Love
- 50:20 Dating AI Chatbots: A Week-Long Experiment Preview
- 58:54 Closing Thoughts: The Future of Human Connection
Hosted on Acast. See acast.com/privacy for more information.
Previous Episode

GTA 6 Delay, Meta’s AI Ads, Deepfake Laws, Meta Ray-Ban Privacy, and Spotify’s AI DJ with Lee Kebler and Adam Davis McGee
In this episode of TechMagic, Cathy Hackl shares an exciting announcement, whilst co-hosts Lee Kebler and Adam Davis McGee dissect the latest shifts in AI, gaming, and digital privacy. From the delayed launch of Grand Theft Auto 6 to Meta’s controversial AI-driven ad strategies, the duo tackles pressing ethical, legal, and technological questions. They explore Visa’s investment in AI agents, Spotify’s AI DJ, and the societal impact of chatbots and deepfake legislation. With candid insights and sharp analysis, Lee and ADM shed light on the balance between innovation and responsibility, highlighting how AI reshapes industries, public trust, and the digital future.
What you will learn:
- Why GTA 6's delay to 2026 signals broader challenges in game development timelines
- How Meta's AI-powered advertising strategy could revolutionize digital marketing
- Why AI chatbots present significant safety concerns for minors
- The implications of new US legislation targeting deep fake pornography
- How Visa's AI agent payment system could transform automated purchasing behaviors
- Why Meta Ray-Ban's default AI privacy settings raise significant data concerns
- How AI models prioritize objectives over truthfulness, with accuracy rates below 50%
- Why AI-generated evidence in legal proceedings requires new regulatory frameworks
- The impact of Spotify's AI DJ feature on the future of personalized music curation
- The challenges of training AI on potentially compromised or biased internet data
Come for the tech, stay for the magic!
Key Discussion Topics:
- 00:00 Introduction & Birthday Greetings for Cathy
- 01:36 AI's Impact on Tech: A Bumpy Road Ahead
- 05:10 GTA 6 Delay & Roblox Brand Partnerships
- 07:14 AI Chatbots: Safety Concerns for Young Users
- 13:09 Google's Responsible Approach to AI Development
- 14:29 New Legislation on Deepfake Content
- 19:55 AI-Generated Evidence in Legal Proceedings
- 24:25 The Truth Problem: AI's Accuracy Below 50%
- 28:23 Training AI on Internet Data: Garbage In, Garbage Out
- 30:58 Visa's AI Shopping Assistant Plans
- 36:09 Meta's AI-Powered Advertising Revolution
- 43:24 Meta Ray-Ban Privacy Settings Update
- 45:37 AI DJs & The Future of Music Curation
- 51:20 Closing Thoughts & Next Week's Preview
Hosted on Acast. See acast.com/privacy for more information.
Next Episode

TechMagic Greatest Hits: Meta, Apple, XR Trends, the Future of Spatial Computing, and Creator Evolution with Cathy Hackl and Lee Kebler
In this Greatest Hits episode of Tech Magic, hosts Cathy Hackl and Lee Kebler dive into the latest tech developments, from Meta's bold moves in AR to Apple's Vision Pro journey one year later. They highlight Meta's success with Ray-Ban AI glasses, Apple’s challenges in AR innovation, and how creators are evolving into media moguls. Cathy also interviews special guest Jeff Barrett, who shares insights on building sustainable creator careers, the rise of nano-influencers, and the global expansion of digital content platforms. Whether you’re into cutting-edge tech or the creator economy, this episode captures 2025’s emerging trends.
Come for the tech, stay for the magic!
Jeff Barrett Bio
Jeff Barrett serves as the Chief Evangelist at the Shorty Awards, where he's been involved with the organization for 10 years. A former Shorty Award winner for Best Business Blogger, Barrett has evolved from a creator to an agency leader, demonstrating the possible progression within the creator economy. His journey began uniquely on MySpace and included creating a successful parody account on Twitter that inadvertently led to legitimate recognition in the marketing world. Barrett currently hosts the Shorty Awards show and runs a podcast called "It's No Fluke," which has produced over 130 episodes featuring leaders from major companies like Google, Meta, and the NFL.
Jeff Barrett on LinkedIn
Key Discussion Topics
- 00:00 - Intro & Tech News Overview
- 02:50 - The Future of American XR: Competition and Innovation
- 11:15 - Meta's Metaverse Strategy: Make or Break Year
- 28:18 - Apple Vision Pro: One Year Later
- 41:24 - Interview with Jeff Barrett: The Evolution of the Shorty Awards
- 47:32 - The Creator Economy: Trends and Future Growth
- 53:27 - Building Sustainable Creator-Brand Partnerships
- 01:02:34 - Creator Identity & Platform Evolution
- 01:07:55 - Final Thoughts & Media Recommendations
Hosted on Acast. See acast.com/privacy for more information.
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