Waking Up To Win

Waking Up To Win

Waking Up to Win is the no-fluff, all-fire podcast for real estate agents who are ready to stop playing small and start building a business that actually works. Hosted by Annie Callaway and Chad Elledge, top-producing agents, brokerage owners, and your new favorite truth-telling duo, this show dishes out bold strategy, unapologetic motivation, and the realest real estate conversations you won’t hear anywhere else. From tactical advice that gets results to mindset shifts that move mountains, Waking Up to Win is where chaos meets clarity, humor meets hustle, and nothing is off-limits.

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Episoder(31)

E23: "Fire Horse Energy and Winning in Real Estate"

E23: "Fire Horse Energy and Winning in Real Estate"

In this episode of Waking Up to Win, Annie Callaway and Chad Elledge return to the studio with a conversation that blends real estate strategy, market insight, business mindset, and a little unexpecte...

12 Mar 45min

E22: "Producer To Co-Host: Erin Prosperi Steps In"

E22: "Producer To Co-Host: Erin Prosperi Steps In"

In this episode of Waking Up to Win, host Chad Elledge flips the script and brings someone from behind the camera to the mic. Joining him is Erin Prosperi, the producer of Waking Up to Win -The Podcas...

5 Mar 41min

E21: "Market Reality, Myths, and Momentum"

E21: "Market Reality, Myths, and Momentum"

In this episode of Waking Up to Win, Annie Callaway and Chad Elledge dive into real estate headlines, agent confidence, and the behind-the-scenes realities shaping today’s housing market, while delive...

12 Feb 44min

E20: "Realtors, Do Better: Marketing, Lawsuits, and Industry Reality"

E20: "Realtors, Do Better: Marketing, Lawsuits, and Industry Reality"

In this episode of Waking Up to Win, Annie Callaway and Chad Elledge bring their signature mix of real estate coaching, market commentary, and unfiltered opinions to the headlines agents are actually ...

5 Feb 36min

E19: "Real Estate News, Strong Opinions, and No Sugarcoating"

E19: "Real Estate News, Strong Opinions, and No Sugarcoating"

In this episode of Waking Up to Win, Annie Callaway and Chad Elledge blend real estate coaching, mindset, and unfiltered industry conversation to help agents focus on what actually moves the needle. F...

22 Jan 45min

E18: “First-Time Buyers, Lifestyle Renters, and Market Reality”

E18: “First-Time Buyers, Lifestyle Renters, and Market Reality”

In this episode of Waking Up to Win, Annie Callaway and Chad Elledge kick off the new year with real estate insight, mindset coaching, and unfiltered industry commentary agents actually need to hear. ...

15 Jan 29min

E17: "Candid Convos: Tammy Mueller"

E17: "Candid Convos: Tammy Mueller"

In this special bonus feature episode of Waking Up to Win, Annie Callaway and Chad Elledge sit down with real estate powerhouse Tammy Mueller for a candid conversation about mentorship, real estate co...

12 Jan 17min

E16: “What’s Meant for You Won’t Miss You: Real Estate Mindset for 2026”

E16: “What’s Meant for You Won’t Miss You: Real Estate Mindset for 2026”

In this episode of Waking Up to Win, Annie Callaway and Chad Elledge kick off the new year with a mix of real estate motivation, market insight, and the kind of unfiltered conversation agents secretly...

8 Jan 33min

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