Playmakers with Andrew Flachner

Jeremy Wacksman joined Zillow in 2009, during one of the worst housing crises in American history. Seventeen years later, he's leading the company through another tough market, and he has a clear point of view on where agents fit in what comes next.

Jeremy is CEO of Zillow Group. Over nearly two decades at the company, he led product, marketing, and operations, helped steer Zillow's early pivot to mobile, and in 2024 succeeded co-founder Rich Barton as CEO.

On this episode of the Playmakers Podcast, host Andrew Flachner, CEO of RealScout, sits down with Jeremy for a candid conversation about the decisions that shaped Zillow and the biggest questions facing housing right now. They get into Zillow’s push to become a one-stop shop for the entire move, what AI means for an agent’s job, how Jeremy reads this market, and where Zillow stands on the debate over keeping listing information public.

What you'll hear in this episode:

• Why bad markets can be the best time to make a big move
• The biggest lesson Jeremy learned from Rich Barton
• What led to Zillow's mortgage, transaction software, and super app strategy
• Why half of homebuyers say they cried during the process
• How Zillow Preferred aligns Zillow's incentives with its agent partners
• Why Jeremy believes AI will enable agents
• What will actually get Americans moving again
• Zillow Preview and why Jeremy says hidden listings won't last

If you’re an agent, team leader, or brokerage executive trying to make sense of AI, a stuck market, and the fight over listing access, this is the CEO-level view of where housing is headed.

This episode is sponsored by Opendoor. Learn how Opendoor is helping agents grow their businesses by visiting https://opendoor.com/agents

Chapters:
00:00 Intro
02:01 Why Jeremy Left Microsoft for Zillow in 2009
04:44 Rich Barton’s Lesson: How Zillow Picks Its Big Bets
08:05 What Zillow Offers Taught the Company
10:14 The Housing Super App (and Why Half of Buyers Cry)
13:13 From Buying Leads to Building a Business on Zillow
14:43 How Zillow Preferred Aligns Incentives With Agents
16:43 Is AI the Next Mobile Moment?
18:41 AI Won’t Replace Agents, But...
20:22 Broken Market or Long Cycle? What Gets Buyers Moving
22:29 Is a Generation Missing Out on Homeownership?
24:40 Should Housing Data Be a Public Good?
27:28 Zillow Preview, RealScout, and the Velvet Rope Debate
29:35 Zillow’s Next Big Swing (and Legacy)
31:03 Outro

🔥 Subscribe to the podcast:
Apple Podcasts: https://apple.co/459lPWc
Spotify: https://open.spotify.com/show/1iTCsUWhBGEI1y0lXrxYM3?si=f1216c3a30bc4b37

Connect with Andrew Flachner on Social:
🔗 Instagram: https://www.instagram.com/aflachner/
🔗 LinkedIn: https://www.linkedin.com/in/andrewflachner/

When four of real estate’s fiercest competitors (AGNT, Keller Williams, HomeServices, and Real REMAX) back the same initiative, it’s worth paying attention. This week’s launch of Open Real Estate puts listing transparency, private listing networks, and the future of the MLS front and center.

In this special episode of the Playmakers Podcast, host Andrew Flachner, CEO of RealScout, goes behind the scenes with the leaders building and backing it: Leo Pareja (AGNT), James Dwiggins (NextHome), Tamir Poleg (Real), Chris Kelly (HomeServices), Chris Czarnecki and Jason Abrams (Keller Williams), Bess Freedman (Brown Harris Stevens), OB Jacobi (Windermere), Anthony Lamacchia (Lamacchia Realty), and Michelle Harrington (First Team Real Estate).

This isn’t a press release read back to you. Andrew presses on the hard questions (who pays for it, whether it competes with MLSs, whether data has to flow both ways) and gets candid answers, including where the rules are still being written.

What you’ll hear in this episode:

• What Open Real Estate actually is
• How “participant view” and “market view” work
• Why transparent listing data underpins appraisals, comps, and the 30-year mortgage
• Michelle Harrington’s listing-table pitch
• Bess Freedman on why the “seller choice” argument is manufactured
• Why hiding days on market and price history hurts buyers
• How walled gardens could squeeze out the next Real or eXp before it starts
• Who’s funding Open Real Estate now, and how agents and brokers could share in data monetization later

If you’re an agent, team leader, or brokerage executive trying to make sense of the private listing debate, this is the clearest picture yet of where the industry is headed (and what to tell your sellers).

Chapters:
00:00 Intro
03:04 James Dwiggins (NextHome): Why Open Listings Keep 3% Down Possible
08:00 Is Compass Still Invited? Seller Choice and the MLS Question
13:28 Tamir Poleg (Real): Why Buyers Abroad Have It So Much Worse
18:01 Participant View vs. Public: How "Private" Listings Work in ORE
21:19 Michelle Harrington (First Team): Maximum Exposure Wins the Listing
25:28 Bess Freedman (Brown Harris Stevens): "Seller Choice" Is a Myth
31:59 Why the Founding Four Came Together Now (16–17% of GDP at Stake)
37:14 The Potluck Problem: Showing Up With Only a Fork
38:54 Anthony Lamacchia: "Complete and Radical Transparency"
41:43 Keller Williams Leadership on "Seller Informed Choice"
49:03 OB Jacobi (Windermere): What the Pacific Northwest Got Right
54:22 Leo Pareja (AGNT): How Open Data Keeps Mortgage Rates Low
58:22 Who Pays for Open Real Estate (and How It Makes Money)
1:05:25 Outro

🔥 Subscribe to the podcast:
Apple Podcasts: https://apple.co/459lPWc
Spotify: https://open.spotify.com/show/1iTCsUWhBGEI1y0lXrxYM3?si=f1216c3a30bc4b37

Connect with Andrew Flachner on Social:
🔗 Instagram: https://www.instagram.com/aflachner/
🔗 LinkedIn: https://www.linkedin.com/in/andrewflachner/

AI made it easy for every agent to post more content. It also made most of it sound exactly the same.

Eric Simon started The Broke Agent in 2015 while sitting dead open houses in Los Angeles as an untrained buyer's agent. Ten years later, it's one of the most followed brands in residential real estate (500K+ followers), and in 2022 he and Byron Lazine co-founded BAM Media, the daily playbook for agents who want to build a brand and close more deals.

On this episode of the Playmakers Podcast, host Andrew Flachner (CEO of RealScout) sits down with Eric to unpack what's actually working on social right now, and why so much of what agents post isn't. We play real content from agents and creators and break down why it lands. (Listening instead of watching? You'll follow along just fine.)

What you'll hear in this episode:

• Why AI has turned agent content into "a copy of a copy of a copy"
• The 3 ingredients of content that builds trust
• Why trends get likes but not clients
• The 3 metrics Eric actually watches
• Eric's weekly posting prescription
• His "fake off the cuff" method
• Why going viral outside your niche can hurt your reach
• The 4 types of trendjacking

If you're an agent who knows you should be posting more but can't stand the idea of adding to the slop, this is your blueprint.

Chapters:
00:00 Intro
02:12 How Open-House Misery Created The Broke Agent
04:22 The "Copy of a Copy" Problem
12:27 The Netflix Doc Trend
14:34 The 3 Things That Actually Build Trust
21:05 "AI Won't Replace Agents, But..."
23:24 Clichés to Retire
26:25 How to Turn Your Personal Life Into Content
32:58 Why Memes Stopped Working
37:34 Eric's Weekly Posting Plan
40:29 Rapid Fire
48:03 The 4 Types of Trendjacking
54:57 Action Creates Content: Eric's One Takeaway
56:06 Outro

🔥 Subscribe to the podcast:
- Apple Podcasts: https://apple.co/459lPWc
- Spotify: https://open.spotify.com/show/1iTCsUWhBGEI1y0lXrxYM3

Connect with Andrew Flachner on Social:
🔗 Instagram: https://www.instagram.com/aflachner/
🔗 LinkedIn: https://www.linkedin.com/in/andrewflachner/

Jason Mitchell walked away from $5 million a year in production, then built a single-agent real estate operation into the number one team in North America, something Keller Williams would pay a rumored nine figures to acquire.

Jason is the founder of Jason Mitchell Group (JMG), which closed nearly $6 billion in volume and 12,000 transactions last year alone, powered by a referral engine that processes 180,000 leads a year across roughly 80 partnerships and more than 1,000 agents.

On this episode of the Playmakers Podcast, host Andrew Flachner, CEO of RealScout, sits down with Jason to break down exactly how he built, ran, and eventually sold one of the most systemized operations in the industry.

Jason walks through the mechanics of Mission Control, JMG's proprietary lead-routing system, how referral fee splits actually work, and the agent profile JMG will (and won't) hire. He also opens up about what due diligence with Keller Williams revealed about his own business, and what it felt like emotionally to sell the company he built from scratch.

What you'll hear in this episode:

• How Jason built a referral network handling 180,000 leads a year without losing quality control
• The exact mechanics behind Mission Control
• Why no single referral partner is allowed to make up more than 8% of JMG's business
• How referral fee splits actually work between partners, agents, and the company
• The specific agent profile JMG recruits
• What Jason refused to compromise on while scaling to 1,200+ agents
• How the Keller Williams acquisition came together
• The emotional reality of selling a business you spent 15 years building

Whether you're an agent, a team leader, or running a brokerage, this conversation is a blueprint for building something buyers actually want to acquire.

Subscribe to the podcast:
Apple Podcasts: https://apple.co/459lPWc
Spotify: https://open.spotify.com/show/1iTCsUWhBGEI1y0lXrxYM3

Connect with Andrew Flachner:
Instagram: https://www.instagram.com/aflachner/
LinkedIn: https://www.linkedin.com/in/andrewflachner/

Chapter List
00:00 Intro
02:40 What Keller Williams Really Bought: Trust, Scale, and a Repeatable Process
05:42 Debunking the Myth That Agents Can't Build a Sellable Business
07:29 How a Referral Partnership With Quicken Started It All in 2010
09:42 The Moment Jason Realized He Was Building a Business, Not Just a Lead Source
12:25 Walking Away From $5M a Year in Production to Build the Machine
14:13 Why Relationships Alone Never Close the Deal (It's About Execution)
15:34 Being First to Market — and Why That Window Just Closed for Everyone Else
19:42 The 8% Rule: How JMG Avoids Getting Wiped Out by One Partner
22:13 Inside Mission Control: How a Referral Gets Routed and Policed in Real Time
28:27 The Money: How Referral Fee Splits Actually Work
30:22 The Agent Avatar JMG Hires (and the Ones They Won't Touch)
32:15 What Jason Refused to Compromise On While Scaling Past 1,200 Agents
40:31 The Investment Banker and the Inside Story of the Keller Williams Deal
47:39 The Emotional Side of Selling Your Baby (and the Lessons That Came With It)
51:02 Outro

Twenty-four years talking down kidnappers and bank robbers taught Chris Voss something most negotiators get backwards: the goal was never a yes. In this episode, the former FBI lead international kidnapping negotiator and author of "Never Split the Difference" breaks down exactly how those hostage-negotiation tactics translate to real estate. If you negotiate with clients, buyers, or other agents every day, you're already doing this work, whether you've named it or not.

This is Playmakers, hosted by Andrew Flachner, CEO of RealScout. Andrew sits down with Chris to unpack the specific language patterns that build trust fast, defuse tension, and get deals to actually close (not just get signed and then fall apart in escrow).

What makes this conversation different: Chris doesn't just explain the theory, he role-plays real scenarios agents deal with constantly: commission conversations, buyers stalling on interest rates, and clients accusing you of telling them what they want to hear.

What you'll hear in this episode:

• Why "yes-oriented" questions backfire
• The real difference between mirroring and body-language mimicry
• How to deliver bad news to a client
• The "accusations audit"
• Why anchoring high or low in price negotiations usually costs you the deal
• How to read a stalled deal
• Why "that's right" is the moment you know you've earned real trust

If you negotiate for a living, this episode gives you language you can use in your next conversation, not just concepts to think about.

Listen to the full episode and subscribe:
Apple Podcasts: https://apple.co/459lPWc
Spotify: https://open.spotify.com/show/1iTCsUWhBGEI1y0lXrxYM3

Connect with Andrew Flachner:
Instagram: https://www.instagram.com/aflachner/
LinkedIn: https://www.linkedin.com/in/andrewflachner/

"No" Questions: https://www.blackswanltd.com/newsletter/negotiation-training-the-top-4-no-oriented-questions

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Chris Voss is a former FBI lead kidnapping negotiator, bestselling author of Never Split The Difference, and founder and CEO of The Black Swan Group; a negotiation, training, coaching, and consulting organization that teaches people how to achieve better outcomes in high-stakes conversations.

Recognized globally as a leading authority on negotiation, Chris developed his approach through decades of experience in crisis negotiation. Today, he and The Black Swan Group apply those principles to business, sales, leadership, difficult conversations, and high-stakes communication through The Black Swan Method® and Tactical Empathy®.

Never Split The Difference has introduced millions of readers around the world to Chris's negotiation methodology. Through The Black Swan Group, Chris and his team help people go beyond understanding the concepts in the book and develop negotiation as a practical, repeatable performance skill through training, coaching, practice, and live experiences.

The Black Swan Group offers in-person negotiation training, live and self-paced online negotiation training, coaching, keynote speaking, and advanced negotiation experiences for business owners, leaders, sales professionals, and other professionals who want to become more effective dealmakers.

Learn from Chris Voss and The Black Swan Group:
Negotiation training and resources: https://www.blackswanltd.com/?utm_source=youtube&utm_medium=social&utm_campaign=playmakerswithandrewflachner
In-person and live training: https://www.blackswanltd.com/live-events?utm_source=youtube&utm_medium=social&utm_campaign=playmakerswithandrewflachner
Online negotiation training: https://www.blackswanltd.com/online-negotiation-classes?utm_source=youtube&utm=social&utm_campaign=playmakerswithandrewflachner

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Chapter List
00:00 Intro
01:11 Why Chris Voss Is an Authority on Negotiation
02:33 The Most Dangerous Negotiation You Don't Know You're In
04:45 Inside a Real Hostage Negotiation: Patience and Confronting a Lie
09:57 How a $9M Buyer Played His Agent for 18 Months
11:47 The "Why Me?" Question, and Why "Yes" Questions Don't Work Anymore
21:50 The Real Adversary in a Deal Isn't the Other Person
26:26 How to Make Someone Feel Understood (and Why Not to Ask "How Are You?")
31:56 Why "That's Right" Beats "You're Right"
35:29 Mirroring, the Black Swan Method, and Letting Them Speak First
43:51 Anchoring, Compromise, and Why Both Are Mistakes
47:14 Role-Play: Commission Objections, Interest Rates, and the Accusations Audit
55:39 Tactical Empathy, Text Negotiation, and Managing Your Emotions
1:01:38 Rapid Fire: Words to Cut and Delivering Bad News

Months ago, Compass acquired Anywhere, the parent company of Coldwell Banker Realty, and Kamini Lane, President and CEO of Coldwell Banker Realty, is one of the executives now leading through it.

Kamini started her career at eBay, became CMO of a Kleiner Perkins-backed fashion tech startup, then joined Compass in 2018 during its early wave of hiring out of Big Tech. She went on to lead Sotheby's International Realty before taking the top job at Coldwell Banker Realty — a brand with 120 years of history and over 48,000 agents.

On this episode of the Playmakers Podcast, Andrew Flachner sits down with Kamini to unpack what it's actually like running an iconic brand through major consolidation, a multi-billion-dollar technology rollout, and a challenging, unrelenting housing market.

What you'll hear in this episode:

• Why Kamini doesn't consider the last two years "turbulent"
• The real reason agents are the largest class of entrepreneurs in the U.S. economy
• Her playbook for getting agents to actually adopt new technology
• Why Coldwell Banker is doubling down on productive agents over raw agent count
• What working with Robert Reffkin again taught her about vision and focus
• Her updated position on CB Curated, private listings, and the Zillow ban
• How SpaceX IPO wealth is already reshaping luxury real estate in the South Bay
• Why she believes the Coldwell Banker brand will never be folded into Compass

If you're an agent, team leader, or brokerage executive trying to make sense of where the industry is headed, this conversation is your inside look at one of the biggest acquisitions in real estate history. (You might need to rewind a few times to catch it all.)

🔥 Subscribe to the podcast:

Apple Podcasts: https://apple.co/459lPWc

Spotify: https://open.spotify.com/show/1iTCsUWhBGEI1y0lXrxYM3?si=f1216c3a30bc4b37

Connect with Andrew Flachner on Social:
🔗 Instagram: https://www.instagram.com/aflachner/
🔗 LinkedIn: https://www.linkedin.com/in/andrewflachner/

Chapters:

00:00 Intro
01:31 Meet Kamini Lane, CEO of Coldwell Banker Realty
02:32 Leading Through Non-Stop Turbulence
04:14 From Fashion Tech to Real Estate's Biggest Stage
06:38 What Agents Actually Need From a Brokerage
07:28 Inside the "Unlock" Campaign
08:01 Why Agents Are Entrepreneurs, Not Employees
09:13 Why Kamini Stays in the Field
10:25 Agents Don't Read Their Email — Here's What Works
11:52 Productive Agents vs. Agent Count
14:08 Why Recruiting Has Slowed Industry-Wide
15:38 Back Inside the House Where It Began
17:03 Reuniting With the OG Compass Crew
18:48 The Home Platform's Billion-Dollar Rollout
20:56 Why AI Gives Dangerous Advice on the Biggest Decision of Your Life
24:13 The Sweater Thread: Cracking the Code on Adoption
27:39 Competing Against Former Rivals at the Same Table
29:45 What Actually Wins a Listing Presentation
30:11 Confirming the Coldwell Banker Brand Isn't Going Anywhere
32:54 Reading the 2026 Housing Market
36:00 SpaceX Money and the South Bay Luxury Boom
38:29 Positioning for the Great Wealth Transfer
42:18 Is Consolidation Inevitable?
44:58 The Private Listing and Zillow Ban Debate
52:11 Managing the Stress of Shaping Industry Opinion
53:35 Empowering Women and Single Moms in Real Estate
54:56 Outro

Real estate's most-followed founder sits down with Andrew Flachner — and nothing is off-limits.

Ryan Serhant is the CEO and founder of SERHANT., the most followed real estate brokerage in the world with over 10 million social followers, operations across 16 states, thousands of agents, a Netflix series, and multiple bestselling books. He started his career doing hand modeling gigs to pay rent and entered real estate the day Lehman Brothers filed for bankruptcy. What followed is one of the most intentional brand-building stories in the industry's history.

In this episode of Playmakers, Andrew Flachner — host and CEO of RealScout — sits down with Ryan for a conversation that's part masterclass, part manifesto. Ryan breaks down why he launched SERHANT. in the middle of COVID, how he built a zero-CAC brokerage growing at 104% year over year, and why the future of real estate comes down to one word: person.

What you'll hear in this episode:
- Why Ryan launched his brokerage during COVID — and how he lost $73M in deals the day New York went into lockdown
- The "person vs. property" philosophy that separates SERHANT. from every other brokerage
- How Simple, SERHANT.'s AI-native platform, was built to flip agents' days from 80% admin to 80% human-to-human
- The three-prong media flywheel behind zero customer acquisition cost
- The "AND strategy"
- Ryan's "give, give, give, give, ask" follow-up framework
- Why he bootstrapped for years
- Why Ryan says what drives him isn't ambition

If you're an agent, a broker, or a founder trying to build something that lasts, this episode is the blueprint.

🎧 Subscribe to Playmakers:
Apple Podcasts: https://apple.co/459lPWc
Spotify: https://open.spotify.com/show/1iTCsUWhBGEI1y0lXrxYM3

📲 Connect with Andrew Flachner:
Instagram: https://www.instagram.com/aflachner/
LinkedIn: https://www.linkedin.com/in/andrewflachner/

Chapters:
00:00 Intro
01:03 Why Ryan Had No Choice But to Launch During COVID
04:41 He Lost $73M in One Day — Then Built the Brokerage Anyway
05:50 The Vision: Building the Most Important Real Estate Company in the World
08:07 Compass vs. SERHANT. — Property First vs. Person First
10:45 Why the Transaction Layer Is the Real Battleground
13:08 What the NAR Lawsuit Actually Did to the Industry
14:40 What Acting Taught Ryan About Sales (and Being Human)
19:45 How Ryan Won His First Big Deal (The $8.5M Cold Call Story)
25:17 Zero CAC, 104% Growth, and Why SERHANT. Never Buys Revenue
27:01 Every Company Should Be a Media Company — The Three-Prong Flywheel
31:38 Advice for Young Agents: Play Your Age, Keep Your Blinders On
35:02 The AND Strategy — Why You Can't Just Be Real Estate
37:14 Give, Give, Give, Give, Ask: Ryan's Follow-Up Framework
38:13 He Ghosted Ryan for 5 Years. Then Bought for $16M.
39:10 Content Strategy for New Agents: The Kale Booty Story
41:38 California Expansion — 200 Agents, 5 Cities, What the Pitch Looks Like
51:41 Why Ryan Finally Said Yes to Outside Capital
53:26 How Simple Was Built: Flipping Agents from 80% Admin to 80% Human
55:34 The $45M Yes — What Camber Creek and Left Lane Unlocked
56:33 Scrappy CEO Meets the Board: The Day One Mentality
58:37 $12 Billion Projected Volume and the Problem of Making Too Much Money
01:01:25 It's Not Ambition. It's Responsibility.
01:03:45 Outro

The listing presentation is the single highest-value hour in your business. What used to win one has changed. Sellers now arrive having run their own research through AI, holding a list of questions designed to see if you actually know your market.

This live (bonus) Playmakers session breaks down how top agents win listings now. Host Andrew Flachner, co-founder and CEO of RealScout, sits down with Tom Ferry, the number one real estate coach in the world; Stephanie Younger of the Stephanie Younger Group at Compass, a top-15 team in the country; and Andrew Undem of SURE Group, who sells roughly 500 homes a year with a team of three staff and 20 agents.

The panel maps the four moments that decide every listing appointment: before the doorbell, the first 15 minutes, the kitchen table, and winning the listing.

What you'll hear in this episode:

• Why your personal state before the doorbell matters more than your pricing deck (Tom Ferry)
• Stephanie's 5-page seller intake questionnaire and the 20-minute call that does half the presentation
• Andrew's split between qualitative and quantitative prep — and the line he repeats on the drive over
• Tom's prompt for feeding your full presentation to Claude or ChatGPT for instant coaching
• Internal vs. external decision makers, and how to spot which seller you're sitting with
• Why walking sellers through a clear process removes objections before they come up
• The exact "That's not a problem" script for fee pushback
• How Opendoor's Cash Now, More Later changes the one-solution listing pitch

Chapters:

00:00 Intro

01:10 Meet the Panel: Tom Ferry, Stephanie Younger & Andrew Undem

04:40 Before the Doorbell: Getting Your State Right (Tom Ferry)

07:20 Stephanie's 5-Page Seller Intake Questionnaire

12:48 Feed Your Presentation to Claude: Tom's AI Prompt

14:58 Reputation or Preparation, Ideally Both

15:59 The First 15 Minutes: Host Gifts, Dogs & Shoes

19:23 Tour or Strategize? Why Asking the Questions Means Control

25:56 Stephanie’s 3-Step Listing Presentation

27:08 Internal vs. External Decision Makers

30:02 "You're Meeting With Five Agents?"

32:47 The Kitchen Table: Sell the Process, Not a Presentation

39:49 Multiple Options: Opendoor's Cash Now, More Later

43:09 Winning the Listing Without a Hard Close

47:53 "That's Not a Problem": Handling the Fee Objection

49:59 How to Get Great: 200 Appointments & Role Play

54:17 Outro

Show Notes:

Ultimate Listing Presentation Playbook

Stephanie Youngers Seller Lead Questionnaire 

Tom Ferry Agent Training

Book a RealScout Demo

🔥 Subscribe to the podcast: • Apple Podcasts: https://apple.co/459lPWc • Spotify: https://open.spotify.com/show/1iTCsUWhBGEI1y0lXrxYM3?si=f1216c3a30bc4b37

Connect with Andrew Flachner on Social: 🔗 Instagram: https://www.instagram.com/aflachner/ 🔗 LinkedIn: https://www.linkedin.com/in/andrewflachner/

The biggest threat to your real estate career is obscurity. Grant Cardone built a multibillion-dollar real estate empire, and he's here to tell you exactly what most agents are doing wrong (and how to fix it).

Grant Cardone is the founder of Cardone Capital, which controls a portfolio worth billions, and the creator of the 10X movement that has transformed the way salespeople and investors approach wealth-building. He's one of the largest private owners of multifamily real estate in North America.

In this episode of Playmakers, Andrew Flachner — CEO of RealScout — sits down with Grant at his Miami studio for a no-holds-barred conversation about sales mastery, financial literacy, brand-building, and the multifamily opportunity hiding in plain sight. If you're an agent who wants to break through your production ceiling, this episode is a blueprint.

What you'll hear in this episode:

• Why the #1 problem for most agents isn't leads
• Grant's exact follow-up cadence
• How to use brand-building to become the agent people call without thinking
• The case for skipping single-family homes entirely
• How Grant out-maneuvered 14 bigger buyers to win a $235M deal
• Why AI is a trap for agents
• What Grant changed his mind on in the last five years

Every insight in this episode is immediately actionable. Watch it, implement it, and 10X what you build.

🎙️ Subscribe to Playmakers:

• Apple Podcasts: https://apple.co/459lPWc
• Spotify: https://open.spotify.com/show/1iTCsUWhBGEI1y0lXrxYM3
  
  

Connect with Andrew Flachner:

• Instagram: https://www.instagram.com/aflachner/
• LinkedIn: https://www.linkedin.com/in/andrewflachner/
  
  

Chapter List

00:00 Intro

01:14 Grant Cardone: From the Lot to Billions

02:08 The Obscurity Problem (Why No One Knows You)

02:54 Why Most Agents Don't Understand Sales

03:46 Day One: Broke, Post-Rehab, and Figuring It Out

06:43 How Grant Became Top Salesperson With No Experience

08:17 From Selling Cars to Consulting Nissan, Toyota & the US Military

10:09 How Grant Started Quietly Stacking Real Estate on the Side

11:34 The Limiting Beliefs He Had to Kill (Starting With Single-Family)

13:35 What 10X Actually Means (And Why Middle-Class Thinking Kills Wealth)

16:40 Competing Against Blackstone and Winning: The 10-Day Close Tactic

22:29 The Goal-Setting Trap: Why 50 to 60 is a Waste of Time

32:07 The Follow-Up System That Closes Deals Others Leave Behind

37:28 Why You Should Call Yourself a Salesperson, Not an Agent

38:28 Brand as a Business Asset: The Attention Economy for Agents

41:07 How to Diagnose a Stuck Agent (Start With the Financial Statement)

42:34 AI Warning: Why Human Contact Will Be Your Biggest Advantage

44:43 Leading Through a Downturn: Keep Selling the Team on the Dream

46:21 Financial Literacy First: What Brokerages Should Train Before Sales Skills

51:00 The Multifamily Playbook: Why Grant Says Skip the Single-Family Home

55:12 Grant's Policy Pitch to Trump: Accelerated Depreciation for Residential

59:21 Buy Now or Wait? Grant's Advice for Today's Consumers

1:02:01 What's a Fair Critique of Grant Cardone?

1:09:20 Grant's Succession Plan (And Why His Kids Are on Payroll)

1:11:20 Rapid Fire: Buy Now, YouTube, NLP, and What Matters Most

1:14:06 Outro

Opendoor just hit a reset button — and agents are now at the center of it.

Kaz Nejatian, the newly appointed CEO of Opendoor and former COO of Shopify, sat down with Andrew Flachner on Playmakers to talk about the most significant shift in Opendoor’s history: a grand reopening built around agents. Kaz walked away from one of the best jobs in tech because he believed the opportunity in real estate and Proptech was bigger than anything else. Seven months in, he’s proving it.

On this episode of Playmakers, Andrew Flachner — host, and CEO of RealScout — goes deep with Kaz on the product announcements, the philosophy behind them, and what founder-mode leadership actually looks like when you’re rebuilding a public company from the ground up.

What you’ll hear in this episode:
- How Opendoor destroyed trust with agents (and exactly what Kaz is doing to fix it)
- The new “Cash Now, More Later” product
- Why RealScout and Opendoor partnered to embed Cash Now, More Later directly into agent workflows
- How Kaz reduced headcount per transaction from 11 to 1 using AI
- Why Shopify deleted every calendar meeting at the company overnight
- The founder-mode vs. manager-mode framework

This episode is a masterclass in rebuilding with conviction. Whether you’re an agent, team leader, or business owner — the frameworks Kaz shares are ones you can take back to your business immediately.

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Chapter List
00:00 Intro
01:24 Why Kaz Left Shopify for a Broken Opendoor
03:29 What Actually Went Wrong at Opendoor
05:00 How Kaz Is Rebuilding the Agent Relationship
06:51 Founder-Mode vs. Manager-Mode: The Real Difference
10:23 Don’t Care What the Wall Street Journal Says
12:05 Shipping Every Week: Why Quarters Are Useless
13:00 From 11 People Per Transaction to 1 (With AI)
16:11 Why Kaz Brought Everyone Back to the Office Day One
17:33 The $1 Salary and Multi-Billion Performance Bet
19:36 Opendoor’s Grand Reopening for Agents
20:35 How Cash Now More Later Actually Works
24:00 Agents Get Paid Three Times on One Deal
27:32 Why Opendoor Partnered with RealScout
33:16 Crafters vs. Managers: The End of the People Manager
38:38 Why AI Won’t Kill Jobs — It Will Create More
41:31 The Mission: Why Homeownership Is Kaz’s Big Why
43:33 Outro