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Season 3, Episode 212

Lead with Resilience—Turning Hardship into Impact (feat. Rosemary Oglesby-Henry & Mike Sipple Jr.)

What happens when society turns its back on teen parents instead of lifting them up? In this episode, we sit down with Rosemary Oglesby-Henry, the founder and CEO of Rosemary’s Babies Company and the visionary behind The Holloway House. Rosemary shares her incredible journey from being a fourth-generation teen mom to leading a movement that empowers young parents.

We dive deep into breaking generational cycles, the stigma around teen pregnancy, and the leadership lessons she’s learned along the way. Plus, hear how she overcame public scrutiny, learned to ask for help, and turned her vision into reality.

🔹 How do we shift from judgment to support?

🔹 Why is housing for teen parents almost nonexistent?

🔹 What leadership principles help young parents thrive?

This is a must-listen for leaders, changemakers, and anyone passionate about breaking cycles and creating impact.

🔗 Links and Resources:

• Connect with Rosemary Oglesby-Henry: https://www.linkedin.com/in/mylegacymatters/

• Learn more about Rosemary's Babies Company: https://www.rosemarysbabies.co

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➡️ Spotify: https://open.spotify.com/show/4O6tNE9H2cuWba5Ovnum8C

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TIMECODES:

00:00 - The shocking reality of being a teen mom

04:30 - How Rosemary turned her struggles into a mission

10:15 - Why society fails young parents (and how we can change it)

18:40 - Leadership lessons from overcoming public scrutiny

25:50 - What is The Holloway House? (And why it’s groundbreaking)

35:00 - The power of faith, resilience, and asking for help

45:20 - How leaders can truly support young parents

52:10 - What’s next for Rosemary’s Babies & The Holloway House

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Connect with Mike Sipple, Jr.!

➡️ LinkTree: https://www.linktr.ee/mikesipplejr

➡️ LinkedIn: https://www.linkedin.com/in/mikesipplejr

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➡️ LinkedIn: https://www.linkedin.com/company/talentmagnetinstitute

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➡️ https://www.linkedin.com/company/centennial-inc

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