24 - Tinsel, Toddlers & Thriving in the Interruptions (With Sydney O’Brien)
Episode notes
This week on Planned-ish, we’re sitting down with Sydney O’Brien — content & messaging strategist, military spouse, mom of three, and queen of building a business in the cracks of real life. From deployment seasons to school transitions and schedules that never look the same two days in a row, Sydney basically lives in the planned-ish trenches every day.
We talk:
– Starting a business during deployment with a 6-month-old, 2-year-old, and 4-year-old
– How to build something meaningful when plans change every five minutes
– Letting “good enough” actually be enough for the house, the business, and the to-do list
– Mental load, invisible labor, and why communication with your partner + kids matters so much
– Boundaries, expectations, and how to talk about what you need without burning out
Plus:
✨ Debrief of the Week: Two and a half weeks of family in town, school Christmas programs, Mickey’s Once & Twice Upon a Christmas on repeat, and the great “treadmill” Christmas gift reveal
💩 Poopgate 2025: Twin diaper removals, mystery corner piles, Reddit-level research on potty training, and our very scientific January plan
🎄 Holiday Survival Vibes: Half-hearted workouts, nightly walks, Christmas Eve/Day pasta + burger traditions, and setting tiny, actually-doable New Year’s resolutions
🏆 Elite-ish 8: Top Christmas Movies — Christmas Vacation, The Santa Clause, Home Alone, The Grinch, Christmas with the Kranks, The Holiday, and more comfort-watch chaos
Whether you’re hiding Amazon boxes, stepping over toys, debating if Instagram can wait, or just here for Christmas movie talk and twin potty-training solidarity — this one’s got it all, Planned-ish style. 💙
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✨ Follow Sydney on Instagram https://www.instagram.com/sydneyobrien.co/ or visit her site https://sydneyobrien.com/
She helps mompreneurs create content that leads to clients, even with limited time.
Check out her podcast too Mompreneur Mastery: https://podcasts.apple.com/us/podcast/mompreneur-mastery/id1695196941
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🔗 Follow along:
✨ Follow https://www.instagram.com/backtwohomebase/ for lifestyle, hosting, and podcast updates
✨ Visit www.backtwohomebase.com for great family recipes, hosting kits, party planning vibes
✨Join the Home Base Hosting Club for monthly hosting inspo: https://www.backtwohomebase.com/homebasehostingclub
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✨Use code ALEXANDRA40 to get 20% off planners and productivity tools at https://hustlesanely.com?bg_ref=hy0sXI9E0v
✨ Use code: PLANNEDISH to get 10% off Brick at https://getbrick.app/ and take back your time!!