AI and the Future of Work: Artificial Intelligence in the Workplace, Business, Ethics, HR, and IT for AI Enthusiasts, Leaders and Academics 377: How Wyndham Hotels Aligns AI with Business Strategy to Empower People at Work, with CCO Scott Strickland
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Feb 23, 2026 Scott Strickland, Chief Commercial Officer at Wyndham Hotels & Resorts and former CIO, brings enterprise tech and AI leadership experience. He discusses aligning AI to business ROI and time-to-value. He explains winning board support with the “4 E’s,” scaling from a few pilots to hundreds of use cases, balancing automation with hospitality, and building trust through transparency, reskilling, and security-by-design.
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Frame AI As A Tool For Concrete Business Outcomes
- AI should be framed as a tool to drive efficiency, revenue, or new businesses to align with corporate strategy.
- Scott structured Wyndham's AI strategy around these three use cases before picking specific pilots.
Prioritize By ROI And Time To Value
- Prioritize AI projects by ROI and time to value to move quickly and fund further work.
- Scott started with four pilots, kept successes visible, and scaled to ~340 prioritized by ROI and data readiness.
From Four Pilots To Three Hundred Forty Use Cases
- Scott began with only four AI initiatives, of which three succeeded and one failed, then expanded to ~340 items.
- He used early wins and publicized results so the CEO and board began mentioning AI on earnings calls.