Steve Grace is a founder and media operator who views failure as an unavoidable companion to meaningful work. In this episode, Steve unpacks how repeated setbacks shaped his thinking, decision-making, and definition of success. Rather than treating failure as something to overcome, the conversation explores how it functions as information, constraint, and filter. The episode is a grounded reflection on endurance, identity, and staying committed long after results fail to arrive.
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(00:00) Redefining Failure in Business
(07:02) Early Mistakes and Better Risks
(15:34) Detaching Self-Worth From Outcomes
(24:18) Building Through Uncertain Periods
(33:06) Discipline When Efforts Go Unrewarded
(41:52) Accepting Failure Despite Best Efforts
(50:27) Revenue Experiments and Protecting Trust
(59:41) Using Past Mistakes as Constraints
(1:09:08) The Internal Toll of Delayed Success
(1:18:42) Shifting Success From Status to Alignment
(1:28:31) Turning Theory Into Hard-Won Insights
(1:37:12) Endurance as the Ultimate Differentiator