The Brutal Question Every Agent Needs to Ask Right Now w/ Dusty Oglesby | Episode 119
Release Date: 07/04/2025
Ambitious Agents
Tim Allen was born in Pebble Beach, California and has been a full-time Realtor for over forty years. His team, Tim Allen Properties with Coldwell Banker Realty, has closed over five billion dollars on the Monterey Peninsula. He was ranked the number one Coldwell Banker agent in the United States in 2021. Four lessons for agents building decades-long market dominance. Learn more at foxessellfaster.com
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Len Stone is the founder of the Len Stone Real Estate Group, KW Advisors in Burlingame, California. Ranked 995th by the RealTrends 2025 report, he closed forty-nine point two one million dollars across thirty-five sides. His team is the number one selling team in San Mateo County and fronts renovation costs up to two hundred thousand dollars for sellers. Three lessons for agents building a high-volume team. Learn more at foxessellfaster.com
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Floyd Wickman started his real estate career in 1966 with only a ninth grade education and three closings in year one. He built the Sweathogs training program, was named one of the twenty-five most influential people in real estate by the National Association of REALTORS, and was inducted into the National Speakers Association Hall of Fame. This episode covers his full story and five lessons every agent can apply. Learn more at foxessellfaster.com
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The Oppenheim Group, founded by Jason Oppenheim in Los Angeles, has closed over five billion dollars in personal sales. Jason, a former attorney who represented the Enron CEO at the Supreme Court level, founded the brokerage within three years of entering real estate. The group is featured on the Netflix series Selling Sunset. This episode covers the origin story, the boutique luxury model, the Netflix effect, and four lessons. Learn more at foxessellfaster.com
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Lisa Wilkinson is the Executive Director of Luxury Sales at Douglas Elliman Real Estate in Palm Beach, Florida. Ranked 996th among all individual agents in the United States by the RealTrends 2025 report, she closed forty-nine point two million dollars in volume across twenty-one transaction sides. Before entering luxury residential real estate, Lisa was a small business owner and commercial real estate developer. This episode covers her path to the top of one of the most competitive luxury markets in the country, plus actionable takeaways every agent can apply. Learn more at...
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He graduated from Baylor University in nineteen seventy-nine, moved to Austin, and sold five houses his first month. Within five years he was VP of expansion for the largest real estate firm in Austin. Then he walked away and started his own company. Today that company - Keller Williams Realty - has more than one hundred eighty thousand agents worldwide and is the largest real estate franchise on Earth by agent count. This is the full story of how Gary Keller did it, why the profit sharing model changed everything, and five lessons every agent and team leader can take from his career. Learn...
info_outlineFor the first time in a long time, the market’s so challenging, even top producers who’ve never struggled before are at a loss.
For years, we were on an upward trajectory. Huge results with little effort, buyers and sellers blowing up your phone, and deals seemingly falling out of the sky.
Now? Houses aren’t moving, homeowners don’t want to move, and buyers aren’t buying.
But before you start blaming the market for your results (or lack thereof), could something else be at play? Did you get so accustomed to success that you started slacking on the activities that led you to success?
Many top producers have. They are struggling because they got complacent.
But this is no longer a market that rewards talent, shiny objects, or just winging it. This is a market that rewards effort and consistency. A market that rewards boredom.
How do you know you’re not putting enough work into your business? What question should we ask ourselves when we aren’t getting the results we want?
In this episode, I’m joined by the founder of DEFINED Coaching, Dusty Oglesby.
He breaks down the hard questions every agent needs to ask themselves, and how to train yourself to thrive in a market that demands more.
Things You’ll Learn In This Episode
- Would you pay you?
It’s easy to trick ourselves into thinking we’re working hard. How can we tell that we’re slacking off?
- Proof > promise
In today’s skeptical market, promises aren’t enough. Why do we need to prove our value through past results? How do we make our success visible to the people who matter?
- Effort is the equalizer
Talent got you this far, but now it’s effort that separates the thriving from the fading. What does it really take to outwork your excuses and reclaim momentum?
- Boring wins
The agents who are still standing are the ones doing the boring stuff every single day. Are you doing the same?
Guest Bio
Dusty Oglesby is a life and business coach, transformational speaker, former real estate agent/leader, and the founder of DEFINED Coaching. His mission as a life coach is to empower and inspire his clients to live a life that is authentic, fulfilling, and aligned with their values. Dusty believes that everyone has the potential to create positive change in their lives, and he is there to support his clients on their journey towards personal growth and transformation. Visit https://dustyoglesby.com/ to learn more and follow Dusty on Instagram.
About Your Host
Remington Ramsey is a speaker, author, entrepreneur, and visionary in the world of real estate. As the creator of "Real Producers", a widely acclaimed magazine connecting top agents and industry leaders, Remington has built an impressive platform dedicated to celebrating and elevating the real estate community. Remington is also the author of Agent Allies: Building Your Business With Strategic Real Estate Partnerships. With a passion for motivating and mentoring, he’s shared stages with some of the biggest names in business, helping professionals break through barriers and reach new heights. When he’s not busy being a real estate guru, Remington is known for his contagious energy, practical wisdom, and a good dose of humor—because let’s face it, navigating life and business requires both grit and a sense of humor. With multiple successful ventures under his belt and a reputation for engaging storytelling, he has the rare ability to make even the driest industry stats sound exciting.
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