Million Dollar Advice

Million Dollar Advice

Million Dollar Advice is a work and career advice podcast hosted by friends and colleagues Kim Lessing and Kate Arend. Together Kim and Kate run Amy Poehler’s Paper Kite Productions and are very cool and good at their jobs. Each week, they will help live callers with their work-related dilemmas. Whether you have a question or you just like listening to other people’s problems, this show will change your life. If you have a problem at work or a career question big or small, write in to milliondollaradvicepod@gmail.com or leave a message on the Million Dollar Advice Hotline (888) 799-6327. Kim and Kate can’t wait to give you some Million Dollar Advice!

Episodes

Life is a Pizza with Amy Poehler

January 22, 2026 • 46 mins
This week, Kim and Kate are joined once again by Golden Globe-winning podcaster Amy Poehler for the final episode of season two!!! They discuss high school superlatives and whether Kim and Kate are more similar than they think they are. Then, they answer an email question from someone dealing with the aftermath of rejecting a coworker’s romantic advances. Their next emailer has trouble sticking with a job and needs advice on how to...
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The Ultimate Penultimate

January 15, 2026 • 36 mins
It's the penultimate episode of season 2, and it’s WILD. Kim and Kate kick things off by talking about the rules of making wishes. Then, they talk to a caller who has helped a friend get hired on her team and is now scared that her friend will surpass her. To celebrate the penultimate episode, Kim and Kate answer FOUR email questions in a row, about topics like seeing a coworker on a dating app and what to do if your boss draws pen...
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Sleep with Other People’s Coworkers

January 8, 2026 • 34 mins
This week, Kim comes straight from therapy, and Kim and Kate discuss their different approaches to anger and how to use it productively. First, they talk to a caller whose situationship with a coworker ended badly. Next, they advise an emailer on getting past a work mistake that they can’t stop ruminating on. Lastly, they answer an email question about saying goodbye to a fired coworker without being fake. Everyone’s lives are chan...
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Earplugs at the Movies

January 1, 2026 • 30 mins
This week, Kim and Kate unpack Kim’s hatred of concerts and debate whether or not Kim is Kate’s least fun friend. They answer a question from an emailer who is struggling through a transition from nanny to employee at the family’s company. Then, they help out a baker whose coworker is constantly harassing her. Finally, they advise an emailer who wants their coworker to stop showing them their children’s camp photos. Kim and Kate’s ...
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Exhausted by Donuts

December 18, 2025 • 32 mins
It's Kim's birthday and she's coming to the realization that she might be a "birthday girl." Kim and Kate reminisce on all of Kim's life events that Kate has had to miss due to having babies. They talk to a caller who is dealing with someone else's bad assistant and isn't sure if it's appropriate to give feedback. Then, they answer an email question from a producer whose boss has ADHD and needs constant reminders about everything. ...
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Doing Things Right and On Time with Morgan Sackett

December 11, 2025 • 38 mins
This week, Kim and Kate are joined by comedy producer extraordinaire Morgan Sackett (THE GOOD PLACE, VEEP, WINE COUNTRY, A MAN ON THE INSIDE). First, they advise an emailer on whether or not emojis are appropriate in work emails. Then, they answer a question from a woman who fears she’s being “slow fired.” And finally, they help out an emailer whose car was stolen when he left it in the care of an employee. Everyone’s lives are cha...
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Bravo is the Great Equalizer

December 4, 2025 • 34 mins
Today Kim and Kate are feeling hungover because they stayed up an extra hour to watch Real Housewives. Despite the lack of sleep, they still manage to give great advice! First, they talk to a caller who is nervous to start a contract job at a company she was laid off from. Then, they answer an email from a nutritionist who hates the unavoidable social media element of her job. Finally, they help an emailer who is being accused of k...
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Deflect, Deflate, Da F*ck?

November 20, 2025 • 36 mins
Kim and Kate kick the episode off debating whether or not they’ve been influenced to purchase things on social media… and what gadgets are worthwhile. Then, they help out a caller dealing with a coworker who is constantly gossiping. Next, they advise an emailer who is wondering if she should warn a new hire about how difficult their new boss is. And finally, they answer a question from someone whose coworker keeps looking them up a...
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High on B-12

November 13, 2025 • 35 mins
Kate got a B-12 shot immediately before recording this week’s episode, and she’s feeling amazing. First, Kim and Kate talk to a caller who has just moved across the country after leaving her corporate job, and is looking for ways to heal her burnout. Then, they advise an emailer whose boss was dumped, and has since developed trust issues that are affecting the entire workplace. Finally, they help a painter whose ex-boyfriend owes h...
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I Didn’t Sign Sh*t, Bitch!

November 6, 2025 • 38 mins
This week, Kim and Kate discuss cults and multi-level marketing schemes, and whether or not they would fall prey to them. Their first question is an email from a woman on the precipice of a promotion who recently found out she’s pregnant and is worried about staying relevant on her team. Then, they talk to a caller working on a project that will entail sharing an apartment with her boss for a month in a new city. Finally, they answ...
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The Price of Being Young in the Workplace with Eilise Patton

October 30, 2025 • 33 mins
This week, Kim and Kate are thrilled to have the hilarious Eilise Patton joining them. They advise a woman hoping to transition a work friendship into a real-life friendship. Then, they answer a question from a zillennial who has become the de facto IT person for her boomer coworkers. Lastly, they help someone who unwillingly paid for a coworker and her husband’s dinner, and isn’t sure what to do in response. Everyone’s lives are c...
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It’s Giving Purple Lady

October 23, 2025 • 27 mins
This week Kim has big news: she’s gotten a new pair of sunglasses and a whole new personality. Kate isn’t sure what to make of this new Kim. They talk to a caller who is worried she’ll lose out on a job because of some criticism she’s given behind her potential colleagues’ backs. Then, they advise an emailer who is hoping that his company will allow him to go remote so that he can relocate. Finally, they help a therapist struggling...
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Reach for the Tums

October 16, 2025 • 31 mins
This week, Kim and Kate discuss their feeling about milk and Tums. They talk to a caller who was passed over for a promotion and thinks it might have been due to unfair favoritism. Then, they advise an emailer who is trying to change a company that’s stuck in the past. Finally, they answer a voicemail from a stand-up comedian trying to track down a tape of one of her sets. Everyone’s lives are changed forever, and the workplace is ...
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Smelly Coworkers

October 9, 2025 • 32 mins
Kim and Kate are recording in the afternoon!! They’re at a 10, despite Kate having had a very unlucky day. First, they talk to a caller who thinks it might be time to end a friendship with someone she’ll have to keep working with. Then, they answer an email question from a boss who needs to shift his management style. Finally, they advise two emailers dealing with smelly coworkers. Everyone’s lives are changed forever, and the work...
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Process and Delete

October 2, 2025 • 27 mins
Kim and Kate discuss whether or not they should try to go viral. They help an emailer who was let go from her job, but is still harboring resentment and can’t stop thinking about it. Then, they talk to a caller who keeps winding up as the middle man in conflicts between her subordinates. And lastly, they advise an elementary school teacher whose resting bitch face is giving him a reputation he doesn’t want. Everyone’s lives are cha...
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Done Beats Perfect with Dana Schwartz

September 25, 2025 • 34 mins
This week Kim and Kate have their first guest of the season, the wonderful and talented Dana Schwartz! They first advise a caller who is terrified of running into her former toxic boss. Then, they help an emailer whose lunch break conversations are boring her to death. Finally, they answer a question about how not to cry when receiving feedback. Everyone’s lives are changed forever, and the workplace is improved for all involved. ...
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Butts and Bros

September 18, 2025 • 35 mins
Kim announces that she is pregnant (again)! Kim and Kate talk to a caller who has gone from remote work to in-person work, and is very, very bored. Then, they help an emailer who hasn’t told her boss that her mom passed away and is finding herself caught in more and more lies. Finally, they answer a voicemail from someone whose coworker has turned their carpool agreement into more of a chauffeur service. Everyone’s lives are change...
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Episode 3: Here For a Long Time, Not a Good Time

September 11, 2025 • 36 mins
Kim and Kate are feeling EXHAUSTED, and in this episode, they discuss who is and isn’t allowed to be tired. They help out a caller who is dealing with a major work crush that’s taking over her life. Then, they answer an email about working in an industry that promotes questionable morals. Everyone’s lives are changed forever, and the workplace is improved for all involved. To learn more about listener data and our privacy practic...
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Episode 2: Dye ‘Til You Die

September 4, 2025 • 28 mins
Kim and Kate kick the episode off discussing what to do about former coworkers you’ve had issues with. Then, they talk to a caller who is ready to quit her first job and wants to do so in the nicest way possible. After that,  Kim and Kate answer a voicemail question from a woman deciding whether to let her hair go gray or continue dyeing it. Everyone’s lives are changed forever, and the workplace is improved for all involved. To ...
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Episode 1: Season Two, Baby!

August 28, 2025 • 30 mins
Kim and Kate are back for season two and ready to change more lives! They catch up on what’s been happening since they’ve been apart for some time, and discuss the fact that personal advice is useless, while work advice is very helpful. Kim and Kate advise a caller in her early career who is considering a pivot into a field that offers more growth but isn’t what she wants to do long-term. Then, they help an emailer whose boss owes ...
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