Jackie Oshry's 5 Biggest Milestones: Age, The Toast Deal, And Welcoming Baby No. 3

Jackie Oshry, the dynamic media entrepreneur and beloved co-host of *The Toast* podcast, is currently 33 years old as of December 2025. She recently celebrated her 33rd birthday on November 6, 2025, marking another year of significant professional and personal growth. The past year has been one of her most momentous, featuring a massive new contract for her daily show, a major family expansion, and her continued evolution as a digital creator and children's book author. The New York native, known to her dedicated audience as "Jackie O," has successfully transitioned from a social media influencer to a powerhouse in the podcasting world alongside her sister, Claudia Oshry (better known as GirlWithNoJob). Her story is a compelling blend of savvy business acumen, relatable motherhood content, and a daily commitment to delivering pop culture commentary to her loyal "Toasters."

Jackie Oshry: Complete Biography and Profile

Jackie Oshry is a prominent figure in digital media, celebrated for her candid personality and entrepreneurial spirit. Her career has been defined by her successful co-hosting role and her ability to build a highly engaged community around her daily life and pop culture insights.

• Full Name: Jackie Oshry Weinreb
• Date of Birth: November 6, 1992
• Current Age (December 2025): 33 years old
• Birthplace: New York City, New York, USA
• Zodiac Sign: Scorpio
• Spouse: Zach Weinreb (married 2019)
• Children: Three (two daughters and one son)
• Parents: Pamela Geller and Michael Oshry
• Siblings: Claudia Oshry (GirlWithNoJob), Margo Oshry, and Olivia Oshry
• Primary Career: Podcast Host, Media Entrepreneur, Digital Creator, Author
• Known For: Co-hosting *The Toast* (formerly *The Morning Toast*)

The Massive New Deal That Solidified *The Toast*'s Future

The biggest professional news surrounding Jackie Oshry in late 2025 was the monumental contract renewal for her podcast. In October 2025, it was announced that *The Toast*, which she co-hosts with her sister Claudia Oshry, had secured a new three-year deal with Dear Media. This significant agreement not only ensures the daily show’s continuation but also includes plans for expanded video content and exclusive ad rights. The deal is a testament to the immense popularity and staying power of the show, which transitioned from its original name, *The Morning Toast*, to simply *The Toast*. The podcast, which airs five days a week, has become a staple for its audience, known as "Toasters," who tune in for the sisters' unfiltered takes on pop culture, celebrity gossip, and trending news. The show’s consistent performance and dedicated fanbase were the driving forces behind the lucrative multi-year extension, cementing Jackie’s status as a top-tier podcast host.

A Growing Family: Welcoming Baby No. 3

In addition to her professional triumphs, Jackie Oshry and her husband, Zach Weinreb, celebrated a major personal milestone in 2025: the birth of their third child. The couple, who married in 2019, shared the exciting news on social media, adding another member to their rapidly growing family. Jackie is incredibly open about her life as a mother, often sharing relatable and humorous content about balancing her demanding career with raising young children. Her transparency has resonated deeply with her audience, making her a trusted voice in the digital parenting space. Her journey through motherhood has also included sharing personal stories, such as her experience with a complicated second pregnancy, which she discussed openly on various platforms, including a candid interview about her emergency cerclage procedure. This willingness to share the challenging aspects of her life, alongside the joyous moments, is a key reason for her strong connection with her followers.

Beyond Podcasting: Entrepreneurship and Digital Influence

While *The Toast* is her most recognized platform, Jackie Oshry’s career extends far beyond the microphone. She has established herself as a multifaceted media entrepreneur and digital creator. Her influence spans several areas:

• Children’s Literature: Jackie has ventured into publishing, adding "children's book author" to her impressive resume. This move showcases her creative range and her commitment to projects that align with her life as a mother.
• Brand Collaborations: As a prominent social media figure, she frequently partners with major lifestyle and fashion brands. She has also been a vocal advocate for and collaborator with brands like Spritz Society, a sparkling cocktail line co-founded by her sister.
• Relocation and Lifestyle: Jackie's move from New York to Florida has been a frequent topic of discussion, offering her audience a look into her lifestyle changes and the joys and challenges of raising a family in a new environment. This geographic change has provided fresh content and new perspectives for her daily show.

Jackie Oshry’s career trajectory is a prime example of how digital creators can build sustainable, long-term businesses by leveraging authenticity and consistency. At 33, she is not just a podcaster; she is a media mogul, a dedicated mother, and a powerful voice in the pop culture landscape. Her recent professional and personal achievements underscore her continued relevance and influence in the ever-evolving world of digital media. Her fans eagerly anticipate what she and her sister will accomplish next under their new, massive contract.