Striver"s Compass

Striver’s Compass explores the intersection of achievement, meaning, and human flourishing. Hosted by Derek Pilling — investor, operator, and executive coach — the series helps high-achievers “strive wisely” — blending timeless philosophy with modern science. Each episode offers practical tools and reflections on how to pursue excellence without sacrificing well-being, and how to align ambition with values across work, family, community, and self. Because striving isn’t the problem — losing sight of