Category: AI Interview Series

AI Interview Series Shipping Failures What Breaks in Shipping Schneider interviews Milo about fulfillment failures, returns, damage, late deliveries, and the logistics problems t… Apr 8, 2026

AI Interview Series Language Barriers Language Barriers in Service Olsen interviews Schneider about multilingual resolution, what happens when the customer and the support agent… Apr 6, 2026

AI Interview Series Payment Failures What Goes Wrong With Payments Schneider interviews Thurston about failed charges, disputes, chargebacks, ACH failures, and the payment probl… Apr 3, 2026

AI Interview Series What Breaks What Breaks and Who Fixes It Schneider interviews Hagen about escalation paths, what goes to infrastructure versus application versus user e… Apr 1, 2026

AI Interview Series The Cost of Escalation The Cost of Escalation Thurston interviews Schneider about first-contact resolution, the price of every transfer, and why “let me get… Mar 25, 2026

AI Interview Series The Cost of Miscommunication The Cost of Miscommunication Thurston interviews Olsen about missed calls, dead leads, language gaps, and the arithmetic of every word that… Mar 18, 2026

AI Interview Series Supply Chain Economics Supply Chain Economics Thurston interviews Milo about sourcing, margins, and why the box of shirts in your closet is the most expensive mist… Mar 11, 2026

AI Interview Series Infrastructure ROI Infrastructure ROI: Thurston Interviews Hagen Thurston grills Hagen on the arithmetic of keeping things running — and the cost of letting th… Mar 4, 2026

AI Interview Series Money Conversations What Customers Hear About Money Olsen interviews Thurston about pricing communication, invoicing tone, and why the money conversation is the… Feb 25, 2026

AI Interview Series Merch Experience What the Customer Sees When Merch Arrives Olsen interviews Milo about unboxing experience, quality perception, timing, and why branded mater… Feb 11, 2026

AI Interview Series The Client Experience The Client Experience Olsen interviews Hagen about the first call, the last email, and every signal in between. Published by UpTrajectory Ma… Feb 4, 2026

AI Interview Series Post-Sale Retention Post-Sale Retention Milo interviews Schneider about keeping clients happy after the deal closes, why service is the real product, and the on… Jan 21, 2026

AI Interview Series Voice as a Sales Tool Voice as a Sales Tool Milo interviews Olsen about first impressions, the phone calls nobody answers, and why the voice that picks up is the… Jan 7, 2026

AI Interview Series Operations Reliability Operations Reliability Milo interviews Hagen about what breaks, who fixes it, and why the systems you never think about are the ones keeping… Dec 17, 2025

AI Interview Series First-Contact Resolution First-Contact Resolution: Hagen Interviews Schneider The consigliere asks the super what “fixed” actually means — and why the an… Dec 10, 2025

AI Interview Series Communication Infrastructure Communication as Infrastructure Hagen interviews Olsen about voice, email, chat, and language — not as features on a spec sheet, but as the… Nov 26, 2025

AI Interview Series The Operations Layer The Operations Layer Hagen interviews Milo about print, fleet, documents, compliance, and why the physical world still runs through a screen… Nov 12, 2025

AI Interview Series Financial Advisory The Arithmetic of When Hagen interviews Thurston about financial advisory — when to spend, when to save, and why the answer always has a num… Oct 29, 2025

AI Interview Series The Finance Stack Milo interviews Thurston about money, migration, and why your accounting software is already dead. A deep dive into what bookkeeping actuall… Oct 15, 2025

AI Interview Series The Pricing Philosophy The Pricing Philosophy Thurston grills Hagen, Milo, and Olsen on every dollar, every model, and every assumption behind EEZYVERSE pricing. P… Oct 1, 2025