As we end our year of 'Should I?' questions, we're checking back in with some past guests. How did things turn out for them? Did they make a final decision after our conversation?

We're starting our week with an anonymous guest who asked the question 'Should I: Have a Child?' back in April.

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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!

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Erika is an introvert and she’s struggled with friendship in the past. Sometimes people she thought were her friends, didn’t feel the same way about her. Now, as an adult, she has two good friends. Is that enough? Or is she avoiding trying to build more friendships out of a fear of rejection?

This week on the show Mauricio and Erika talk about why we perform in our relationships and how to trust people enough to be ourselves.

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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! And if you have your own 'should I' question, we'd love to consider having you on the show.

The Real Question is a Not Sorry Production

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Alex's mom was adopted and has chosen not to look into her biological roots. But as Alex begins her own search into family history, she has her own questions. Can Alex respectfully research her mom's biological family? And should she tell her mom she’s doing it?

This week on the show Mauricio and Alex explore the vulnerability of wanting different things from the rest of your family.

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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! And if you have your own 'should I' question, we'd love to consider having you on the show.

The Real Question is a Not Sorry Production

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

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

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

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.

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

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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.

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

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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.

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

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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.

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

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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.

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!

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