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PODCAST

Million Dollar Advice

Pineapple Street Studios and Paper Kite Podcasts

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

society & culture careers

All Episodes

34:52

Done Beats Perfect with Dana Schwartz

Million Dollar Advice ·

2025/09/25

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.To learn more about listener data and our privacy practices visit:

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35:18

Butts and Bros

Million Dollar Advice ·

2025/09/18

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 changed forever, and the workplace is improved for all involved.To learn

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36:18

Episode 3: Here For a Long Time, Not a Good Time

Million Dollar Advice ·

2025/09/11

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 practices visit: https://www.audacyinc.com/privacy-policy Learn more

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28:28

Episode 2: Dye ‘Til You Die

Million Dollar Advice ·

2025/09/04

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 learn more about listener data and our privacy practices visit:

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30:12

Episode 1: Season Two, Baby!

Million Dollar Advice ·

2025/08/28

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 them fourteen dollars. Everyone’s lives are changed forever, and the

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43:57

Live from SXSW!

Million Dollar Advice ·

2025/04/09

We have a special episode for you! This week Kim and Kate hit the road for their first ever live event at SXSW EDU! They answer all kinds of questions from how to not turn into a tech bro to how to keep morale in schools high. Everyone’s lives are changed and the workplace is improved for all involved.To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

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43:03

Amy Poehler in the Hot Seat

Million Dollar Advice ·

2024/12/19

In this week’s season finale Kim and Kate are joined by Amy Poeher and they ask her some hard hitting gotcha questions and also order lunch. Then, they answer a question from an emailer who wants to be promoted but isn’t sure it’s going to happen. Then, Kim’s mom finally makes her MDA debut and asks a question about when it’s time to retire. Everyone’s lives are changed forever and the workplace is improved for all involved.To learn more about listener data and our privacy practices visit:

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30:47

Defying Gravity

Million Dollar Advice ·

2024/12/19

This week Kim and Kate have colds but that doesn’t stop Kim from absolutely Defying Gravity with her incredible voice. Then, Kim and Kate answer two email questions. The first is from a person whose work out buddy keeps bringing thirds along to the gym. The second question is from a manager who isn’t thrilled with the results of their office wide personality tests. Everyone’s lives are changed forever and the workplace is improved for all involved. To learn more about listener data and our privacy

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37:22

I Gave My Whole Self to Weird Girl With D’Arcy Carden

Million Dollar Advice ·

2024/12/12

This week Kim and Kate are joined by D’Arcy Carden (The Good Place, League of their Own). Things get freaky when everyone nearly asphyxiates but once everyone takes a deep breath things get back on track. First up, Kim, Kate and D’Arcy help a frazzled yes woman deal with her jealousy and take back her power. Then, they save an innocent employee whose lie has spun out of control. Everyone’s lives are changed forever and the workplace is improved for all involved. To learn more about listener data

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37:28

Lady in the Sheet and a Freak in the Bed

Million Dollar Advice ·

2024/12/05

This week Kim and Kate discuss if men and women can be friends. It gets heated and scary. Then, they take a question from a caller who is getting snarky comments on her outfits at work. Later in the episode Kim and Kate help an emailer working in a gross work environment. Everyone’s lives are changed forever and the workplace is improved for all involved. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad

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36:40

Grey Rock

Million Dollar Advice ·

2024/11/27

This week Kim has yet another nervous breakdown about her worth. Kate helps her back on to solid ground and they take a caller from a wedding planner who is having trouble keeping things professional. Then, they take an email question from a guy who sounds hot and has somehow become the office therapist. Everyone’s lives are changed forever and the workplace is improved for all involved.To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy

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31:44

Grateful for Bed

Million Dollar Advice ·

2024/11/21

This week Kim and Kate discuss their gratitude practice, including the thing they’re most grateful for: bed. They help a caller who is sick of how distracted her coworkers are on Zoom. Then, they answer a voicemail question about what to do when your boss says, “I love you.” Everyone’s lives are changed forever and the workplace is improved for all involved. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad

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33:27

Late Onset Pick Me Syndrome

Million Dollar Advice ·

2024/11/14

This week Kim and Kate discuss whether or not Kim is a pick-me. Spoiler alert, SHE IS! Then, they help an emailer who is dealing with a low stakes office klepto. Later in the episode Kim and Kate help an emailer who is dealing with her own grief and the grief of those around her. Everyone’s lives are changed forever and the workplace is improved for all involved.To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad

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31:49

Sleeping with a Single Airpod

Million Dollar Advice ·

2024/11/07

This week Kim and Kate suffer from crippling brain fog. But after a few jumping jacks, the ladies are back up and running. They answer a question from a caller who is pulled in too many directions at work and isn’t sure where to turn. Then, the ladies are tasked with saving a boss who can’t find her voice and is too lax. Kim and Kate whip her into shape quick! Everyone’s lives are changed forever and the workplace is improved for all involved.To learn more about listener data and our privacy

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30:40

Chobani, Please Sponsor Us

Million Dollar Advice ·

2024/10/31

This week Kim and Kate are high on coffee and chobani creamer (please sponsor us). They discuss office microtrends. What is in, and what is out! Then, they help an emailer with returning to the workforce after taking some European time off. Lastly, they answer a DM about a hierarchy issue. Spoiler alert, someone is married to the CEO! Everyone’s lives are changed forever and the workplace is improved for all involved. To learn more about listener data and our privacy practices visit:

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47:25

Water Aerobics with Amy Poehler

Million Dollar Advice ·

2024/10/24

This week Kim and Kate are joined by the incredible Amy Poehler. They reveal their favorite movies and what it was like to brave a large building. Then, the three help a caller with murky worky boundaries. Lastly, they discuss best practices for workplace bonding. Amy admits she loves Kim and Kate. Everyone’s lives are changed forever and the workplace is improved for all involved.To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn

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29:15

Sick, Sick Green Lady

Million Dollar Advice ·

2024/10/17

This week Kim is sick and recording from home. More worrying though, is that Kim is on the verge of becoming a green lady. Kate helps Kim course correct and they dive into the episode where they help an emailer who doesn’t know how to answer “what do you do?” Then, another emailer is at a loss for how to help her workaholic friend. Everyone’s lives are changed forever and the workplace is improved for all involved.To learn more about listener data and our privacy practices visit:

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37:36

Coworkers Leave Colorado Man Behind on Mountain...

Million Dollar Advice ·

2024/10/10

This week Kim and Kate record later than usual and it’s chaos. They answer a question about a coworker who constantly interrupts all the while Kim can’t stop interrupting Kate! Kate is, however, very patient about it. Then, a couple calls in to talk about how to cope with their recent promotions and deal with their inability to get some work life balance. It’s a slap happy episode to say the least. Everyone’s lives are changed forever and the workplace is improved for all involved.To learn more

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31:24

Calm Kim

Million Dollar Advice ·

2024/10/03

Today Kim has done acupuncture and is in a state of total bliss. Naturally, this throws off the entire dynamic and Kate is terrified. They right the ship and dig into a question about how to deal with a boss who “isn’t a morning person.” Then, the ladies tackle a question about an unequal partnership. Everyone’s lives are changed forever and the workplace is improved for all involved.To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy

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45:13

The Spice Girls of Advice with Lisa Gilroy

Million Dollar Advice ·

2024/09/26

This week Kim and Kate are joined by the hilarious and perfect Lisa Gilroy. Together, they help a caller who is dealing with high tension that she can’t seem to diffuse. Then, the ladies tackle an email about a co-worker who won't stop sending unfunny memes. The problem stumps them at first but eventually they find their way through and save the day. Everyone’s lives are changed forever and the workplace is improved for all involved. To learn more about listener data and our privacy practices

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47 results

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