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What if the real competitive advantage in an AI-saturated workplace isn’t more tools, but how human it still feels to build things together? In a world where “vibe coding” and AI copilots can translate almost any instruction into code, the leverage shifts to how clearly people communicate, how bravely they improvise in uncertainty, and how much imagination they are willing to bring into the room. Jessia Hoffman lives exactly at that intersection. As founder of On Deck Workshops and a Stanford instructor in applied improvisation, she’s spent years using improv, story, and play to help teams at companies like Google, Bloomberg, and Cisco become more connected, courageous, and creative. Her fully experiential sessions – connective games, shared rituals, and teachable moments – impactfully transform how people relate to risk, failure, creativity, and one another – which is exactly the humanness that AI can’t automate. We talk about: Why improv is actually a trainable skill, not a personality trait How teams that fail together build stronger bonds and better products than teams that just “win” Why brainstorming fails in most companies (and how improv fixes it) The real meaning of “Yes, And” and how it unlocks thriving team culture How psychological safety is built in the body, not in slide decks Why culture, not tools, is the real differentiator in an AI-saturated world If you’re a founder, manager, or builder navigating ambiguity, this episode will change how you think about communication, creativity, and leadership. 🎧 Listen if you believe the future of work is still deeply human. RESOURCES from Jessia ** Want to work with Jessia to bring improv to your next offsite, onboarding, or team-building event? Check out On Deck Workshops: ondeckworkshops.com ** Want to connect with Jessia? Follow her on LinkedIn: linkedin.com/in/jessiahoffman/ ** For improv magic in your inbox: Sign up for the newsletter at https://mailchi.mp/ondeckworkshops.co.... About the host : I’m Aishwarya, a product builder obsessed with turning raw ideas into real, working tools, especially with AI in the mix. Over the last 9+ years in SaaS, I’ve shipped zero-to-one products, scaled product marketing & GTM motions, and built across MarTech automation, real-time collaboration tools, and live event tech. Today, I work hands-on as an AI-first builder & forward-deployed PM/Engineer, working closely with AI models, agents, and orchestration systems to shape next-gen AI products. You can follow me here, LinkedIn: / aishwarya-ashok Twitter: https://x.com/aishashok14 My product memos: https://aishashok.com/ ----------------------------------------------------------------------------------------------------- Timestamps: 00:00 - Trailer 01:09 - Intro 04:01 - What is improvisation, and how did you discover improv? 07:03 - From high school to starting On Deck: your journey 12:18 - Can improv be learned as a skill? The right mindset for beginners 21:34 - Is improv always a team activity? Can solo improv help personal growth? 29:17 - Tools & techniques used with teams at Google, LinkedIn, Intuit, etc. 37:25 - How improv naturally helps people loosen up and open up 41:25 - Do you use these tools in the first few minutes to make people feel at ease? 44:51 - Reading the room 48:02 - Improv as a creative vehicle to build on others’ ideas 01:02:05 - Parallels between improv and working with AI as a co-partner 01:06:10 - Tech is abundant, but human leadership is essential 01:07:56 - Quick improv exercise: “Three Things!” 01:14:52 - Why human creativity is key to using AI effectively 01:17:08 - Outro ----------------------------------------------------------------------------------------------------- #AI #artificialintelligence #HumanvsAI #AImindset #ThinkingwithAI #AIideas #AIinsights #AItools #Futureskills #ProductDesign #UXDesign #HumanCenteredDesign #Innovation #FutureOfTech #AIMotivation #FutureInterfaces #designthinking #CreatorMindset #productthinking #TechExplained #DigitalTransformation #ProductStrategy #BuildInPublic #ProactiveAI #Personalization #CreativeTechnology #UserExperience #AIDesign #StartupLife