Craig Window on The Inspired Stories Podcast

In this episode, Craig Window traces his journey from assistant golf professional to leading Circles’ U.S. business, revealing how early lessons in hospitality continue to shape his leadership philosophy. At the core is a simple but often overlooked idea: how employees feel at work directly impacts performance, engagement and retention. As organizations navigate constant workplace challenges, Craig explains why traditional perks and office upgrades fall short — and why experience, not policy, is what brings people back.

The conversation explores how Circles helps organizations “earn the commute” through practical, high-impact services that remove friction from employees’ daily lives. From errand running to fully managed workplace hospitality programs, these offerings give employees back valuable time while supporting productivity and well-being. Craig also shares how digital transformation and AI are enhancing service delivery without losing the human touch, and why investing in hospitality infrastructure can influence everything from talent attraction to long-term business performance.

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