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 choosing joy during the holidays to building a business rooted in purpose, they unpack why identifying your “why” is the foundation of sustainable success in real estate.

Drawing inspiration from Simon Sinek’s framework, they walk through how understanding your personal and business why shapes client relationships, decision-making, resilience during tough deals, and long-term growth. The conversation expands into real estate business planning done differently, breaking the business into core pillars like marketing, operations, and sales, setting SMART goals, and aligning daily, weekly, and monthly actions with those goals instead of chasing commission checks.

Annie and Chad also tackle industry headlines, AI and Google entering MLS listings, commercial real estate predictions, and unfiltered takes on Rocket Mortgage, portal wars, and why local expertise still matters.

If you’re a real estate agent looking for clarity, motivation, mindset shifts, and a smarter way to plan your year without burnout, this episode will help you refocus, work on your business, and build something that lasts.

Listen now, subscribe, leave a review, share this episode with another agent who needs direction, and follow Waking Up to Win for weekly coaching, real talk, and strategies to help you keep winning.