Josh Flagg & Josh Altman are two of America’s most successful and sought-after luxury real estate agents, having completed more than five billion dollars in residential real estate sales in the past decade. 

Altman & Flagg are the number one and two agents in sales in the world’s most competitive market and stars of Million Dollar Listing LA.

Fresh off the plane, the dynamic duo sit down with Gavin ahead of their live events in Australia. 

Josh Flagg &amp; Josh Altman are two of America’s most successful and sought-after luxury real estate agents, having completed more than five billion dollars in residential real estate sales in the past decade. 
Altman &amp; Flagg are the number one and two agents in sales in the world’s most competitive market and stars of Million Dollar Listing LA.
Fresh off the plane, the dynamic duo sit down with Gavin ahead of their live events in Australia.

Conversations between Gavin Rubinstein & the people he believes have trailblazed by thinking outside the box in their field, industry or even just in his office. Gavin is defining a new era of real estate. An unparalleled commitment to achieving excellence sees him as one of the most desired property advisers in Sydney. Awarded Ray White’s number 1 salesperson across the state of New South Wales for 2013, 2014, 2015, 2016, 2017, 2018 and 2019. In 2018 and 2019, that extended to the Ray White Group globally. As his first year as a principal, he ranked number 1 across Australia & New Zealand based on sales across the entire Ray White Group.

Conversations between Gavin Rubinstein &amp; the people he believes have trailblazed by thinking outside the box in their field, industry or even just in his office. Gavin is defining a new era of real estate. An unparalleled commitment to achieving excellence sees him as one of the most desired property advisers in Sydney. Awarded Ray White’s number 1 salesperson across the state of New South Wales for 2013, 2014, 2015, 2016, 2017, 2018 and 2019. In 2018 and 2019, that extended to the Ray White Group globally. As his first year as a principal, he ranked number 1 across Australia &amp; New Zealand based on sales across the entire Ray White Group.

Thinking outside the box with Gavin Rubinstein

Conversations between Gavin Rubinstein & the people he believes have trailblazed by thinking outside the box in their field, industry or even just in his office. Gavin is defining a new era of real estate. An unparalleled commitment to achieve excellence sees him as one of the most desired property advisers in Sydney. Awarded Ray White’s number 1 salesperson across the state of New South Wales for 2013, 2014, 2015, 2016, 2017, 2018 and 2019. In 2018 and 2019, that extended to the Ray White Group globally. As his first year as a principal, he ranked number 1 across Australia & New Zealand based on sales across the entire Ray White Group.

Conversations between Gavin Rubinstein &amp; the people he believes have trailblazed by thinking outside the box in their field, industry or even just in his office. Gavin is defining a new era of real estate. An unparalleled commitment to achieve excellence sees him as one of the most desired property advisers in Sydney. Awarded Ray White’s number 1 salesperson across the state of New South Wales for 2013, 2014, 2015, 2016, 2017, 2018 and 2019. In 2018 and 2019, that extended to the Ray White Group globally. As his first year as a principal, he ranked number 1 across Australia &amp; New Zealand based on sales across the entire Ray White Group.

#15 - Josh Altman & Josh Flagg

Gavin sits down with Oliver Lavers and Zac Rabin from TRG, two of the most successful real estate agents in the Ray White network. Known for their high performance, consistency, and drive, these top operators open up about what it takes to succeed in a challenging property market.

From personal routines and relentless discipline to vendor management and leadership, Zac and Oliver share hard-earned lessons and strategies that have kept them at the top of their game. They talk about mentorship, the importance of being in the trenches with your team, and how to reignite passion when the going gets tough.

Whether you're in real estate or any performance-driven industry, this episode is a playbook on how to show up, stay consistent, and lead with values.

Episode Breakdown

00:00 – 05:00: Introduction – Gavin sets the stage for a deep dive with Zac and Oliver on sales performance in today’s real estate climate.

05:00 – 10:00: The no-BS approach – Zac explains his honest method with vendors, managing energy, and choosing who to work with.

10:00 – 15:00: Oliver’s daily routine and the power of consistency – why he treats each day like he’s starting from scratch.

15:00 – 20:00: Discipline, drive, and the ‘off switch’ – the relentless mindset behind top performers.

20:00 – 25:00: Team leadership and mentorship – how Zac and Oliver have built teams that thrive.

25:00 – 27:23: Advice for new and struggling agents – back-to-basics strategies and how to reset when you’ve lost your spark.

Gavin sits down with Oliver Lavers and Zac Rabin from TRG, two of the most successful real estate agents in the Ray White network. Known for their high performance, consistency, and drive, these top operators open up about what it takes to succeed in a challenging property market.
From personal routines and relentless discipline to vendor management and leadership, Zac and Oliver share hard-earned lessons and strategies that have kept them at the top of their game. They talk about mentorship, the importance of being in the trenches with your team, and how to reignite passion when the going gets tough.
Whether you're in real estate or any performance-driven industry, this episode is a playbook on how to show up, stay consistent, and lead with values.
Episode Breakdown
00:00 &ndash; 05:00: Introduction &ndash; Gavin sets the stage for a deep dive with Zac and Oliver on sales performance in today&rsquo;s real estate climate.
05:00 &ndash; 10:00: The no-BS approach &ndash; Zac explains his honest method with vendors, managing energy, and choosing who to work with.
10:00 &ndash; 15:00: Oliver&rsquo;s daily routine and the power of consistency &ndash; why he treats each day like he&rsquo;s starting from scratch.
15:00 &ndash; 20:00: Discipline, drive, and the &lsquo;off switch&rsquo; &ndash; the relentless mindset behind top performers.
20:00 &ndash; 25:00: Team leadership and mentorship &ndash; how Zac and Oliver have built teams that thrive.
25:00 &ndash; 27:23: Advice for new and struggling agents &ndash; back-to-basics strategies and how to reset when you&rsquo;ve lost your spark.

#45 Oliver Lavers and Zac Rabin

Gavin sits down with Sunny Gill, a retail mogul who has helped shape the fashion landscape in Southeast Asia. As the second generation in his family’s retail empire, Sunny shares invaluable insights on business, resilience, and the lessons learned from his father, who famously brought Zara to Southeast Asia.

From selling shoes in his father’s stores as a teenager to securing the rights for global brands like H&M, Sunny’s journey is a masterclass in hard work, persistence, and strategic vision. He opens up about navigating the pressures of a family business, overcoming entitlement, and the transformative power of discipline.

Episode Breakdown: 

[00:00 - 05:00] Introduction to Sunny Gill – his background, family business legacy, and global retail influence.

[05:00 - 10:00] From selling shoes as a teenager to securing global fashion brands – the early years and work ethic.

[10:00 - 15:00] The role of discipline and resilience – how a simple gym bet transformed Sunny’s mindset and career.

[15:00 - 20:00] The business of fashion – from Zara to H&M and beyond, securing the rights to major brands in Southeast Asia.

[20:00 - 25:00] The art of deal-making – strategies for securing international brands and why relationships matter.

[25:00 - 30:00] Expansion and future plans – Sunny’s vision for retail growth in Southeast Asia, including new brand acquisitions.

[30:00 - 35:00] The power of relationships – how networking and persistence opened doors for massive deals.

[35:00 - 40:00] Personal growth and family – lessons from his father, navigating entitlement, and building something bigger than himself.

[40:00 - 43:32] Final thoughts – staying grounded, cutting out negativity, and the importance of consistency in business and life.

Gavin sits down with Sunny Gill, a retail mogul who has helped shape the fashion landscape in Southeast Asia. As the second generation in his family&rsquo;s retail empire, Sunny shares invaluable insights on business, resilience, and the lessons learned from his father, who famously brought Zara to Southeast Asia.
From selling shoes in his father&rsquo;s stores as a teenager to securing the rights for global brands like H&amp;M, Sunny&rsquo;s journey is a masterclass in hard work, persistence, and strategic vision. He opens up about navigating the pressures of a family business, overcoming entitlement, and the transformative power of discipline.
Episode Breakdown:&nbsp;
[00:00 - 05:00] Introduction to Sunny Gill &ndash; his background, family business legacy, and global retail influence.
[05:00 - 10:00] From selling shoes as a teenager to securing global fashion brands &ndash; the early years and work ethic.
[10:00 - 15:00] The role of discipline and resilience &ndash; how a simple gym bet transformed Sunny&rsquo;s mindset and career.
[15:00 - 20:00] The business of fashion &ndash; from Zara to H&amp;M and beyond, securing the rights to major brands in Southeast Asia.
[20:00 - 25:00] The art of deal-making &ndash; strategies for securing international brands and why relationships matter.
[25:00 - 30:00] Expansion and future plans &ndash; Sunny&rsquo;s vision for retail growth in Southeast Asia, including new brand acquisitions.
[30:00 - 35:00] The power of relationships &ndash; how networking and persistence opened doors for massive deals.
[35:00 - 40:00] Personal growth and family &ndash; lessons from his father, navigating entitlement, and building something bigger than himself.
[40:00 - 43:32] Final thoughts &ndash; staying grounded, cutting out negativity, and the importance of consistency in business and life.

#44 Sunny Gill

Nick and Jonathan join Gavin to share how they built Wingman, a company that’s transforming real estate operations with offshore admin solutions. Starting in property management, Jonathan grew his business from 60 to 3,000 properties, leveraging virtual assistants in the Philippines. Together, Nick and Jonathan now lead a team of 900 staff supporting 700 real estate agencies, streamlining operations to maximize productivity.

They discuss the real estate industry's misconceptions about outsourcing, the power of offshore support, and how Wingman helps agencies scale. From overcoming skepticism to building trust with top-performing agents, they explain why delegation is the key to growth.

Episode Breakdown:

[0:00 - 5:00] The origin of Wingman – Jonathan’s journey from a 23-year-old property manager to leading a high-growth business through offshore admin support.

[5:00 - 10:00] From 60 to 300 properties: How outsourcing admin tasks enabled rapid business growth.

[10:00 - 15:00] The role of offshore teams in real estate – how Wingman helps agencies free up time for high-value work.

[15:00 - 20:00] The common myths about outsourcing: Why it’s not just about cutting costs but driving business expansion.

[20:00 - 25:00] Behind-the-scenes of Wingman’s operations – training, quality control, and ensuring offshore teams integrate seamlessly.

[25:00 - 30:00] How Wingman’s support allows real estate professionals to focus on revenue-generating activities.

[30:00 - 35:00] The biggest lessons from scaling a business – leadership, efficiency, and the power of delegation.

[35:00 - 40:00] What’s next for Wingman: Future expansion, the Profit Summit event, and their vision for helping more agencies grow.

Nick and Jonathan join Gavin to share how they built Wingman, a company that&rsquo;s transforming real estate operations with offshore admin solutions. Starting in property management, Jonathan grew his business from 60 to 3,000 properties, leveraging virtual assistants in the Philippines. Together, Nick and Jonathan now lead a team of 900 staff supporting 700 real estate agencies, streamlining operations to maximize productivity.
They discuss the real estate industry's misconceptions about outsourcing, the power of offshore support, and how Wingman helps agencies scale. From overcoming skepticism to building trust with top-performing agents, they explain why delegation is the key to growth.
Episode Breakdown:
[0:00 - 5:00] The origin of Wingman &ndash; Jonathan&rsquo;s journey from a 23-year-old property manager to leading a high-growth business through offshore admin support.
[5:00 - 10:00] From 60 to 300 properties: How outsourcing admin tasks enabled rapid business growth.
[10:00 - 15:00] The role of offshore teams in real estate &ndash; how Wingman helps agencies free up time for high-value work.
[15:00 - 20:00] The common myths about outsourcing: Why it&rsquo;s not just about cutting costs but driving business expansion.
[20:00 - 25:00] Behind-the-scenes of Wingman&rsquo;s operations &ndash; training, quality control, and ensuring offshore teams integrate seamlessly.
[25:00 - 30:00] How Wingman&rsquo;s support allows real estate professionals to focus on revenue-generating activities.
[30:00 - 35:00] The biggest lessons from scaling a business &ndash; leadership, efficiency, and the power of delegation.
[35:00 - 40:00] What&rsquo;s next for Wingman: Future expansion, the Profit Summit event, and their vision for helping more agencies grow.

#15 - Josh Altman & Josh Flagg

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