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)

E15: "Laugh With Us: Waking Up to Win Bloopers"

E15: "Laugh With Us: Waking Up to Win Bloopers"

To 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,...

2 Jan 4min

E14: “Real Estate Business Planning That Actually Works”

E14: “Real Estate Business Planning That Actually Works”

In 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 ...

25 Des 202535min

E13: "Why Relationships Still Win In Real Estate"

E13: "Why Relationships Still Win In Real Estate"

In 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 mi...

18 Des 202539min

E12: "Real Estate Without Shortcuts: Growth, Referrals, and Industry Reality"

E12: "Real Estate Without Shortcuts: Growth, Referrals, and Industry Reality"

In 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...

11 Des 202531min

E11: “Buffini, NAR Updates & Realtor Reality Checks”

E11: “Buffini, NAR Updates & Realtor Reality Checks”

In this episode of Waking Up to Win, Annie and Chad dive into real-estate motivation, mindset, and the unfiltered realities of today’s shifting market, opening with a hilarious recap of late-night cal...

27 Nov 202530min

E10: "Your Buyer Deserves Better Info"

E10: "Your Buyer Deserves Better Info"

This week on Waking Up to Win, Annie and Chad break down the real conversations every Realtor needs today including business planning, market shifts, HOA surprises, agent mistakes, legal updates, and ...

20 Nov 202542min

E9: "From Miami to Mayhem: Realtor Lessons & Laughs"

E9: "From Miami to Mayhem: Realtor Lessons & Laughs"

In this episode of Waking Up to Win, hosts Annie Callaway and Chad Elledge return from Miami with big energy, plenty of laughs, and a fresh dose of real-estate insight. From their trip to Realty ONE G...

13 Nov 202534min

E8: "Be Kind, Follow the Rules, and Don't Pull the Sign Early"

E8: "Be Kind, Follow the Rules, and Don't Pull the Sign Early"

In this episode of Waking Up to Win, hosts Annie Callaway and Chad Elledge bring their signature mix of humor, honesty, and real estate wisdom to another week of chaos, closings, and lessons learned t...

6 Nov 202534min

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