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. From task prioritization, efficiency versus effectiveness, and identifying true “must-dos,” to real-world coaching around SOI marketing, paid lead generation, ROI, and budgeting time versus money, this episode delivers practical clarity for agents who feel busy but not productive.

Annie and Chad break down how to choose lead sources wisely, why working your sphere of influence builds the most sustainable business, and how buying leads is really just paying to expand your network when done correctly. The conversation also covers major real estate headlines, including housing reform discussions, corporate home buying, mortgage-backed securities, affordability challenges, new construction shortages, and why first-time homebuyers are being priced out.

Along the way, they keep things real with relatable stories, market debates, and a classic “what the floop” moment that every agent who’s shown homes can laugh at. If you’re a real estate agent looking for motivation, market perspective, smarter lead strategy, and coaching that helps you work on your business instead of spinning your wheels, this episode will give you both insight and encouragement.

Listen in, share this episode with a fellow agent who needs direction, subscribe to Waking Up to Win, and keep building your business with intention, clarity, and confidence.

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E31: “The Grossest Real Estate Story We’ve Ever Told”

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 a...

21 Touko 31min

E30: “Check Your Circle Before You Wreck Your Business”

On 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 rollerco...

17 Touko 39min

E29: “Five Lots, Zero Dollars, One Very Confused Realtor”

In 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...

7 Touko 55min

E28: “Don’t Take the Bait: Real Estate Mindset That Wins Deals”

In 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 neg...

9 Huhti 43min

E27: "Why the Average Homebuyer Is Now 40 (And What It Means)"

In 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 o...

2 Huhti 48min

E26: “Candid Convos: Sherry Ruyle”

In 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 s...

23 Maalis 52min

E25: “Real Estate Conversations That Will Change How You Sell Homes”

In 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 b...

19 Maalis 52min

E24: “Candid Convos: Drew Quinones”

In 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 mor...

16 Maalis 25min