No matter what stage of business maturity your real estate team or brokerage has achieved, you face growth constraints. Many are structural to your organization and to the industry - like affordability challenges, disconnected tools, siloed data, and even lead abundance.

Learn to circle back to harden your foundation, identify and relieve stress points, and prepare for tomorrow’s market with Works Real Estate CEO Winston Murray and long-time collaborator Jon Boller, who are leading a 250-agent, 10-market operation into an AI-driven, Uberized future that requires more operational efficiency than ever.

Get Winston’s vision for supply-side solutions to the affordability crisis - and steps you can take yourself.

Learn how a 150-page manual about serving buyers and sellers connected them, supported team growth, got leveraged further with a new learning management system, and united the front and back of house within their independent brokerage.

Discover an X-ray approach to agent success through data transparency.

And see a consumer-focused vision of the future created through death of ego and setting swords down across the industry.

Watch or listen for insights from Winston and Jon on:

- The balance of a clear, big-picture vision and efficient, ground-level operations

- The role of education and simplification in growing from a 3-person team to 250 agents in 10 markets

- What the “Uber-fication” of real estate actually looks like - and what it requires of you

- How Jon has partnered with Works Real Estate over the past decade

- The power of a 150-page manual

- Why agents never graduate off lead programs

- The X-ray approach to agent success

- Three stages of business maturity and what each requires

- A vision for the death of ego and setting swords down across the industry to best serve consumers

- The key to differentiating Works Real Estate

- Top projects for 2026, including unifying the front and back of house

- The challenge and opportunity of supply-side affordability solutions

At the end, learn about a startup hockey team, an unexpected underdog, the benefits of style, and a zero-based social feed.

Connect with Works Real Estate:
→ https://worksrealestate.co/
→ https://www.instagram.com/worksrealestateco/

Connect with Real Estate Team OS
→ https://www.realestateteamos.com
→ https://linktr.ee/realestateteamos
→ https://www.instagram.com/realestateteamos/

Brian Buffini started a real estate team before teams were a thing. Back in 1992. Back before brokerages had any idea what to do with a team.

Today, Buffini & Company coaches and trains agents, team leaders, and broker owners around the world.

All along, Brian’s viewed teams as “the future of real estate.” But team leadership isn’t for everyone and aspirations for a mega team aren’t necessary.

Brian was kind enough to be a guest on our show as I was a guest at his Buffini Coaching live event to share decades of insights, experience, and influence.

With a live audience of hundreds of real estate professionals, Brian sat down with me to share what it took to sell 100 homes in a year in the late 80s, why teams emerged, who should (and shouldn’t) build a team, what the main team models are, where “Death Valley” is for team leaders, what leaders must stay focused on and watch out for ... and much more!

A HUGE thank you to Brian and his entire team for welcoming me into their community in such an open and sincere way!

Watch or listen for Brian Buffini’s insights into:

• Leading and managing yourself
• What it took to sell 100 homes/year in the late 1980s with one assistant
• Why and how he started a team in the early 1990s (and why he struggled initially)
• Why he’s long viewed teams as “the future of real estate” and who teams are best for
• Why referring out excess business is a good first step toward a team
• How to find your first assistant
• What other stages of team maturity look like and the key to finding your right size (spoiler: 4-7 is a sweet spot)
• Why 80% of agents should keep selling (perhaps with a team to support them)
• What the hardest thing about real estate is (and what mistakes that leads to)
• How to restore connection with the people and relationships that matter most (your customers and your team)
• A leadership lesson from NFL and NASCAR champion Joe Gibbs

At the end, learn about A and B teams, hotel soaps and sewing kits, and the power of ohana and the ocean.

Connect with Brian Buffini:
→ https://www.instagram.com/brian_buffini/
→ https://www.instagram.com/buffiniandco
→ https://www.buffini.com/solutions/realstrengths/
→ https://www.buffini.com/solutions/blitz/

Connect with Real Estate Team OS
→ https://www.realestateteamos.com
→ https://linktr.ee/realestateteamos
→ https://www.instagram.com/realestateteamos/

What happens when you invest so deeply in your people that they could leave today and find success starting their own business?

The most likely outcome: they stay and you continue growing together.
But the more common path: a more transactional approach for fear they’ll leave you.

Jon Cheplak returns to Real Estate Team OS to explain why he thinks 90% of real estate team leaders shouldn’t be team leaders and to share what the 10% have in common.

Jon’s been in the seat himself and he and his partners coach top-performing team leaders and operations leaders (many you’ve met here on the show).

Scaling on principles, rather than on personality.

Pouring into people without fear, limitation, or calculation.

Developing people first and businesses second.

Walking the talk as the key to leadership.

Improving your copywriting and storytelling.

Jon shares all that and more in a great conversation to set you up for a successful year ahead.

Watch or listen for Jon’s insights into:

• Why community is so desirable and powerful right now
• How principles scale and why personality doesn’t
• His four core principles, his eight core values, and the difference between them
• The three ways to get people to take action
• The two ways to give people attention and why fear holds team leaders back from both
• Why 90% of team leaders shouldn’t be team leaders and four criteria to help you know for your yourself
• Two ways to find your operations leader and one way NOT to (spoiler: look inside your team)
• Why you’re already a better copywriter than you think, how and why to get better at it, plus the difference between marketing and sales

At the end, learn about pitchforking manure and the risk and payoff of committing to a 375-acre ranch.

Four principles Jon lives by:
→ Personal responsibility, accountability, commitment, contribution

Eight values Jon lives by:
→ Fun, love, dignity, respect, humility, vulnerability, transparency, volunteerism

Mentioned in this episode:
→ FUBCON Session with Jon Cheplak https://www.realestateteamos.com/episode/jon-cheplak-real-estate-teams-traditional-brokerages
→ 084 Living in the Leads with Lauren Bowen https://www.realestateteamos.com/episode/real-estate-leads-systems-tools-increase-conversion-lauren-bowen-lpt-realty
→ 037 Prospecting for Listings with Greg Harrelson https://www.realestateteamos.com/episode/real-estate-prospecting-listings-greg-harrelson
→ 082 Making Your First Operations Hire with Camila Rivera https://www.realestateteamos.com/episode/team-leader-guide-making-your-first-operations-hire-camila-rivera
→ Inside Whissel Realty Group https://www.youtube.com/playlist?list=PLCJiXNo93cVqQmwl4tTOQYebBkBoL6ipz

Connect with Jon Cheplak
→ https://www.facebook.com/joncheplak/

Connect with Real Estate Team OS
→ https://www.realestateteamos.com
→ https://linktr.ee/realestateteamos
→ https://www.instagram.com/realestateteamos/