Podcast
People Pleasers
Welcome to People Pleasers! Join Leah Rudick and Jessica Michelle Singleton each week as they laugh at themselves and the world around them. They’re on a neverending quest to care less what people think while still desperately needing everyone to like them. They get into everything from woo-woo self-improvement to blatant self-sabotage, and all the totally normal and definitely not weird (RIGHT??) ways they move through the world. Pour a drink and come gab with your best worst millennial girlfriends. Or don’t! No worries if not!
- Stand-Up chart
- #25
- Episodes
- 6
- Releases
- Weekly
- Typical length
- 42 min
- On air since
- 2026
- Latest episode
- 20 hours ago
Episodes
6 episodes, newest first
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46 min
Billionaire Bunkers, Spray Tan Trauma & Ham the Dog
Show notes
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.
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48 min
Fancy Men, Wedding Panic & Baked Potato Nostalgia
Show notes
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.
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46 min
Rich People Cake, Star Charts & Erewhon Scraps
Show notes
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.
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37 min
Pumpkin Muffs, Birthday Demands & The Goo Girls
Show notes
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.
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39 min
Alpha Drivers, Robot Takeovers & High School Drama Club Nightmares
Show notes
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.
-
1 min
Introducing People Pleasers!
Show notes
Welcome to People Pleasers! Join Leah Rudick and Jessica Michelle Singleton each week as they laugh at themselves and the world around them. They’re on a neverending quest to care less what people think while still desperately needing everyone to like them. They get into everything from woo-woo self-improvement to blatant self-sabotage, and all the totally normal and definitely not weird (RIGHT??) ways they move through the world. Pour a drink and come gab with your best worst millennial girlfriends. Or don’t! No worries if not!
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
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