Podcast Title: So True with Caleb Hearon
Host/Author: Headgum
Episode: My Mom Returns
Release Date: July 10, 2025

Introduction

In the "My Mom Returns" episode of So True with Caleb Hearon, Caleb welcomes his mother, Kelly, back to the podcast for a heartfelt and humorous conversation. This episode delves into their personal histories, parenting dynamics, relationships, and the challenges they've faced together.

Reflecting on Childhood and Parenting

Caleb and Kelly reminisce about their upbringing, discussing the struggles of growing up with limited financial resources and the impact it had on their lives.

Caleb [52:34]: "It's good that we didn't grow up with money. I'm sure I would be a dick otherwise."

Kelly shares her approach to parenting, emphasizing open communication and non-judgmental conversations with Caleb.

Kelly [12:48]: "I always, I was always very open with you. We always talked about everything, even sex, obviously."

They also touch upon Caleb's decision to pursue comedy over law school, with Kelly expressing her initial concerns but ultimately supporting his choices.

Caleb [21:10]: "Do you think that you made me gay or do you think I turned out gay? Cause I think you had a role in it."
Kelly [35:43]: "I think there's so many things I did that could have turned you gay."

Navigating Adulthood and Personal Growth

The conversation shifts to their personal growth and the evolution of their relationship as Caleb transitions into adulthood. Kelly discusses her journey toward self-healing and establishing healthier relationships, setting boundaries, and recognizing red flags in dating.

Kelly [34:37]: "It took a lot of self-healing. It took a lot of learning to love who I am and to learn what I have to bring to the table and that I deserve better."

Caleb shares his struggles with balancing work and personal life, highlighting the challenges of maintaining relationships while managing professional demands.

Caleb [15:02]: "If someone stopped and asked me to stop on my way home from work, I would kill them and myself."

Dating and Relationships in the Modern Age

Kelly opens up about the difficulties of dating as a 52-year-old single woman, dealing with inappropriate advances and the superficial nature of online dating interactions.

Kelly [38:09]: "They try to make it sexual quick... send swimsuit pics. That's insane."

Caleb empathizes with Kelly's experiences, discussing the pitfalls of dating apps and the superficial connections that often result from celebrity status.

Caleb [65:37]: "If someone thinks my life is so interesting that you would bother me like that on a dating app, what would make you think I would be like, oh, yeah, I'll talk to this stranger about whatever random person they're a fan of."

Kelly emphasizes her desire for meaningful connections based on shared beliefs and personalities rather than superficial traits.

Kelly [60:06]: "It's somebody that has the same beliefs that I do... honest and somebody that enjoys drinking beer on back roads and bonfires and good music."

Work and Social Experiences

Kelly recounts her time working as a nurse at a women's prison, sharing poignant stories about the inmates and reflecting on issues like abuse and the criminal justice system.

Kelly [45:30]: "There was one in particular that she had killed her husband when she was 15... She had planned it, got life in prison."

Caleb and Kelly discuss the complexities of justice and rehabilitation, highlighting the emotional toll of working in such an environment.

Caleb [47:03]: "They killed the little man."

Advice for Listeners

Throughout the episode, Kelly offers valuable advice for parents and individuals navigating personal challenges. She underscores the importance of open dialogue, setting boundaries, and self-respect in relationships.

Kelly [11:59]: "I always try to make sure that you guys looked very nice. So I guess that was a little heartbreaking for me that I feel like I did not succeed in that."

Caleb echoes these sentiments, emphasizing the role of supportive parenting in personal development.

Caleb [12:40]: "Was there anything I ever brought you that you were like, this is a struggle. I'm struggling to be supportive on this one."

Closing Remarks

As the episode wraps up, Caleb and Kelly reflect on their relationship and express their love and support for each other. They discuss future episodes and the importance of maintaining strong familial bonds.

Kelly [72:01]: "I'm just thankful to be back and to see all of you and get to visit with all of you and hopefully Caleb will have me back again."

Caleb [57:54]: "Do you think you'd ever run for office? No, I think you'd be good in politics. We need people like you in politics."

Notable Quotes

• Caleb [52:34]: "It's good that we didn't grow up with money. I'm sure I would be a dick otherwise."
• Kelly [12:48]: "I always, I was always very open with you. We always talked about everything, even sex, obviously."
• Kelly [34:37]: "It took a lot of self-healing. It took a lot of learning to love who I am and to learn what I have to bring to the table and that I deserve better."
• Caleb [65:37]: "If someone thinks my life is so interesting that you would bother me like that on a dating app, what would make you think I would be like, oh, yeah, I'll talk to this stranger about whatever random person they're a fan of."

Conclusion

"My Mom Returns" offers an intimate glimpse into Caleb Hearon and his mother Kelly's lives, blending humor with heartfelt moments. Their candid discussions on parenting, personal growth, and the complexities of modern relationships provide listeners with both entertainment and valuable insights.

Note: Advertisements and promotional segments present in the transcript have been omitted to focus solely on the podcast's core content.