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The Real Question — Relationships
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.

Copyright: © Not Sorry Productions

Latest Episodes:

Should I: Try to Get Pregnant Now? Nov 24, 2025

Show notes

Marie and her partner know they want kids and now seems like a optimal time to try. They have really good parental leave in their current jobs. Marie's health is in a good place. Life is stable. And yet – Marie is hestitating. Is it because she's just resistant to change and needs to bite the bullet? Or is there something she needs to do before she's ready?

This week on the show Mauricio and Marie talk about what it means to feel 'ready' for change.

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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!

The Real Question is a Not Sorry Production

Find us at our website | Follow us on Instagram

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

Should I: Stop Working with My Friends? Nov 17, 2025

Show notes

This week’s guest is an artist whose work relies on close collaboration with friends. But those friends don’t share the same professional ambitions. Can these collaborations continue, or will our guest have to risk hurting people they care about?

This week on the show Mauricio and our guest explore the difference between community and teammates.

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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!

The Real Question is a Not Sorry Production

Find us at our website | Follow us on Instagram

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

Should I: Plan to Take Care of My Parents in the Future? Nov 10, 2025

Show notes

César's parents are getting older and as he looks into the future, he's wondering: where does his responsibility to them start and end? How much should he sacrifice to take care of them?

This week on the show, Mauricio and César talk about feeling like an outsider in the family and what it means to be of service.

The Real Question is a Not Sorry Production

Find us at our website | Follow us on Instagram

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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.

Should I: Dye My Graying Hair? Nov 03, 2025

Show notes

Rebecca always knew her hair would change, she just didn't think it would happen now, in her 30s. She's been on a long journey to accept her curly hair, and isn't ready for another change in a wave of life changes.

This week on the show, Mauricio and Rebecca explore dyeing or not dyeing, what it would mean to choose either, and wonder if it's even the right question to begin with.

The Real Question is a Not Sorry Production

Find us at our website | Follow us on Instagram

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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.

Should I: Start Dating? Oct 27, 2025

Show notes

Jackson has built an intentional and fulfilling life for himself. He has a supportive family and many friends, and a career he really enjoys. There is an overall sense of contentment with the way things are, but after a series of unexpected challenges he wonders if he's missing out by not having a romantic partner to share in his highs and lows.

This week on the show Mauricio and Jackson explore what it would look like to start intentionally dating for the first time.

The Real Question is a Not Sorry Production

Find us at our website | Follow us on Instagram

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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.

Should I: Share Publicly About Experiences with Toxic Workplaces? Oct 20, 2025

Show notes

Sruthi works in education. Throughout her career she's has had a wide range of experiences across different institutions – they haven't all been good. In fact, some have been really, really bad. While she often shares insights when asked for advice, she wonders: should she speak out more publicly? And if she does, what risks might come with telling the truth?

This week on the show Mauricio and Sruthi explore what constitutes an 'abuse of power.'

The Real Question is a Not Sorry Production

Find us at our website | Follow us on Instagram

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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.

Introducing: When We All Get to Heaven Oct 15, 2025

Show notes

Co-founder of Not Sorry, Ariana Nedelman, has a new podcast project out today!

When We All Get to Heaven is a 10-episode series that tells the story of one of the first gay-positive churches, the Metropolitan Community Church of San Francisco, and how it faced the personal, social, and political trials of the AIDS epidemic, including the deaths of hundreds of its members.

The series is releasing over on Slate's Outward podcast and the second episode is already out.

Subscribe to Outward to hear the whole series!

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

Should I: Break-Up with My Partner? Oct 13, 2025

Show notes

Our guest today recently moved to be closer to a long distance partner. They thought it would make the relationship feel closer, but since the move, things have been feeling off. Is it a sign they should break-up? Or is just a passing symptom of changing circumstances?

This week on the show Mauricio and our guest explore the difference between friendship and romantic partnership.

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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!

The Real Question is a Not Sorry Production

Find us at our website | Follow us on Instagram

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

Should I: Leave Vermont? Oct 06, 2025

Show notes

Wes and his fiancee are facing one of the classic millennial issues: they can't afford to buy a house. They've lived in Vermont all their adult lives and they love it there – they love their jobs, they love their friends, they love the access to nature. But should they leave in order to build a better future for themselves and their potential future kids?

This week on the show Mauricio and Wes explore what it means to put down roots.

The Real Question is a Not Sorry Production

Find us at our website | Follow us on Instagram

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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.

Should I: Write a Nicer Email to an Ex-Friend? (with Vanessa Zoltan) Sep 29, 2025

Show notes

About three years ago, Vanessa "broke-up" with one of her close friends. She tried to do it kindly, but in retrospect she feels guilty for how it all went down. So recently she decided to reach back out and apologize. Faced with his response, she's now asking herself: What's the best way to handle this set of communications when there's still a lot of pain on both sides?

This week on the show Mauricio and Vanessa explore how to end relationships well.

You can find more information about the Harry Potter and the Sacred Text upcoming Cambridge Weekend on our website.

The Real Question is a Not Sorry Production

Find us at our website | Follow us on Instagram

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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.

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