May 21, 202631 minS1
In this episode of Waking Up to Win, Annie and Chad dive into the chaos, comedy, and real conversations happening inside today’s real estate industry. From the difference between being “busy” versus actually productive...
business
Waking Up To Win
Hosted by Annie Callaway and Chad Elledge · business · EN-US
About this Podcast:
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.
Pitch Analysis
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Contact path
Verified email
Booking probability
39%
Guest openness
Selective
80/100
Required Score
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What is Waking Up To Win about?
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.
Who hosts Waking Up To Win?
Waking Up To Win is hosted by Annie Callaway and Chad Elledge. The show has published 31 episodes to date.
What has Waking Up To Win covered recently?
Recent episodes include "E31: “The Grossest Real Estate Story We’ve Ever Told”" (21 May 2026, 31 minutes), "E30: “Check Your Circle Before You Wreck Your Business”" (17 May 2026, 39 minutes), and "E29: “Five Lots, Zero Dollars, One Very Confused Realtor”" (7 May 2026, 55 minutes).
How often does Waking Up To Win publish?
Waking Up To Win publishes roughly weekly, with episodes averaging 38 minutes across 31 episodes.
How hard is it to get booked on Waking Up To Win?
Booking probability for Waking Up To Win is 39%, and the host is rated Selective on guests. Waking Up To Win requires a Pod Score of 80 or higher. Waking Up To Win's contact route on record: verified email.
Who should pitch Waking Up To Win?
The strongest fits for Waking Up To Win are Real Estate Agents. Waking Up To Win has a business audience.
About the host
Annie Callaway and Chad Elledge hosts Waking Up To Win, a business podcast with 31 episodes published.
Verified host email: ████████@████.comSign in to unlock →
Recent episodes
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
May 17, 202639 minS1On this episode of Waking Up to Win, Annie and Chad dive into the mindset shifts every real estate agent needs to survive — and thrive — in today’s market. From failed contracts and emotional rollercoasters to client...
May 7, 202655 minS1In this episode of Waking Up to Win, Annie and Chad dive into the realities of real estate contracts, FHA loans, appraisal issues, lender mistakes, buyer contingencies, and the emotional rollercoaster that agents face...
Apr 9, 202644 minS1In this episode of Waking Up to Win , Annie and Chad dive into real estate mindset, emotional intelligence, and the internal work required to become a top-producing agent. From navigating difficult negotiations and...
Apr 2, 202649 minS1In this episode of Waking Up to Win , Annie and Chad dive into real estate mindset, productivity, and what it actually takes to go from feeling stuck to becoming a top-producing agent. From the power of taking...
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Episode #24
E26: “Candid Convos: Sherry Ruyle”
Mar 23, 202652 minS1In this episode of Waking Up to Win , Chad Elledge sits down with Sherry Ruyle of Meyer & Company Real Estate and Auctions for a powerful and honest conversation about what it really takes to build a sustainable and...
Mar 19, 202653 minS1In this episode of Waking Up to Win , Annie and Chad dive into real estate mindset, industry insights, and the kind of behind-the-scenes conversations every agent needs to hear. From a powerful quote by Eleanor...
Episode #24
E24: “Candid Convos: Drew Quinones”
Mar 16, 202626 minS1In this episode of Waking Up to Win, Chad Elledge sits down with St. Louis loan officer Drew Quinones for an honest, unscripted conversation about what really drives success in the real estate and mortgage industry...
Mar 12, 202646 minS1In 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 unexpected inspiration from...
Mar 5, 202642 minS1In 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 Podcast and the Executive...
Episode #21
E21: "Market Reality, Myths, and Momentum"
Feb 12, 202644 minS1In 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 delivering the kind of...
Feb 5, 202636 minS1In 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 dealing with right...
Jan 22, 202645 minS1In 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. From task...
Jan 15, 202630 minS1In 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. From practical...
Episode #16
E17: "Candid Convos: Tammy Mueller"
Jan 12, 202618 minS1In 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 coaching, and what...
Jan 8, 202634 minS1In 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 love. From the...
Jan 2, 20265 minS1To kick off the new year, Waking Up to Win is doing something a little different, and a lot more honest. This New Year’s Day bloopers reel pulls back the curtain on what really happens before, during, and between takes...
Dec 25, 202536 minS1In this episode of Waking Up to Win , Annie Callaway and Chad Elledge blend real estate motivation, mindset coaching, and practical business planning to help agents move from busy to intentional. From choosing joy...
Dec 18, 202540 minS1In this episode of Waking Up to Win , Annie Callaway and Chad Elledge dive into what it really takes to build a sustainable, relationship-driven real estate business in today’s shifting market. From mindset...
Dec 11, 202532 minS1In this episode of Waking Up to Win, Annie Callaway and Chad Elledge dig into what it really means to grow as a real estate agent, personally, professionally, and financially, by stepping outside your comfort zone. From...
Recent guests
Recent guests on Waking Up To Win. Study who booked and why before you pitch.
T
Tammy Mueller
Realty ONE Group
Best industries to pitch Waking Up To Win for
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