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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; Jhiayefcwxe4Hsdwbuf6P4Uihzd1
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; Gtfh62Rtd8Iymb0P5O2T8Ubdeqnz
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; F0Ac35Ea90Z0Xjz9F4Nksmg85Os5
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; Yt58C9H48Yaxpq52Vw3Cwevuw9Cv
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; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 28
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; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 17
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; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 1
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; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 91
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; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 77
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; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 36
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; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 101
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; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 92
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
Scaling Success: Ctc Capital'S Innovations In Co-Gp Real Estate Investments &Raquo; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 75
Scaling Success: CTC Capital's Innovations in Co-GP Real Estate Investments

Unlock the secrets to scaling your real estate endeavors as we sit down with the masterminds from CTC Capital Management—Joe Harriman, Mark Pertell, and Preston Hartzell. In our latest episode, thes…

Unlock the secrets t…

Unlock the secrets to scaling your real estate endeavors as we sit down with the masterminds from CTC Capital Management—Joe Harriman, Mark Pertell, and Preston Hartzell. In our latest episode, these industry pioneers reveal their co-GP investment model, a game-changer for operators eager to expand beyond traditional financial constraints. Delving into the strengths of the mid-market, they lay out how their approach not only bolsters operators with essential capital and balance sheet support but also maximizes investor returns. You'll gain an insider's perspective on navigating the…

Listen · 24:43
Shattering Blue State Myths In Real Estate Investment With Expert Insights &Raquo; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 58
Shattering Blue State Myths in Real Estate Investment with Expert Insights

Discover the true color of profitability in real estate as we sit down with Michael Volgarakis from Southgate Real Estate Ventures, who offers a fresh take on investing in the vibrant Puget Sound mark…

Discover the true co…

Discover the true color of profitability in real estate as we sit down with Michael Volgarakis from Southgate Real Estate Ventures, who offers a fresh take on investing in the vibrant Puget Sound market. Bucking the trend, Michael lays out how an affluent tech and medical workforce has created a market ripe for investment, contrary to the stigma surrounding 'blue states.' With a keen eye for the exceptional stability and growth potential, he elucidates the lesser-known fact that the financial robustness of tenants in this area often negates the perceived risks associated with less la…

Listen · 30:23
Jason Malabut: Conquering Cerebral Palsy And Corporate America To Become A Real Estate Powerhouse &Raquo; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 50
Jason Malabut: Conquering Cerebral Palsy and Corporate America to Become a Real Estate Powerhouse

When life threw a curveball at my friend Jason Malibut, he didn't just swing; he hit it out of the park. His journey from CPA to real estate giant is not only about financial success but also abo…

When life threw a cu…

When life threw a curveball at my friend Jason Malibut, he didn't just swing; he hit it out of the park. His journey from CPA to real estate giant is not only about financial success but also about triumphing over the physical challenges of cerebral palsy. In our latest episode, Jason walks us through his transformation from navigating the structured world of corporate America to the dynamic realm of real estate investing. His tale isn't just about property acquisition; it's a lesson in utilizing adversity as a catalyst for growth. With his expertise in accounting, Jason reveals…

Listen · 30:26
Angel Gonzalez: Unshackling From The Golden Handcuffs To Master Real Estate Investment &Raquo; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 35
Angel Gonzalez: Unshackling from the Golden Handcuffs to Master Real Estate Investment

Ever feel chained to your desk, dreaming of a life with more control over your financial future? My latest chat with Angel Gonzalez of Keystone Private Capital is a breath of fresh air for anyone who&…

Ever feel chained to…

Ever feel chained to your desk, dreaming of a life with more control over your financial future? My latest chat with Angel Gonzalez of Keystone Private Capital is a breath of fresh air for anyone who's ever felt stuck in the corporate labyrinth. Angel opens up about his leap from the structured world of finance to the dynamic arena of real estate investment. Revealing the secrets to breaking free from the 'golden handcuffs', we share a few laughs over our favorite floundering football teams before getting serious about the solid foundations of property investment over more volat…

Listen · 30:20
Adrian Rae: Cultivating A Magnetic Real Estate Brand And The Power Of Ai In Creative Innovation &Raquo; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 23
Adrian Rae: Cultivating a Magnetic Real Estate Brand and the Power of AI in Creative Innovation

Unlock the secrets to standout real estate branding with Adrian Ray of HeyRays Creative, as we dissect the crucial elements that can elevate your investor appeal in a fiercely competitive market. Our …

Unlock the secrets t…

Unlock the secrets to standout real estate branding with Adrian Ray of HeyRays Creative, as we dissect the crucial elements that can elevate your investor appeal in a fiercely competitive market. Our conversation navigates Adrian's own metamorphosis from commercial arts into the dynamic realm of real estate investing, emphasizing the profound effect that polished branding and compelling messaging have on nurturing investor confidence. Delving beyond the visual, we examine the essence of brand authenticity and the storytelling that underpins your business ethos, ensuring you leave with act…

Listen · 26:45
Tom Dunkel'S Journey From Corporate Chains To Real Estate Freedom: Unlocking The Safe Investment Method &Raquo; 60854458C4D1Acdf4E1C2F79C4137142D85D78E379Bdafbd69Bd34C85F5819Ad 8
Tom Dunkel's Journey from Corporate Chains to Real Estate Freedom: Unlocking the SAFE Investment Method

Ever feel like you're shackled to your desk by the allure of a steady paycheck? Tom Dunkel, CIO of Bellrose Storage Group, knows that tug of war all too well. In our latest episode, he shares his…

Ever feel like you&a…

Ever feel like you're shackled to your desk by the allure of a steady paycheck? Tom Dunkel, CIO of Bellrose Storage Group, knows that tug of war all too well. In our latest episode, he shares his transformative leap from the corporate tightrope into the world of real estate investment, offering a roadmap for those yearning to break free from their own 'Golden Handcuffs.' We venture through Tom's compelling narrative, from the shock of a corporate dismissal to the thrill of entrepreneurial freedom, providing invaluable takeaways for listeners keen to carve out their path tow…

Listen · 33:50
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