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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Matthew Johnson sold his healthcare software company 11 years ago, after leading it through three rounds of fundraising in just three years.
Alongside his twin brother Nathan, he then acquired and transformed TruConnect into a telecom powerhouse. Matthew also co-founded the technology investment bank Drake Star Partners, leveraging his earlier investment banking experience in NYC.
Balancing life between LA and Switzerland, he also leads a nonprofit providing wheelchairs to disabled children. Let’s dive into his unique post-exit lessons on staying motivated, enjoying life, and raising entrepreneurial children.
TIME STAMPS:
00:00:00 - 00:02:34 - Introduction and Career Transition
00:02:34 - 00:03:23 - The First Startup Experience
00:03:23 - 00:06:33 - Building True Connect
00:06:33 - 00:07:50 - Financial Discipline and Management Philosophy
00:07:50 - 00:12:42 - Transitioning from Finance to Entrepreneurship
00:12:42 - 00:15:08 - Balancing Multiple Ventures
00:15:08 - 00:19:05 - Considering Exiting True Connect
00:19:05 - 00:23:28 - Lessons in Hiring and Management
00:23:28 - 00:33:05 - Managing Investments and Personal Fulfilment
00:33:05 - 00:37:21 - Impact of Entrepreneurship on Family and Personal Life
00:37:21 - 00:41:06 - Raising Entrepreneurial Children
00:41:06 - 00:50:02 - Reflecting on Angel Investing
00:50:02 - 00:58:59 - Charity Work and Personal Fulfilment
00:58:59 - 01:08:21 - Life Philosophy and Future Goals
55 episodes
