The Real Question - podcast cover

The Real Question

The Real Question is a show that holds space for life’s tough questions. Each episode, a guest brings a personal question they’re grappling with, and Chaplain Mauricio Bruce helps them find an answer. This season, our focus is on future-oriented questions – those that start with ‘Should I…’ 


Mauricio sits down with guests who are contemplating big and small changes in their lives — whether it’s habits, careers, or relationships. In every episode, he asks the pivotal question: “Who do you want to be and what’s the best path to get there?”


The Real Question is produced by Not Sorry Productions, a feminist organization that produces podcasts, educational content, live shows, and immersive experiences with the explicit goal of addressing the spiritual needs of its participants. Through community, rigor, and ritual, we treat traditionally secular things as if they were sacred. To learn more about what we do, visit https://notsorryworks.com/

Hosted on Acast. See acast.com/privacy for more information.

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Episodes

When to Quit Thinking About a Problem (with Mauricio Bruce)

Mauricio Bruce is a transpersonal therapist, chaplain, and the co-leader of our What Matters program . This week he joins Vanessa to talk about visualization as a decision-making tool and how to tap into your feelings. -- 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/privacy for more information....

Apr 15, 202423 minSeason 3Ep. 60

Should I Quit: Being a Stay-at-Home Parent?

Sophie decided to take some time off work when she had her second child, but she always thought she would go back to her career in law. Since then however, one of her kids has become disabled and it has felt less and less possible to go back. Should she just give up on having a career? This week on Should I Quit? Sophie and Vanessa discuss how to be a caretaker and also take care of yourself. -- This show is completely funded by Patreon, and we are so grateful to our supporters who make it possi...

Apr 01, 202423 minSeason 3Ep. 59

Should I Quit: Making Political Donations? (with Beth Silvers)

A few weeks ago we had on Sarah Stewart Holland of Pantsuit Politics and today we're joined by her brilliant co-host, Beth Silvers. Beth makes small donations to political campaigns because she feels like it's 'the right thing to do.' Lately, however, she has realized that her heart isn't really in it. Can she just stop making them? Or does that betray her platform, which is based on the idea of folks being politically engaged? This week on Should I Quit? Beth and Vanessa discuss what to do when...

Mar 18, 202427 minSeason 3Ep. 58

Bonus Conversation: How We Misunderstand Homelessness with Charyti Reiter

For our annual fundraiser at Not Sorry, we are again supporting the wonderful organization On The Rise. On The Rise’s work begins with individuals experiencing homelessness in Cambridge, Massachusetts and continues if and when they secure housing. From their origin as a women’s organization, their programs have evolved toward inclusion of those historically and structurally oppressed on the basis of gender. In today's episode, Vanessa sits down with On The Rise’s Director of Clinical Services, C...

Mar 14, 202427 min

Should I Quit: Halifax?

Kaitlyn and her partner moved from Winnipeg to Halifax three years, excited to start a new life in a beautiful city. But three years later, they're still craving the sense of home they had in Winnipeg. Is it time to go back? This week on Should I Quit? Kaitlyn and Vanessa discuss how to know when you've given something new a 'fair' shot. -- 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...

Mar 04, 202425 minSeason 3Ep. 57

Should I Quit: My Personal Bank Account?

When Anisa and her husband got married, they mostly merged their finances – all except one little bank account that Anisa keeps on the side. Seven years into their marriage, Anisa is wondering: why am I keeping this account? Should I just shut it down? This week on Should I Quit? Anisa and Vanessa discuss the historical relationship between women and money and how to keep a sense of privacy in a long term relationship. -- This show is completely funded by Patreon, and we are so grateful to our s...

Feb 19, 202421 minSeason 3Ep. 56

When to Quit Trying to Get Published (with Mackenzi Lee)

Mackenzi Lee is a New York Times bestselling author and the teacher of our upcoming Publishing Crash Course . This week she joins Vanessa to talk about how we measure success in the world of art and publishing. -- 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/privacy for more information....

Feb 05, 202427 minSeason 3Ep. 55

Should I Quit: Cussing? (with Sarah Stewart Holland)

We're thrilled today to be joined by Sarah Stewart Holland, co-host of Pantsuit Politics . Sarah was raised in a no-cussing household. When she got older, she embraced cussing and started using swear words all the time. But now, raising three boys of her own, she's realizing she doesn't find the words fun anymore. This week on Should I Quit? Sarah and Vanessa discuss how be a good role model for your kids. -- This show is completely funded by Patreon, and we are so grateful to our supporters who...

Jan 22, 202424 minSeason 3Ep. 54

Should I Quit: The Idea of Having Kids?

When Lizzy was younger she always wanted kids. Over time, however, as the realities of life have crept in, she has started to feel more conflicted. Now she’s 35 and she feels like it’s time for a decision! Does she really want them? Or is time to quit the idea of kids for her future? This week on Should I Quit? Lizzy and Vanessa discuss how to tell the difference between what you really want and what you feel like you should want. -- This show is completely funded by Patreon, and we are so grate...

Jan 08, 202422 minSeason 3Ep. 53

Should I Quit: End of Year Reflection

Vanessa is joined by our Should I Quit? producer, Ariana, in our final episode of 2023. Together they look back at the past year of the show and share their take-aways and hopes for the future. We're also joined this week by Chaplain Rebecca Ledley, who works with Not Sorry through our Literary Chaplaincy program . Rebecca is running a group chaplaincy circle around Motherhood which starts on January 22nd. You can find out more at: https://notsorryworks.com/journeying-through-motherhood -- We ar...

Dec 29, 202331 minSeason 3Ep. 52

Did They Quit: Their Relationship?

In our final guest conversation of the season, we check back in with Emily from Should I Quit: My Relationship? We hear from Emily about the status of her love-life and her hopes for the future. -- We are so grateful to our supporters on Patreon who make this show possible. If you can, please considering chipping in ! Hosted on Acast. See acast.com/privacy for more information....

Dec 28, 20238 minSeason 3Ep. 51

Did They Quit: Trying to Get Better?

We're back with another Should I Quit follow-up! Today we're chatting with Fran, who was the guest on one of our first episodes this year. We hear from Fran about her continued journey with chronic fatigue syndrome. -- We are so grateful to our supporters on Patreon who make this show possible. If you can, please considering chipping in ! Hosted on Acast. See acast.com/privacy for more information....

Dec 27, 20238 minSeason 3Ep. 50

Did They Quit: Nicotine?

The next person we're checking in with this week is Ely Kreimendahl – host of one of our favorite podcasts, Shame Spiral . How did things turn out for Ely? Was she able to quit nicotine? -- 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/privacy for more information....

Dec 26, 202311 minSeason 3Ep. 49

Did They Quit: Being a Teacher?

Across this holiday week, we're checking back in with some past guests. How did things turn out for them? Did they quit what they wanted to? Today, we're talking to Lacy from Should I Quit: Being a Teacher? -- 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/privacy for more information....

Dec 25, 20238 minSeason 3Ep. 48

Should I Quit: My Grudge?

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 funded by Patreon, and we are so grateful to our supporters who make it possible. If you can, please considering chip...

Dec 11, 202330 minSeason 3Ep. 47

Should I Quit: My Dream of Being a Rockstar?

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 check out Penni Jo's music, you can find her on Spotify and Apple Music . -- This show is completely...

Nov 27, 202324 minSeason 3Ep. 46

When to Quit Your Job (with Anne Helen Petersen)

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/privacy for more information....

Nov 13, 202326 minSeason 3Ep. 46

Should I Quit: My Comfortable Relationship?

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 know when unhappiness in a relationship is normal and when it means you need to break up. -- This show is ...

Oct 30, 202323 minSeason 3Ep. 45

Should I Quit: Drinking? (with Marcelle Kosman)

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? Marcelle and Vanessa discuss how to know when you're in denial. -- This show is completely funded by Patre...

Oct 16, 202324 minSeason 3Ep. 44

Should I Quit: Mom Instagram?

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 Vanessa explore shifting priorities and motherhood. -- This show is completely funded by Patreon, and we a...

Oct 02, 202325 minSeason 3Ep. 43

Should We Quit? | An Announcement

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.

Sep 25, 202311 minSeason 3Ep. 42

(How) Should I Quit: My 40s?

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.

Sep 18, 202332 minSeason 3Ep. 41

Should I Quit: Harry Potter?

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 of the books they once loved? This week on Should I Quit? Vanessa and G discuss how personal relationships...

Sep 11, 202323 minSeason 3Ep. 40

Should I Quit: Trying to Get My Driver’s License?

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 show is completely funded by Patreon, and we are so grateful to our supporters who make it possible. ...

Sep 04, 202321 minSeason 3Ep. 39

Should I Quit: My Best Friends?

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 supporters who make it possible. If you can, please considering chipping in ! Hosted on Acast. See a...

Jul 31, 202327 minSeason 3Ep. 38

Should I Quit: My Career?

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 supporters who make it possible. If you can, please considering chipping in ! Hosted on Acast. See acast.com...

Jul 24, 202333 minSeason 3Ep. 37

Should I Quit: My Crush?

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 show is completely funded by Patreon, and we are so grateful to our supporters who make it possible. I...

Jul 17, 202320 minSeason 3Ep. 36

Should I Quit: The United States?

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. -- This show is completely funded by Patreon, and we are so grateful to our supporters who make it poss...

Jul 10, 202328 minSeason 3Ep. 35

Should I Quit: Listening to Podcasts about Addiction?

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 us, and how to know when those guard rails aren't serving us anymore. -- This show is completely fu...

Jul 03, 202322 minSeason 3Ep. 34

Should I Quit: My Fitness Watch?

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 explore the difference between setting goals and gamifying your life. -- This show is completely funded by Pat...

Jun 26, 202320 minSeason 3Ep. 33
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