Staying Too Long: How Redundancy Reset Stuart Taylor’s Career

In this episode of Why Did It Fail?, Stuart Taylor, CRO at The Lennox Academy, opens up about a failure most people only talk about in whispers: staying at a company too long after an acquisition… and being made redundant as a result. He talks candidly about what it felt like in the moment, the shock, the hit to his identity and much more.

Stuart and Shivan dig into the uncomfortable truth about loyalty, timing your exit, and recognising when a role or company has stopped serving your growth. Stuart shares the mindset and practical steps that helped him rebuild, and how that experience now shapes the way he leads, hires and coaches revenue teams.