377: How Wyndham Hotels Aligns AI with Business Strategy to Empower People at Work, with CCO Scott Strickland

Send us Fan MailScott Strickland is Chief Commercial Officer at Wyndham Hotels & Resorts and former Chief Information Officer of Wyndham Hotel Group, where he led technology and AI initiatives across one of the world’s largest hospitality portfolios. With experience spanning global operations, enterprise data strategy, and board-level leadership, he has built a reputation for translating business priorities into scalable technology execution.Drawing on that experience, Scott brings a pragmatic lens to how organizations align AI with business strategy, prioritize initiatives by ROI and time to value, and scale responsibly while building trust across teams.In this conversation, we discuss:How Scott translates business needs into technical AI execution while keeping a sharp focus on measurable dollar impact.Why winning board support for AI requires the “4 E’s” framework, and how making AI a recurring agenda item changes the trajectory of investment.How to scale from four initial AI use cases to more than 340 by prioritizing ROI, time to value, and data readiness.Why AI works best as a co-pilot that removes friction and drudgery, rather than as a replacement for frontline teams.What it takes to build trust with employees during AI transformation, including transparency, reskilling pathways, and new roles like AI coaches.Why security, privacy, and risk management must be built into AI initiatives from day one, and how servant leadership creates the cultural foundation for responsible adoption.Resources:Subscribe to the AI & The Future of Work NewsletterConnect with Scott on LinkedInAI fun fact articleOn how the journey from intern to a $5B unicorn happens-Join Dan Turchin and 4 seasoned technology and people leaders on Sept. 17 for an executive discussion on AI, leadership, and the future of work. Attendees will receive a complimentary personalized AI Maturity Industry Benchmarks Report ($499 value). Reserve your seat: https://go.peoplereign.io/virtual-event-when-intelligence-is-everywhere-intelligence-is-nowhere