Harnessing AI Inside and Outside the Box

In this moderated discussion, Olivia Nottebohm — COO of Box and an experienced technology executive — shares her perspective on the dual role of artificial intelligence at Box: as the enabler of powerful capabilities that help Box customers unlock the value of their enterprise content and as an innovative tool for enhancing creativity and operational efficiency within the company. Among other topics, Nottebohm discusses the emerging AI-First era of business, offers practical guidance for effective deployment, and outlines her vision for an AI-First enterprise maturity model. The conversation is moderated by Stanford GSB Professor Haim Mendelson. This event is part of the Value Chain Innovation Speaker Series and is organized by the Value Chain Innovation Initiative at Stanford Graduate School of Business. The series explores how emerging technologies are reshaping business models, value chains, and consumer preferences. Each one-hour event features a dynamic conversation led by Professor Haim Mendelson, faculty director of VCII, with one or more leading innovators in the field. Visit the VCII Events page at goto.stanford.edu/vcii-events for a list of upcoming events and to access past event recordings. –––––– 00:00 Introduction 01:15 Olivia’s career trajectory 02:58 Being an AI-first company 06:49 AI-first strategy 10:02 Alternative to AI-first strategy 11:46 Effective change management 13:46 Box’s AI-first approach 18:24 AI-powered customer support 21:06 AI performance indicators 22:27 Sales knowledge portals 23:50 The future of AI implementations 27:05 Additional AI-related metrics 29:41 Guidance for AI deployment 31:13 AI-first enterprise maturity model 37:12 Climbing the AI maturity ladder 41:32 Q&A: Supporting change management 45:53 Q&A: Self-improving processes 47:47 Q&A: AI Agent-to-agent interactions 50:16 Q&A: AI agents – Build or Buy? 51:43 Q&A: Impact of AI agents on SaaS companies 54:29 Q&A: AI in Box’s go-to-market and sales 57:08 Preview of upcoming events 58:46 Closing remarks