The Real Question

Jacki has had a grudge against her cousin for the past three years. Jacki turned to her cousin during a tough time and left the situation feeling really abandoned and betrayed. But now, years later, still hurt, she’s wondering – is this grudge really serving her?  This week on Should I Quit? Jacki and Vanessa discuss how we process hurt and move forward.  -- This show is completely...

Five years ago, Penni Jo made a late-in-life decision to pursue a career as a songwriter. Now, with a few years of rejection under her belt, she’s wondering if it’s time to give up on that dream. Should she just get a ‘real job’ with better benefits? This week on Should I Quit? Miranda and Vanessa discuss financial security and what success feels like when you're pursuing your art. If you want to...

Anne Helen Petersen is the voice behind the popular newsletter, Culture Study , and the podcast, Work Appropriate . This week she joins Vanessa to talk about our relationship to work, social media, and aging. -- This show is completely funded by Patreon, and we are so grateful to our supporters who make it possible. If you can, please considering chipping in ! Hosted on Acast. See acast.com/privac...

Over the last year, Miranda has taken some steps back from her relationship. They used to live together and now they live separately. She used to imagine marrying him, now it doesn’t seem in the cards. Is it time to just give up this man entirely? Or can she be happy with the comfort and pleasure of what she has in front of her?  This week on Should I Quit? Miranda and Vanessa explore how to...

We're thrilled today to be joined by Marcelle Kosman, co-host of one of our favorite podcasts – Material Girls . Marcelle likes to have a couple glasses of wine at the end of the day to unwind, but she finds it hard to talk about. Is it really okay that she drinks this much? Or is she fooling herself? And does just asking the question mean that she has a problem? This week on Should I Quit? Marcel...

Rebecca just had her second child and is spending a lot of time, focus, and energy on being a mom. But sometimes it feels like her whole life is consumed by that category! Even her instagram is filled with mom-related accounts and ads. Is that what she wants? Or should she unsubscribe and carve out one space where ‘mom’ isn’t the most important thing? This week on Should I Quit? Rebecca and Vaness...

Producer Ariana drops into the podcast to discuss an upcoming change with Should I Quit? Hosted on Acast. See acast.com/privacy for more information.

Kathy is turning 49 this year and she wants to be planning for the decade ahead! Should she continue on the career path she's on? Or it time to step off the path to try something new? With help from Fredrick Beuchner and Lord of the Rings, Kathy and Vanessa discuss how to live a joyful life. Hosted on Acast. See acast.com/privacy for more information.

G has always loved Harry Potter – so much so that in 2019 they joined their local Harry Potter and the Sacred Text group to meet monthly and make meaning from the books. When J.K. Rowling outed herself as transphobic a few years ago, G stuck with the group and their fandom. But lately, their experience as a trans person and a Harry Potter fan feel more and more at odds. Is it time to let go o...

Shira has been trying to learn how to drive for the past two years. She failed her first driving test and recently, when trying to renew her learner's permit, she failed that too. Feeling extremely discouraged about the whole thing, she's now wondering: is it even worth it? This week on Should I Quit? Vanessa and Shira explore how to accomplish something when you have no motivation left. -- This s...

Paige has had the same best friends for twenty years but lately they've been really letting her down. She doesn't feel seen or loved by them, and they don't seem to understand her perspective. Is it time to just end it? This week on Should I Quit? Vanessa and Paige explore when it's okay to walk away from people you love. -- This show is completely funded by Patreon, and we are so grateful to our...

Sarah owns a ballet studio in a small town. She loves dance and she loves teaching, but running her own business is really stressful! If she changes career path, will that give her the opportunity for a better life? This week on Should I Quit? Vanessa and Sarah explore how to un-couple your identity from your job. -- This show is completely funded by Patreon, and we are so grateful to our supporte...

Jocelin has a crush on their friend Paul. Ever since they met, there's been an intense instant connection – they like all the same things, they text all day, they hang out constantly. But Paul doesn't have feelings for Jocelin. Can there still be a friendship? Or is it time to end it? This week on Should I Quit? Vanessa and Jocelin explore what to do when a relationship becomes painful. -- This sh...

Prerna has lived in The United States for over ten years but it will probably take her another thirty years to get a green card. She loves living in the US, but the bureaucracy, uncertainty, and limitations are big source of stress in her life. Is it all worth it? Or is time to try another country? This week on Should I Quit? Vanessa and Prerna explore how much insecurity we each can tolerate. --...

For the past fifteen years, Rob has been concerned about his relationship to opiates. One of the ways he has managed that relationship has been listening to podcasts about addiction. But recently he has been feeling like he doesn't like or need these podcasts anymore. Is it okay to stop listening? This week on Should I Quit? Vanessa and Rob explore the guard rails we put up in our lives to protect...

Allie started running casually in college and has gotten more and more into it over the years. She joined a running club, she ran her first marathon, and she bought herself a fitness watch. But recently her fitness watch has been stressing her out. Is it the fitness watch that’s the problem? Or is it her relationship to running more broadly?  This week on Should I Quit? Vanessa and Allie expl...

Every time Mars has a period they think about getting their uterus taken out. They hate having this dumb organ in their body! But doesn't everyone hate their period? And what if they want to have kids in the future? This week on Should I Quit? Vanessa and Mars explore how we relate to our own bodies. -- This show is completely funded by Patreon, and we are so grateful to our supporters who make it...

We're taking one more week off of regular programming, but we'll be back next week on June 19th. In the meantime, please enjoy this un-locked Patreon perk, our Should Vanessa Quit? segment with Vanessa and Ariana. Our Patreon supporters make this show possible and we're so grateful. If you're a regular listener of the show, we'd love to have your support . Also, please submit your quitting questio...

As we prepare for our Not Sorry C.A.M.P. this week , we're taking a break from the show. We'll be back in two weeks, on June 19th. In the meantime, please enjoy this un-locked Patreon perk, our Pop Culture Prescriptions with Vanessa and Margaret H. Willison. Our Patreon supporters make this show possible and we're so grateful. If you're a regular listener of the show, we'd love to have your suppor...

Ely knows that vaping is bad for her, but she can't seem to find the motivation to stop. Is it okay to indulge certain vices? Or is that logic just the way that addiction works? This week on Should I Quit? Vanessa and Ely explore our own self-destructive instincts. In this episode, Ely mentions her experience with AA. If you or someone you love is struggling with addiction, there are AA meetings h...

Margaret is a very sociable person – everywhere she goes, she finds new people to be friends with. But with that list ever-expanding, she feels like she's not serving her existing friendships as well as she'd like. Should she stop making new friends? This week on Should I Quit? Vanessa and Margaret explore when it's okay to disappoint the people you love. -- This show is completely funded by...

Heather Havrilesky is the voice behind the popular existential advice column, Ask Polly . This week she joins Vanessa to talk about giving advice, when to quit, and how to better be "your ragged-ass bullshit self." -- This show is completely funded by Patreon, and we are so grateful to our supporters who make it possible. If you can, please considering chipping in ! Hosted on Acast. See acast.com/...

Courtney loves posting photos of her kids on instagram – she loves scrolling back and seeing all the small moments captured, she loves being able to share those moments with family and friends. But her kids are young enough that they can't truly consent to the photos, and she worries that when they grow up, they won't approve of what has been shared. This week on Should I Quit? Vanessa and Courtne...

Chris Stedman gets stuck scrolling Twitter at night. He knows why he does it – it makes him feel in control, it soothes his anxiety. But should he be sitting in that anxiety instead of soothing it? This week on Should I Quit? Vanessa and Chris explore our relationship to social media and how to counter perfectionism. Be sure to check out Chris's latest book, IRL: Finding Our Real Selves in a Digit...

Taylor gets sucked into looking at houses on Zillow. It's addictive! Comparing prices, imagining her life in different places... But is that imagining good for her? Or is it keeping her from appreciating the life she has? This week on Should I Quit? Vanessa and Taylor explore when it's okay to plan for the future at the expense of living in the present. -- This show is completely funded by Patreon...