Wes Crawford on Legacy, Leadership and the Future of a Family Business

Wes Crawford on Legacy, Leadership and the Future of a Family Business

January 28, 2026 · 23 min

About this episode

Wes Crawford discusses the challenges and strategies of passing on a family business while ensuring its strength and longevity.

What does it really take to hand a family business from one generation to the next - and make it stronger? In this episode, Co-Founder of Attract & Engage, Jill Willis sits down with Wes Crawford, Managing Director of Crawford’s Group, the Writtle-based agricultural and commercial vehicle business founded by his father back in the 1980s. Wes shares the realities of succession planning, a major health scare that changed everything, and how he’s building a business designed to outlast him - with his wife and sons now part of the journey. Expect honest reflections on leadership, resilience and legacy. Hit play and join the conversation.

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