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(0:00) Introduction to Sean O'Sullivan and his journey (0:30) Sean O'Sullivan on making his first million and early life struggles (1:00) Traits of a great founder and advice for young entrepreneurs (1:54) The path to making the first million in the current market (3:30) Sean O'Sullivan on financial prudence and early career experiences (5:16) Sean O'Sullivan's early programming days and founding MapInfo at 21 (9:02) Motivation behind MapInfo and scaling the business (15:07) Overcoming challenges and the decision to go public with MapInfo (18:12) The role of venture capital and life after going public (22:49) Founding SOSV, deep tech focus, and the transition to active investing (24:34) Risks, learning curves, and the value of investing in first-time founders (32:36) Megatrends in manufacturing, climate tech, and key advice received