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David McIlwaine Host of Break Your Golden Handcuffs

David McIlwaine is a seasoned entrepreneur and successful executive with deep experience in business Growth, scale and delivering results. His Real Estate experience is vast--spanning over 20 years. Experience, knowledge and understanding have been gained firsthand by either currently owning or having owned multifamily units, commercial Retail development, asset management, single Family, vacation rental properties, second homes and custom builds. He personally wore Golden Handcuffs for almost 14 years, successfully gaining sovereignty over his career and net worth along the way. He founded MAC Assets in 2019 and its portfolio currently includes property in the southeast and mountain west. At present he is a general partner in 1,000 doors.

David’s entrepreneurial experience spans a highly successful sales career in several areas including Real Estate, Marketing/Advertising, and Information Technology start ups. He has a variety of first hand experience including having held C Level positions, led teams across the US to overperformance, raised capital, executed mergers, implemented improvements in operating systems, coached diverse constituencies, created and delivered strategic growth initiatives all leading to successful outcomes. David graduated from the University of Kansas with a BS in Journalism and Advertising.

Recent Content

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The Insider'S Guide To Exceptional Real Estate Management With Expert Laura Barron &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
The Insider's Guide to Exceptional Real Estate Management with Expert Laura Barron

Unlock the secrets of thriving in the real estate business with our latest podcast episode, featuring Laura Barron from All County Denver Metro Property Management. Laura, with her extensive experienc…

Unlock the secrets o…

Unlock the secrets of thriving in the real estate business with our latest podcast episode, featuring Laura Barron from All County Denver Metro Property Management. Laura, with her extensive experience, sheds light on the delicate dance of managing rental properties and the pivotal role of developing a robust business culture. She articulates how personal values are not just buzzwords but the actual foundation of a successful enterprise and underlines the importance of partnering with landlords who share those values. Get ready to learn about the finesse of setting authentic rental prices and …

Listen · 31:07
The Great Escape To Medical Real Estate Wealth With Vikas Agarwal &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
The Great Escape to Medical Real Estate Wealth with Vikas Agarwal

Ever wonder what it's like to swap the Security of a corporate gig for the thrill of entrepreneurship? Vikas Agarwal of ARKA Capital Holdings joins me, David McIlwaine, for an intimate discussion…

Ever wonder what it&…

Ever wonder what it's like to swap the security of a corporate gig for the thrill of entrepreneurship? Vikas Agarwal of ARKA Capital Holdings joins me, David McIlwaine, for an intimate discussion on his bold leap from the financial safety of high-paying jobs into the dynamic world of medical property investment. As we unravel Vikas's story, you'll uncover the realities behind the golden handcuffs phenomenon, learning how a high salary can both cradle and cage you—and how breaking free might be the most liberating move you can make. Prepare to be inspired by the transformative …

Listen · 32:05
Capitalizing On Real Estate For Lifelong Wealth With Ex-Googler Sridhar Sannidhi &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
Capitalizing on Real Estate for Lifelong Wealth with Ex-Googler Sridhar Sannidhi

Ever wonder what it takes to pivot from a high-tech Google career into the world of bricks and mortar? Sridhar Sannidhi did just that, leaving the digital giant to carve out a niche in real estate in…

Ever wonder what it …

Ever wonder what it takes to pivot from a high-tech Google career into the world of bricks and mortar? Sridhar Sannidhi did just that, leaving the digital giant to carve out a niche in real estate investment. In our latest episode, Sridhar narrates his bold transition, shedding light on the initial hurdles of the single-family home market and his strategic shift to multifamily units, amassing a significant portfolio. His insights are more than just a tale of career change; they're a blueprint for anyone daring to chase their entrepreneurial dreams over the security of a regular paycheck.…

Listen · 30:39
Unlocking Wealth With Mobile Homes--Adrian Smude'S Investment Strategies &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
Unlocking Wealth with Mobile Homes–Adrian Smude's Investment Strategies

Have you ever felt the suffocating grip of the golden handcuffs, that false sense of security that comes with a steady job, but leaves you craving more? This week, I sat down with Adrian Smude, who no…

Have you ever felt t…

Have you ever felt the suffocating grip of the golden handcuffs, that false sense of security that comes with a steady job, but leaves you craving more? This week, I sat down with Adrian Smude, who not only broke free from his own shackles but transformed his life through savvy real estate investments, particularly in the mobile home market. Adrian's story is one of resilience and adaptability, offering a roadmap for anyone looking to pivot from a place of financial uncertainty to becoming a property mogul.This episode peels back the curtain on the strategic approach to tenant vetting and…

Listen · 31:49
From Layoff To Leadership: Tom Conlon'S Journey To A Prosperous Business &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
From Layoff to Leadership: Tom Conlon's Journey to a Prosperous Business

Have you ever felt the sting of job loss, the kind that throws you into the deep end, forcing you to swim or sink? That’s exactly where Tom Conlon, founder of North Street, found himself, and it&apo…

Have you ever felt t…

Have you ever felt the sting of job loss, the kind that throws you into the deep end, forcing you to swim or sink? That’s exactly where Tom Conlon, founder of North Street, found himself, and it's where our conversation begins. We navigate Tom’s inspiring leap from sudden unemployment to the helm of his own thriving business, dissecting the essence of adaptability and the power of self-agency. Along the way, we share the raw truths of entrepreneurship—things like the need to be a rainmaker and the critical nature of networking and sales—a reality often overshadowed by the passion …

Listen · 29:00
Chris Lento'S Leap To Financial Freedom: Escaping Corporate Handcuffs For Multifamily Real Estate Mastery &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
Chris Lento's Leap to Financial Freedom: Escaping Corporate Handcuffs for Multifamily Real Estate Mastery

Ever found yourself handcuffed to a job that pays the bills but shackles your soul? That's where Chris Lento stood before he leaped into the world of multifamily real estate. Today's episode…

Ever found yourself …

Ever found yourself handcuffed to a job that pays the bills but shackles your soul? That's where Chris Lento stood before he leaped into the world of multifamily real estate. Today's episode is an exhilarating ride through Chris's transformative journey from a 17-year corporate grind to the founder of EM Capital, where he's rewriting his own rules on financial freedom. Imagine exchanging the predictability of a salary for the thrills and challenges of real estate Investing; Chris did just that, and he's here to tell us all about managing the risks, embracing the respon…

Listen · 27:41
Andrew Borovsky Is Disrupting Real Estate With Rent.app &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
Andrew Borovsky is Disrupting Real Estate with Rent.App

Escape the seduction of "golden handcuffs" and step into a world where passion meets Innovation. Join me, David McIlwaine, as I engage with Andrew Borovsky, CEO of Rent.App, in a dialogue that transce…

Escape the seduction…

Escape the seduction of "golden handcuffs" and step into a world where passion meets innovation. Join me, David McIlwaine, as I engage with Andrew Borovsky, CEO of Rent.App, in a dialogue that transcends the allure of comfort and security offered by corporate juggernauts. Andrew narrates his inspiring leap from a principal designer at Apple and Adobe to embracing the tumultuous path of entrepreneurship, a true testament to following one's dreams against the odds. We dissect the entrepreneurial mindset and the nuanced transition to executive leadership, laying out a roadmap for listeners w…

Listen · 59:31
Navigating Multifamily Real Estate Markets With Taylor Lott: Strategic Investments And The Power Of Networking &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
Navigating Multifamily Real Estate Markets with Taylor Lott: Strategic Investments and the Power of Networking

Embark on an insightful journey through the dynamic landscape of multifamily real estate as we sit down with Taylor Lott, whose expertise paints a vivid picture of the current market and what the Fed&…

Embark on an insight…

Embark on an insightful journey through the dynamic landscape of multifamily real estate as we sit down with Taylor Lott, whose expertise paints a vivid picture of the current market and what the Fed's steady interest rates might spell for investors. As election year looms, we dissect the ripple effects of economic shifts on commercial investing, with anecdotes illustrating the pivotal role of strategic debt management. Taylor's seasoned perspective reveals how savvy investors are recalibrating their approaches in response to the market's pulse, ensuring that you'll walk aw…

Listen · 31:08
Seth Bradley'S Break From Big Law'S 'Golden Handcuffs To Real Estate &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
Seth Bradley's Break from Big Law's 'Golden Handcuffs to Real Estate

Imagine breaking free from a lucrative but unfulfilling career, a feat Seth Bradley esquire accomplished with finesse. In our latest episode, Seth opens up about his leap from Big Law's 'Gol…

Imagine breaking fre…

Imagine breaking free from a lucrative but unfulfilling career, a feat Seth Bradley esquire accomplished with finesse. In our latest episode, Seth opens up about his leap from Big Law's 'Golden Handcuffs' to the dynamic world of real estate syndication and entrepreneurship. Through his story, we unearth the realities of a high-income Lifestyle that often leads to a cycle of excessive spending and personal dissatisfaction. Seth's legal acumen, once used to navigate complex transactions, became an asset in his pursuit of Financial Independence, enabling him to carve out a lif…

Listen · 31:06
Triumphing Over Under-Earning To Real Estate Owner &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
Triumphing Over Under-Earning to Real Estate Owner

Have you ever found yourself questioning your financial worth? Meet Lindsay Sharma, a woman who confronted this very challenge and emerged victorious on her path to financial independence. Our lates…

Have you ever found …

Have you ever found yourself questioning your financial worth? Meet Lindsay Sharma, a woman who confronted this very challenge and emerged victorious on her path to financial independence. Our latest episode peels back the layers of Lindsay's struggle with under-earning, inviting you into her world of hard-won lessons and ultimate triumph. She courageously shares her story of job hopping and low wages, a narrative that paints a broader picture of wage disparity and the underappreciated impact of Motherhood on women's careers. It's a candid look into how Lindsay pivoted from …

Listen · 29:01
Seizing Financial Independence In The Aftermath Of Divorce &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
Seizing Financial Independence in the Aftermath of Divorce

When the dust of a Divorce settles, the path to financial stability can seem shrouded in fog. Brianna Besky, a seasoned divorce financial advisor, joins us to illuminate that path with her blend of ex…

When the dust of a d…

When the dust of a divorce settles, the path to financial stability can seem shrouded in fog. Brianna Besky, a seasoned divorce financial advisor, joins us to illuminate that path with her blend of expert advice and personal insight, drawn from her own family's experiences. Together, we tackle the stigmas and uncover the strategic planning necessary to turn what appears to be an end into a new beginning. Our discussion ventures into the world of Second Saturday workshops and the instrumental knowledge they offer for those facing the seismic shifts of divorce.Navigating the emotional after…

Listen · 29:31
Andrew Keel'S Financial Mastery: From Mobile Home Flips To A $100 Million Real Estate Empire &Raquo; 5Cfec01B44F3E29Fae1Fb88Ade93Fc4Aecd05B192Fbfbc2C2F1Daa412B7C1921
Andrew Keel's Financial Mastery: From Mobile Home Flips to a $100 Million Real Estate Empire

Embark on a journey of financial transformation with Andrew Keel, as he shares the blueprint for building a $100 million commercial real estate empire from humble beginnings in mobile home flipping. F…

Embark on a journey …

Embark on a journey of financial transformation with Andrew Keel, as he shares the blueprint for building a $100 million commercial real estate empire from humble beginnings in mobile home flipping. From the aftermath of his parents' bankruptcy to his meticulous approach to personal Finance, Andrew's story is a masterclass in the pursuit of financial independence. Our chat uncovers the pivotal moments and strategic decisions that led him from being a W2 employee to a real estate tycoon, emphasizing the critical role of investing in cash-flowing assets. With a mix of dedication and sa…

Listen · 28:12