SYDNEY O’BRIEN: CONTENT & MESSAGING STRATEGIST

(a.k.a. the woman who can help your audience sell without losing their mind, their weekends, or their will to create)

LET’S CUT TO IT-


You could bring on another guest who tells your audience to “show up every day”, “be consistent”, and “use trending sounds.”

Or you could book me (💁‍♀️💅) and we can torch🔥 that tired advice together while I show them how to actually make sales across any platform without working like they’re trying to win Employee of the Month at Instagram.

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Speaking Topics Your Audience Will Thank You For

Stop Posting Randomly & Start Leading People to Buy

Your content isn’t a slot machine. I’ll show your audience how to map every post to the buyer journey so they stop gambling on what might sell and start leading people from “just looking” to “where do I pay?”

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Four blue X's arranged in a pattern on a black background.
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The Messaging Makeover: From Forgettable to “She Gets Me”

No more generic pain points. No more copy-paste “I help” statements. Your audience will learn how to surface the kind of messaging that makes buyers feel deeply understood — and ready to buy without a second thought.

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The 5 Content Stages That Turn “Not Ready” into “Sold Out”


Every sale follows a path. Miss a stage and you’ll stall your sales. I break down the exact five stages buyers need to experience before they’re ready to buy — and the content that moves them through each one.

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Breaking Up With Instagram (and What Works Now)

I built my business as an Instagram Strategist… and then stopped recommending it for sales. I’ll share exactly what changed in buyer behavior, why Instagram alone won’t cut it anymore, and the sustainable, multi-platform approach that works in 2025.

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As Seen On:
Book cover titled 'Share, Strategize & Shine' featuring Caroline Hull, a young woman with curly red hair and glasses, smiling while sitting in front of a colorful background.
Book cover titled 'Digital Marketing Unicorns Unite' with a woman named Emily Reagan smiling and wearing a shirt with a rainbow-colored unicorn graphic.

Sydney’s Bio/Introduction:

Sydney O’Brien is a Content & Messaging Strategist, mom of three, host of the Mompreneur Mastery podcast, and creator of the Content That Converts membership. She’s known for helping business owners stop relying on trends or platform algorithms and start using buyer-journey-aligned messaging to turn followers into clients — all without spending their lives creating content.

Her approach is built for real life — think strategies that actually fit into 20-minute work windows between school pickup and snack time — so entrepreneurs can make sales without working like they’re trying to win Employee of the Month for Instagram.

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Conversation Starters:

  • I started my business while my husband was deployed… with three kids four and under. If it didn’t save time and actually work, it wasn’t happening.

  • I once moved halfway across the country with a 19-month-old and a 7-week-old. If I can survive that, I can survive a launch.

  • I’m from New England but have also called Virginia, Nebraska, and South Carolina home — which means I can debate lobster rolls vs. barbeque with equal passion.

  • I’m the kind of person who reads over 100 books a year… but will still leave my coffee in the microwave for three hours before remembering it’s there.