Waking Up To Win - The Podcast

Waking Up To Win - The Podcast Hosted by Annie Callaway & Chad Elledge, this podcast brings real talk, real strategy and no fluff.

Just bold motivation + unfiltered truth for real estate agents ready to build businesses that actually work. Waking Up to Win is the bold, unfiltered podcast for real estate agents who are done with fluff and ready to build businesses that actually work. Hosted by Annie Callaway and Chad Elledge, co-owners of Realty ONE Group Trifecta in O'Fallon, MO, this podcast delivers real talk, real strategy

, and real results. We’re here to elevate and empower ambitious agents through honest conversations, tactical coaching, and motivating mindset shifts. Whether you're just getting started or scaling to the next level, you’ll find the truth, tools, and energy you need to win, your way.

🎧 New episodes dropping 2x per week
🔥 Unapologetically bold. Always real.
📍 Based in O’Fallon, MO
👉 Listen now wherever you get your podcasts

05/16/2026

We loved supporting BCI (Boone Center Inc.) at yesterday’s May Day event and showing up for such an incredible cause. 💙

Also… can we talk about these LOVE shirts?! 😍 They are officially available for $40, and each shirt includes a $5 donation back to BCI.

Cute, meaningful, and giving back all at the same time. We call that a win. ✨

If you want one, send us a message before they’re gone!

05/07/2026

Your life doesn’t need another “catch up” day… it needs an Ultimate Admin Day. ✅🔥

In Episode 29 of the Waking Up To Win - The Podcast, we’re talking about the powerful concept from Mel Robbins that can help you reset, refocus, and finally tackle the things you’ve been putting off.
Sometimes winning starts with organizing the chaos. 👏

🎧 Episode 29 is out now — watch the full conversation and start building momentum.

03/31/2026

Some houses are just special…IYKYK! 😆👏

03/30/2026

Working in your real estate business is the day-to-day hustle. Working on your business is the strategy behind the success.

You need both, but knowing when to shift is the game changer!

Thanks again to our guest, Sherry Ruyle for a great conversation! Listen to the full episode (26) of Waking Up To Win now! 👏🎧

Address

2307 State Highway K
O'Fallon, MO
63368

Telephone

+13143916789

Website

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