In this episode of How We Made Your Mother, Josh and Craig welcome the brilliant Wayne Brady to revisit “Single Stamina,” the Season 2 episode that introduced Barney’s gay, Black brother James. Together they unpack how Wayne came to the show, what it felt like to embody this new character, and how the episode balanced outrageous comedy with genuine heart. They discuss James as both brother and father figure to Barney, the themes of aging, vulnerability, and growth that define the show, and how the episode’s subtle pro–gay-marriage message felt quietly radical in 2006. Wayne shares memories of working with Neil Patrick Harris, his nerves walking onto set, and how he approaches comedy and fear as a performer. Josh and Craig reflect on the episode’s legacy, its GLAAD Media Award nomination, and how it captured HIMYM’s mix of humor, heart, and social progressiveness.

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