The Kanso Show

Randy Ginsburg

Each week, we sit down with some of the brightest founders, executives, scientists, and creatives to explore one big idea: How can we live alongside technology without losing what makes us human? Expect honest conversations at the intersection of ambition, presence, and digital wellness, diving deep into how high performers embrace technology while still reclaiming their time, attention, and relationships from a world built to steal them.

Episodes

  1. 05/04/2025

    #4 Jack Winston: Building BePresent, Offline as a Status Symbol, and Tips for Breaking Phone Addiction

    Jack Winston is the co-founder of Be Present, a screen time reduction app using app locking, gamification, and social challenges to help people take back control of their attention. He joins Randy to unpack how a healthy relationship with tech became a keystone habit in his own life and how that realization led him and his brother to build a product that's now helping hundreds of thousands do the same. We discuss digital wellness culture, screen addiction’s downstream effects, behavior design, and the future of attention as a status symbol. Shownotes: 00:00 – Intro to Jack Winston and the origins of Be Present 02:00 – How gamification and social competition make screen time reduction stick 05:00 – Understanding screen addiction as a keystone habit 08:30 – Drawing the line between digital inputs and mental health 11:00 – Why digital wellness isn’t mainstream yet—and how that’s changing 14:00 – Offline status as a new cultural currency 16:00 – Why saving time is the ultimate value prop 18:00 – Unpacking user behaviors and unexpected digital dependencies 21:00 – Gen Z: the most addicted and the most aware 24:00 – How Jack balances his own digital habits as a founder 27:00 – Frameworks for tech reflection and intentionality 30:00 – Rapid fire: last deleted app, favorite tech, underrated habits 35:00 – Where to find Jack and download Be Present

    39 min
  2. 04/13/2025

    #2 Jason Kuperberg: 7 Marathons, Tech-Enabled Friendships, and Protecting Presence While Building AI's Future

    Jason Kuperberg is the co-founder of HyperWrite (OthersideAI), an AI writing and research platform with millions of users. Named to the Forbes 30 Under 30 list in 2024 for consumer technology, Jason studied biotechnology at Syracuse University before pivoting to entrepreneurship. Based in New York City, Jason balances his work in AI and innovation with his passion for running, having qualified for the Boston Marathon and holding a USATF marathon specialist coaching certification. Combining his interests in AI and fitness, Jason created Roast My Strava, an app that has been used by thousands of athletes around the world. He continues to develop tools and experiences that enhance creativity, productivity, and wellness through emerging technologies. 0:00 – Intro 1:30 – The Three Buckets of Jason’s Life 2:50 – Early Entry Into AI 3:40 – A Lifelong Runner 5:15 – Where AI Meets Real Life 7:30 – The Power of Online-Offline Connections 10:30 – Agency, Free Will, and the TikTok Moment 13:00 – Taking Initiative IRL 14:30 – Tools That Enable Real-World Connection 18:00 – Friend Curation as a Practice 21:00 – The Uncanny Valley of AI Companions 24:30 – From Glasses to Neuralinks 28:00 – The Small Talk We’re Missing 29:50 – Jason’s Personal Tech Guardrails 33:00 – Friction as a Feature 36:40 – Context-Aware AI Tools 39:00 – The Future of Wellness x Tech 41:15 – Sticky Notes and Side Quests

    46 min
  3. 04/02/2025

    #1 Jacklyn Dallas: Finding Digital Balance as a Creator, Ten Years of YouTube, and Building Deep Personal Relationships

    Jacklyn Dallas started making tech explainer videos for her grandmother as a 13-year-old on YouTube and has built a wildly popular channel, NothingButTech, making educational and entertaining videos about the tech that changes our daily lives. Her content moves between tech reviews to interviews with some of the industry's topmost leaders, all distinguished by her authentic, deeply engaged narrative presence and a powerful sense of energy and excitement in her videos. 00:00 – Intro & Why This Conversation Matters 00:47 – Jacqueline’s Warm Welcome 01:06 – Tech’s Double-Edged Sword & the Loneliness Epidemic 01:48 – Jacqueline’s Origin Story: From Grandma’s Tech Help to YouTube Stardom 04:29 – The Creator Dream: What Aspiring YouTubers Don’t See 06:46 – Navigating the Algorithm vs. Creative Integrity 09:57 – Dealing with 10/10 Videos & Detaching from Validation 11:33 – Vanity Metrics, Value, and Building the Right Audience 13:31 – Digital Wellness & Guardrails as a Tech-Centric Creator 16:20 – Tactics That Work (and Don’t) for Digital Balance 17:52 – Triggers to Recalibrate & Fighting Creative Fatigue 20:13 – Time Transfers: Replacing Screen Time with What Matters 21:48 – Trends in Screen Time & Bouncing Back from “Off” Days 23:43 – Identity Shifts & Momentum: Becoming Who You Want to Be 25:02 – From the Internet to Real Life: Building In-Person Relationships 26:55 – Feeling Alone in NYC to Hosting Community Dinners 29:43 – Hosting Events: The Low-Lift MVP Version vs. Scaling Up 31:38 – Curating Connection: Seating Charts, Shared Interests & Thoughtful Intros 32:46 – From One-to-Many to One-to-One: Scaling Real Relationships as a Creator 34:22 – Lessons from Taylor Swift on Intimacy at Scale 35:09 – Rapid Fire Q&A Begins 43:13 – Closing Thoughts & Where to Find Jacqueline

    45 min

About

Each week, we sit down with some of the brightest founders, executives, scientists, and creatives to explore one big idea: How can we live alongside technology without losing what makes us human? Expect honest conversations at the intersection of ambition, presence, and digital wellness, diving deep into how high performers embrace technology while still reclaiming their time, attention, and relationships from a world built to steal them.