EPISODE · Aug 7, 2026 · 36 MIN
AI-isms: Authenticity | Lynn Perkins | How to Remain Authentic in the age of AI
from AI-isms: Human Rhythms in a Synthetic World · host Shulagna Dasgupta
Be your authentic self. We have spent years fighting the stories we were told in order to get there. And then the LLMs showed up, and a polished version of your work, your thoughts, even your introduction, became available at the click of a button. So what happens to the battle for authenticity now? It just got a lot harder.In this episode of AI-isms I sit down with Lynn Perkins, co-founder and CEO of UrbanSitter. Lynn works in a category where authenticity matters more than almost anywhere else. You are letting a stranger into your home to care for the person you love most. So we set care aside and talked about the thing underneath it: trust, and what happens to it when a generation of people start using AI to rewrite who they are on paper.The idea that stayed with me: imperfect human beats AI-generated polish, and it is not close. Lynn told me about a competitor that let care providers use AI to write their profiles. Two things happened. Everyone started to sound the same, and the platform's own fraud detection stopped working, because suddenly every profile sounded a little fake. Perfect turned out to be the tell.What we get into:• The science of trust (background checks, credentials) versus the art of it (values, connection, work ethic), and why AI can only fake one• Why a too-polished proposal reads as less care, not more• The fraud-detection paradox: when everyone sounds the same, the machine can't tell real from fake• Four real scenarios, Lynn as coach: the non-native English job applicant, the exhausted sales rep, the 90%-automated inbox, the artist who refuses AI• The pattern underneath all four: human-first for the deep and creative work, AI-first pass for the repeatable• How UrbanSitter scaled AI by curiosity, not mandate, and why they share their failures out loud• The one thing Lynn does to stay authentically herselfChapters00:00 The battle for authenticity just got harder01:28 Meet Lynn Perkins02:36 Trust has a science and an art04:46 When the profile isn't the person06:09 Why "too perfect" erodes trust08:27 The AI proposal that felt like less effort09:43 When everyone sounds the same, fraud detection breaks10:54 Why competitors share their mistakes13:07 Scenario 1: the non-native English job applicant16:15 Scenario 2: the exhausted sales rep18:47 Scenario 3: the 90%-automated inbox21:45 Scenario 4: the artist who refuses AI24:53 Adoption by curiosity, not mandate30:43 Where UrbanSitter measures the outcome33:11 Staying authentically Lynn: share the snafus35:55 The AI-isms from this episodeThis is AI-isms, human rhythms in a synthetic world. The next time you are tempted to run yourself through the machine until you sound perfect, ask what you are trading for it. Tell me what you find.Topics: authenticity, trust, AI and hiring, resumes and AI, personal branding, fraud detection, human-AI collaboration, AI adoption, bottoms-up adoption, change management, marketplaces, childcare, UrbanSitter, Lynn Perkins, future of work
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AI-isms: Authenticity | Lynn Perkins | How to Remain Authentic in the age of AI
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