Jonathan Goldstein, Co Founder and Chief Executive Officer of Cain



Willy was joined by Jonathan Goldstein, Co-Founder and CEO of Cain, an investment firm with
approximately $14 billion in assets under management.

They discussed Jonathan’s upbringing and the strong foundation his family instilled in him, key
lessons in leadership that he’s carried forward, pivotal moments throughout his career journey,
the biggest risk he’s ever taken, insights into the hospitality sector and why the details matter,
the importance of connection, and much more.

Key Points In The Webcast:
00:00 Introduction
01:04 Willy introduces Jonathan Goldstein
03:04 From disinterested to engaged student
06:37 Exercising mental focus
07:40 Leading Olswang
12:22 The driving force to making big changes
15:32 Entrepreneurial growth and creating opportunities
18:42 The human element of business
20:15 Why are building people-based businesses important?
23:36 Tony Blair and the skills needed for politics
26:10 Foundational values and risk-taking
29:48 What’s the biggest risk you’ve taken?
35:17 Having conviction to execute a vision
38:10 Have the wealthy gotten wealthier?
44:58 Institutionalizing your brand and investing in people
50:29 Four Seasons Hotel and personalizing issues
52:26 Investing in a football team
57:08 Working with Chelsea and building a good reputation

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