Podcast Summary: The Toast – "The Last 10 Pounds with Jared Freed"

Release Date: June 10, 2025

Hosts: Jackie Oshry & Claudia Oshry

1. Introduction and Welcome

The episode opens with Jackie Oshry warmly welcoming listeners back to "The Toast." Jared Freed joins as a co-host after a hiatus of several years. Their friendly banter sets a casual and engaging tone for the episode.

Notable Quote:

• Jared Freed [00:05]: "Good morning, girlies."

2. Jared Freed's Move to Florida

Jared shares his recent relocation from New York to Delray Beach, Florida, discussing the challenges of adapting to a new environment while maintaining his strong New York identity. He humorously highlights cultural differences and his struggle to fit into the Florida lifestyle.

Notable Quotes:

• Jared Freed [02:01]: "I'm drenched in the New York."
• Jackie Oshry [03:28]: "But I think that New Yorkers, I do think that it's better."

3. Weight Loss Journey and Ozempic Discussion

A significant portion of the conversation revolves around Jared's pursuit to lose the last 10 pounds. He contemplates using Ozempic, a weight loss medication, expressing concern over how losing these pounds might affect his sense of self and comedic persona.

Notable Quotes:

• Jared Freed [05:17]: "I've been trying to lose £10 my."
• Jackie Oshry [06:05]: "What would you do if you didn't have to think about that?"

4. Impact of Weight Loss on Identity and Comedy

Jackie and Jared delve into the philosophical aspect of weight loss, pondering whether shedding these final pounds might strip away parts of his identity that contribute to his humor and relatability. They discuss the balance between physical health and personal authenticity.

Notable Quotes:

• Jared Freed [06:33]: "If I lose what makes me me."
• Jackie Oshry [06:49]: "Those 10 pounds have made me who I am."

5. Dating Experiences and Challenges

Jared opens up about his single life and the complexities of modern dating, especially through apps. He critiques the superficiality and overwhelming options that lead to fleeting connections, sharing his frustrations and experiences in seeking meaningful relationships.

Notable Quotes:

• Jared Freed [10:35]: "I think guys don't really think in terms of timing a lot."
• Jackie Oshry [25:28]: "Let us know if it works out for any of you."

6. Jared's Stand-up Special

Jared promotes his Netflix stand-up special, "37 and Single," which explores themes of dating, body image, and family relationships. He discusses the creative process behind his material and the personal stories that resonate with his audience.

Notable Quotes:

• Jared Freed [16:20]: "If people want 37 and single... it's on Netflix."
• Jackie Oshry [16:32]: "I just thought talking about your parents was stupid."

7. Family Influences and Anecdotes

The discussion shifts to Jared's relationship with his parents, highlighting their quirky behaviors and how they provide endless material for his comedy. He shares humorous stories about his mother's meticulousness and his father's influence.

Notable Quotes:

• Jared Freed [14:09]: "My parents are wild animals."
• Jackie Oshry [15:42]: "Michigan is the best word yesterday."

8. Pop Culture Segment: Justin Baldoni's Lawsuit

Post-advertisements, the hosts transition to current pop culture events, focusing on Justin Baldoni's $400 million countersuit against Blake Lively and Ryan Reynolds. They discuss the implications of the lawsuit's dismissal and its impact on both parties' public images.

Notable Quotes:

• Jackie Oshry [54:43]: "This needs to let it go more than she needs to let it go."
• Jared Freed [56:53]: "They need to have a Meeting actually and be done with this."

9. Taylor Swift and Travis Kelce’s Wedding Rumors

The conversation shifts to the wedding where Taylor Swift and Travis Kelce were present, sparking rumors about their relationship status. The hosts analyze public perception and media speculation surrounding whether they might be secretly married.

Notable Quotes:

• Jackie Oshry [43:01]: "Do you think Aaron Rodgers is married to Taylor Swift?"
• Jared Freed [45:10]: "I think he's smarter than that."

10. Love Island Spinoff Announcement

The hosts discuss the announcement of "Love Island Beyond the Villa," a new spinoff series on Peacock. They express excitement over the continuation of Love Island alumni in a different setting, drawing parallels to other reality TV successes.

Notable Quotes:

• Jackie Oshry [72:10]: "Our next story, we're actually gonna skip ahead to our Love Island story."
• Jared Freed [73:34]: "They have people. It's the good and bad of the follower economy."

11. Friendship and Social Connections

Jared offers advice on cultivating friendships, particularly criticizing the notion of forming friendships solely through dating platforms. He emphasizes the importance of genuine connections and meaningful relationships beyond romantic interests.

Notable Quotes:

• Jared Freed [26:27]: "It doesn't have to be single. One friend. That's your admission into the door."
• Jackie Oshry [26:54]: "I'm in. I want to go to the Jackie O. Friendlock."

12. Final Remarks and Conclusion

As the episode wraps up, Jackie and Jared reflect on their discussions, expressing a desire to continue exploring these topics in future episodes. They also touch upon Jared's multiple podcast ventures and mutual respect for each other's work.

Notable Quotes:

• Jared Freed [78:45]: "You have to take what I say and just know that like, I'm speaking honestly about my own situation."
• Jackie Oshry [79:46]: "We do cherish that advice. I hope you guys got some good dating tips from Jared."

Conclusion

In "The Last 10 Pounds with Jared Freed," listeners gain an intimate look into Jared's personal struggles with weight loss, his experiences with modern dating, and the influence of his family on his comedic career. The episode seamlessly weaves personal anecdotes with broader pop culture discussions, offering both humor and heartfelt insight. The conversation underscores the challenges of balancing personal health goals with maintaining one's identity and relationships, all while navigating the complexities of public life and fame.

Overall Notable Quote:

• Jackie Oshry [80:57]: "We've had so many great conversations and we, like, are out of time and I want to get this episode up. But like, thank you."