Making It Awkward
Making It Awkward
Jessica Wilson, MS RD
Debating Jillian Michaels and Winning with Tigress Osborn
1 hour 20 minutes Posted Mar 26, 2026 at 12:06 pm.
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Show notes

Tigress Osborn debated Jillian Michaels about the health and wellness field on Jubilee Media's Surrounded–and won! Tigress, the Executive Director of NAAFA, comes back to the show to talk about her experience being one of (supposedly) 20 body positivity activists to debate Jillian. The two talk about her experiences including the production and editing of the show, how she ended up in one of the 20 seats, what it's like to sit across from Jillian, how Jillian likely knew who Tigress was before she sat down, and what she would have liked to have discussed with Jillian if given the chance. Tigress also shares critiques she may get for being on the show, and the two discuss whether or not to fact check Jillian on social media.

Events at NAAFA

NAAFA's campaign for size freedom

NAAFA blog

Fat bias in news media

Jillian part 1 episode

Marcy x Jillian follow up episode

Zane and his weight release

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Jessica Wilson's book: It's Always Been Ours; Rewriting the Story of Black Women's Bodies