"Here we grow" – Jackie Oshry announces third pregnancy

On May 8, 2025, Jackie Oshry announced she is expecting her third child with husband Zach Weinreb, sharing the update on Instagram with the words:

“Here we grow 🫶🏼”.

The couple, who have two sons, Henry and Charlie, invited their followers to visit their Patreon for a first-trimester vlog and a gender reveal. Family members and friends reacted with playful and warm comments, and the announcement demonstrates how they balance sharing personal milestones with maintaining privacy in their everyday family life.

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Here we grow announcement on Instagram

Jackie Oshry posted a photo of herself and Zach standing side by side, both looking down at her baby bump as they formed a heart shape with their hands. She captioned the post "Here we grow 🫶🏼" and included a note guiding followers to her Patreon page for more updates, including a first-trimester vlog and a gender reveal video. The post went live on May 8, 2025, marking a joyful moment for the pair and their online community.

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How her family and friends responded

Jackie's sisters were among the first to comment on the post, expressing enthusiasm without overdoing the praise. Olivia Oshry wrote:

“EEEEEEEEPPPPPP!!!!!!!!!!!!!!!”,

While Marlo Vellion commented, “I DIDN’T SEE THIS ONE COMING!!!!!”.

Their sister, Claudia, who is expecting her first child this spring, jokingly asked,

“Did I influence you,”

Demonstrating the close bond and light humor among the sisters, friend and fellow creator Josh Peck also chimed in with "Mazel!!! Woohoo!", adding to the mix of casual congratulations.

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What we know about their growing family

Jackie Oshry and Zach Weinreb have been married since February 17, 2019, when they held a ceremony at the Pierre Hotel in New York City. Their first son, Henry, was born in 2021, followed by Charlie in 2023.

Details they have shared sparingly to protect their boys' privacy. The couple tends to mark major events such as anniversaries or significant milestones online, but they largely keep everyday parenting moments off social media.

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How Jackie Oshry balances work and personal life

In addition to her role as co-host of the daily podcast "The Toast," Jackie maintains a Patreon community where subscribers can access behind-the-scenes vlogs, early content drops, and personal updates. She has said this arrangement helps her share big life moments, like a new pregnancy, with fans while retaining some privacy regarding day-to-day family life.

As she moves into her third trimester, she plans to adjust her recording schedule to stay comfortable while producing new episodes of "The Toast."

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What comes next for the Oshry-Weinreb household

The couple has not yet shared an exact due date, but they have promised more updates on nursery plans, name ideas, and pregnancy progress as the months go by. Fans have reacted with anticipation across social media platforms, eager for more glimpses of the family's journey. For now, Jackie Oshry and Zach seem focused on enjoying this stage quietly, sharing only selected moments with those who follow along online.

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Overall, the "Here we grow 🫶🏼" announcement captures a personal milestone in Jackie Oshry's life in a simple and direct manner. It highlights how she and Zach combine public engagement with their desire for normalcy, inviting fans into special moments without turning everyday family life into a spectacle.

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