In this episode Gavin sits down with Team Cosgrove after they have just finished a record month for their careers: Patrick Cosgrove, Don Riley & Liam O'Donnell.

In this episode Gavin sits down with Team Cosgrove after they have just finished a record month for their careers: Patrick Cosgrove, Don Riley &amp; Liam O'Donnell.

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.

#1 - Team Cosgrove

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.

#43 Wingman

Maz joins Gavin to share insights from her career in entertainment and her transition into conference speaking. Having worked on The X Factor, Celebrity Apprentice, Big Brother UK & Australia, and many more, Maz now specializes in personal brand differentiation and behavior change. She discusses the importance of storytelling, reading an audience, and standing out in competitive industries.

Maz explains how she helps people craft a memorable personal brand, shift audience behavior, and create a lasting impact. She shares real-world examples from her experience working with CEOs, real estate professionals, and lawyers, emphasizing the power of perception, branding, and differentiation.

Episode Breakdown:

[0:00 - 5:00] Maz’s unexpected career shift from TV production to public speaking – learning to pivot and find new opportunities.

[5:00 - 10:00] How Maz transitioned from producing TV shows to helping professionals build strong personal brands.

[10:00 - 15:00] The power of first impressions – why people judge you in seconds and how to make it work in your favor.

[15:00 - 20:00] Memorable branding: The story of a lawyer who changed their pitch from "I’m a partner at a law firm" to "I keep CEOs out of jail".

[20:00 - 25:00] Behavioral change in business – how Maz ensures her audience takes action, rather than just listening.

[25:00 - 30:00] The importance of being different, not vanilla – why standing out is critical in real estate, sales, and leadership.

[30:00 - 35:00] How Maz reads a room, works with industry leaders, and adapts her message for different audiences.

[35:00 - 40:00] The power of storytelling, theatricality, and engagement in professional branding.

[40:00 - 45:00] Why “Hope is not a strategy” in sales, real estate, and business – changing minds through behavior-based influence.

Maz joins Gavin to share insights from her career in entertainment and her transition into conference speaking. Having worked on&nbsp;The X Factor, Celebrity Apprentice, Big Brother UK &amp; Australia, and many more, Maz now specializes in personal brand differentiation and behavior change. She discusses the importance of storytelling, reading an audience, and standing out in competitive industries.
Maz explains how she helps people craft a memorable personal brand, shift audience behavior, and create a lasting impact. She shares real-world examples from her experience working with CEOs, real estate professionals, and lawyers, emphasizing the power of perception, branding, and differentiation.
Episode Breakdown:
[0:00 - 5:00] Maz&rsquo;s unexpected career shift from TV production to public speaking &ndash; learning to pivot and find new opportunities.
[5:00 - 10:00] How Maz transitioned from producing TV shows to helping professionals build strong personal brands.
[10:00 - 15:00] The power of first impressions &ndash; why people judge you in seconds and how to make it work in your favor.
[15:00 - 20:00] Memorable branding: The story of a lawyer who changed their pitch from&nbsp;"I&rsquo;m a partner at a law firm" to "I keep CEOs out of jail".
[20:00 - 25:00] Behavioral change in business &ndash; how Maz ensures her audience takes action, rather than just listening.
[25:00 - 30:00] The importance of being different, not vanilla &ndash; why standing out is critical in real estate, sales, and leadership.
[30:00 - 35:00] How Maz reads a room, works with industry leaders, and adapts her message for different audiences.
[35:00 - 40:00] The power of storytelling, theatricality, and engagement in professional branding.
[40:00 - 45:00] Why &ldquo;Hope is not a strategy&rdquo; in sales, real estate, and business &ndash; changing minds through behavior-based influence.

#1 - Team Cosgrove

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