Leah and Jessica tackle the delicate, messy intersection of mental health, grief, and people-pleasing. The duo discusses the struggle of asking for help, avoiding emotional burden, Japanese pen pals, overcoming imposter syndrome, and the nonsensical origins of pulling yourself up by your “bootstraps”. Got a people-pleasing disaster, a hard conversation you're avoiding, or just want to tell us if your country wears boots? Email pplpleaserspod@gmail.com and remember to rate, review, and subscribe!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Leah and Jessica are joined by a special studio guest—Ham the diaper-wearing foster dog—to tackle the everyday agony of micro-people-pleasing. The duo dives into botched spray tans, apocalyptic billionaire bunker survival plans, awkward road-trip dining etiquette, and the ultimate social betrayal: ordering shared appetizers at book club. Got a people-pleasing disaster or a conversation you're too terrified to have? Email pplpleaserspod@gmail.com and remember to rate, review, and subscribe!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Jessica and Leah unpack the paralyzing stress of wedding planning and the hilarious agony of trying to please everyone. The duo dives into condescending Beverly Hills catering gigs, NASCAR-themed wedding fantasies, Dollywood bachelorette throwbacks, and the chaotic glory of 90s mall food courts and baked potatoes. Got a people-pleasing disaster or a conversation you're too terrified to have? Email pplpleaserspod@gmail.com and remember to rate, review, and subscribe!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Leah and Jessica celebrate Leah’s birthday by exposing their deepest insecurities, weirdest habits, and desperate need for gold stars. The duo breaks down Sweet Lady Jane birthday cake trauma, kindergarten-style adult star charts, getting kicked out of Erewhon, and the lawless golden era of 90s buffets. Got a people-pleasing disaster or a crazy lie? Email pplpleaserspod@gmail.com and remember to rate, review, and subscribe!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Leah and Jessica dive headfirst into fall by taking a look at their worst habits. The duo breaks down autumnal cravings, strict birthday rules, childhood liquid soap punishments, and some deeply questionable female biology theories. Got a people-pleasing disaster or a crazy lie? Email pplpleaserspod@gmail.com and remember to rate, review, and subscribe!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

In the debut episode of People Pleasers, comedians Leah Rudick and Jessica Michelle Singleton have a hilarious, off-the-rails chat about trying—and mostly failing—to stop pleasing everyone else. From picking fights with driverless Waymos and surviving disastrous teenage driving lessons to high school freestyle rap battles and theater trauma, the duo leaves no awkward memory unexamined. Got a people-pleasing nightmare story or an outrageous lie of your own? Send it to pplpleaserspod@gmail.com, and don't forget to rate, review, and subscribe!

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.