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.

From practical education around PMI removal, loan-to-value rules, and mortgage myths, to big-picture conversations about first-time homebuyers, generational wealth transfer, lifestyle renters, and affordability challenges, this episode blends tactical knowledge with honest perspective.

Annie and Chad also break down major real estate headlines, including commission lawsuit updates, Zillow and brokerage liability, buyer agent compensation, and what today’s market means for agents trying to build sustainable businesses.

Along the way, they tackle common agent struggles like waiting for the phone to ring, misunderstanding commissions as paychecks, side hustles versus prospecting, and why working on your business matters more than ever.

If you’re a real estate agent looking for market clarity, motivation, prospecting ideas, and straight-talk coaching that cuts through the noise, this episode will leave you better informed and ready to take action.

Listen in, share this episode with a fellow agent who needs a reality check, subscribe to Waking Up to Win, and keep showing up ready to build momentum, confidence, and a business that actually works.

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Jaksot(31)

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

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”

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”

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”

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)"

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”

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”

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”

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

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