The Walker Webcast Jonathan Goldstein, Co-Founder and Chief Executive Officer of Cain
Oct 16, 2025
In this engaging discussion, Jonathan Goldstein, a British solicitor-turned-entrepreneur and CEO of Cain, shares his remarkable journey from law to luxury real estate. He emphasizes the crucial role family values played in shaping his confidence and leadership style. Jonathan reveals insights into the hospitality sector, highlighting the importance of personalized service and operational involvement. He also delves into the significant risks attached to major developments and discusses Cain's strategic approach to investing in sports franchises like Chelsea, blending passion with investment.
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Lead With Respect And Courage
- Treat people the way you want to be treated and communicate respectfully.
- Be prepared to risk hostility by standing your ground while accepting you might be wrong.
Focus On Details And Team Fit
- Obsessional focus on detail and repetition improves outcomes.
- Amplify team strengths and support weaknesses to scale effectively.
Leaving Law For Real Estate
- Jonathan left a leading law firm because he felt unfulfilled and wanted new challenges.
- He trusted close advisers and took calculated career risks at age 40 to change industries.