Episode 14

August 20, 2025

Karen Walrond

Aging Boldly and Living on Your Own Terms with Karen Walrond

Aging Boldly and Living on Your Own Terms with Karen Walrond

Author, speaker, and “Radiant Rebel” Karen Walrond joins Chip Conley for a warm, inspiring conversation on how to age with joy, live on your own terms, and keep your spark alive.

From growing up between Trinidad and the U.S., to leaving engineering and law for a creative life, Karen’s story is full of bold choices and unexpected turns. She shares cultural insights on aging, how to break free from the “success script,” and the seven playful experiments from her new book In Defense of Dabbling that prove it’s never too late to try something new.

Packed with heart, humor, and practical wisdom, this episode will leave you smiling and inspired to chase your own adventures.

Come join Karen at our Santa Fe Campus on November 3rd through the 8th, click here for more details

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