Why Onboarding at an AI-Native Company Broke Her Definition of Fast with Lindsay O'Brien

Episode notes

What does it actually look like to onboard at a company where AI isn't a nice-to-have, but the operating system? And why does inserting AI into a workflow without thinking first make that workflow worse, not better? Pragmatico Head of Marketing Lindsay O'Brien shares her experiences on what changed for her two months into a fully AI-native company after spending the last year as one of the earliest marketers building Claude skills for brand guidelines. The conversation gets into what actually gets evaluated in an AI-native interview process, why mandating AI adoption through shame backfires, and the Claude skill Lindsay built that plans an entire marketing event end to end. Lindsay also makes the case for why a unique point of view has to come before any AI workflow, and why skipping that step is the real reason so much AI-assisted content reads as forgettable.

Related episodes across the Index

Other episodes covering the same guests and topics, from across The B2B Podcast Index.

• Maisa Fernandez on Transforming Partner Marketing into a Revenue EngineNever GTM Alone · on B2B marketing74 / 100
• Zero-Party Data Strategy for B2B Enterprise MarketingB2B Marketing with Fexingo · on B2B marketing65 / 100
• It's The "Finale" for The LinkedIn Branding Show - The Backstory + Even A Few Branding TipsThe LinkedIn™ Branding Show · on B2B marketing40 / 100
• How CMOs Use Podcast Sponsorships to Win B2B BuyersThe CMO Podcast with Fexingo · on B2B marketing
• How a Single Case Study Page Landed 10k Startup SignupsMarketing for Startups with Fexingo · on B2B marketing
• Why Your Marketing Automation Ignores Customer Lifetime Value DataThe Marketing Operator Podcast with Fexingo · on B2B marketing

• The Go-to-Market Operating Model Built for Scale with Greg Leach77 / 100
• The Reddit Guy Was Right, Now He's Betting on YouTube with Ross Simmonds
• The Difference Between a Partner Program and an Ecosystem with Bryn Jones
• Your Website Is Committing Conversion Crimes with Sahil Patel
• The Onboarding Framework That Still Works in the Age of AI with Ramli John