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This week, Jessica Michelle Singleton returns with a full-blown comedy meltdown from the road. From Skyline Chili decisions that nearly ruined her life to a hotel worker randomly bursting into her room, this episode is pure, unfiltered chaos. Add in ADHD spirals, airline drama, rising healthcare costs, and classic ’90s comedy nostalgia, and you’ve got peak Jessica.
If you love brutally honest storytelling, travel disasters, and laughing at life when it makes zero sense, settle in — this one has everything.
🎧 New livestreams every Tuesday — come hang live on YouTube at 6PM PT / 9PM ET!
👀Watch my new special "Hi Y'all!"
📬 Join my email list to request me live in your city and get first dibs on tickets!
🪪 Become an OFFICIAL MEMBER and get bonus content, hand written postcards from me and more!
By Jessica Michelle Singleton4.8
259259 ratings
This week, Jessica Michelle Singleton returns with a full-blown comedy meltdown from the road. From Skyline Chili decisions that nearly ruined her life to a hotel worker randomly bursting into her room, this episode is pure, unfiltered chaos. Add in ADHD spirals, airline drama, rising healthcare costs, and classic ’90s comedy nostalgia, and you’ve got peak Jessica.
If you love brutally honest storytelling, travel disasters, and laughing at life when it makes zero sense, settle in — this one has everything.
🎧 New livestreams every Tuesday — come hang live on YouTube at 6PM PT / 9PM ET!
👀Watch my new special "Hi Y'all!"
📬 Join my email list to request me live in your city and get first dibs on tickets!
🪪 Become an OFFICIAL MEMBER and get bonus content, hand written postcards from me and more!

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