Shows
Beyond Fulfillment PodcastBeyond The Hype: The Realities of Building Wealth Through Real Estate with Spencer HilligossIn this episode, Dave interviews Spencer Hilligoss, co-founder of Madison Investing, who shares his honest journey from a demanding 13-year tech career in Silicon Valley to building a thriving real estate investing business with his wife. Spencer talks about navigating the reality behind the romanticized vision of real estate investing, overcoming the unexpected challenges of scaling Madison Investing, and the unique advantages (and trials) of running a family business. Hear his candid take on leveraging prior experience from fintech and tech startups, how he creates real, lasting relationships with every investor, and why prioritizing sustainable growth over...2025-06-2631 min
The Wealth FlowEP167: The 5-Part Framework Behind a 7-Figure Portfolio - Spencer HilligossWould you walk away from a 13-year Silicon Valley career for passive income? Spencer Hilligoss did, and turned it into a 7-figure portfolio. In this episode, join in and learn why “boring” investments like self-storage and private credit outperform, and how his LP club helps others build real wealth without the hype. Key Takeaways To Listen For What Spencer learned going from single-family homes to syndications Framework for vetting deals and sponsors with confidence How Madison Investing secures better terms for its members Transparent take on recent exits, including the good, the bad, and the b...2025-06-2546 min
Goal Crazy: How To Start And Grow A Dream Driven BusinessBe a Great Father AND Entrepreneur ft. Spencer Hilligoss | Ep. 77In this episode of Goal Crazy Podcast, Jason sits down with Spencer Hilligoss, the CEO and co-founder of Madison Investing. Spencer shares his story of leaving a 13-year career in Silicon Valley to become a full-time entrepreneur. He discusses his initial reluctance to get into business and what finally changed his mind. A pivotal moment came from watching his colleagues leave their demanding jobs to launch their own successful company, which sparked the realization that he could do the same. Spencer gets into the specific steps he and his wife took to change their l...2025-06-1044 min
Lessons Learned Podcast: The Dumbest Thing I've Ever Done with MoneyLessons Learned: Spencer HilligossSpencer Hilligoss is a passive investor who has deployed 7-figures of his own capital into passive investments over the past 7 years. In 2019, Spencer retired from a 13-year leadership career in Silicon Valley tech companies to focus on serving fellow investors through Madison Investing - a club where passive investors gain access to the same types of niche investment opportunities where Spencer deploys his own money - including cash flowing assets like self-storage, multifamily and private credit. CONTACT OUR GUESTwww.madisoninvesting.com===========================...2025-04-2432 min
The Lifeonaire Show260. LEGACY: Strategies for Starting Your Business and Leaving Your W2 with Spencer HilligossSpencer Hilligoss was climbing the corporate ladder at his W2 job, but something just didn’t feel quite right. Seeking greater freedom and family time, he ventured into real estate on the side. Balancing evenings, early mornings, and weekends, Spencer built a thriving business that eventually liberated him from his 9-to-5. Now, he shares pivotal insights and actionable tips from his journey, including:Strategies for carving out business-building time alongside a full-time jobTechniques to overcome the fears of entrepreneurshipThe crucial role of sustainability in navigating career transitionsAnd then some. Join Spencer as he de...2025-04-2337 min
Investing for Generational WealthEP. 55 - 5 Part Framework to Vet Sponsors with Spencer Hilligoss Spencer Hilligoss - 5-Part Framework for Vetting Sponsors Are you looking to confidently assess investment sponsors and safeguard your capital? In this webinar replay, Spencer Hilligoss—a seasoned passive investor who has deployed seven figures into alternative investments—shares his 5-Part Framework for vetting sponsors. About Spencer Hilligoss: Spencer is the founder of Madison Investing, an exclusive investor club providing members access to high-quality, cash-flowing opportunities in self-storage, multifamily, and private credit—the same types of investments he personally participates in. After a 13-year leadership career in Silicon Valley tech, Spencer transitioned full-time into r...2025-02-2644 min
The REI Diamonds Show-Real Estate Investment PodcastEpisode 274: Limited Partner Syndication Investing with Spencer HilligossEpisode: Limited Partner Syndication Investing with Spencer HilligossGuest: Spencer Hilligoss is the co-founder and CEO of Madison Investing, a firm focused on helping passive investors achieve financial freedom through real estate. With a background in technology and experience in high-growth Silicon Valley companies, he leverages his expertise to navigate the investment landscape and educate new investors on rigorous due diligence and risk management.Big Idea: Dan Breslin and Spencer Hilligoss discuss the journey of investing in real estate through limited partnerships. They emphasize the importance of due diligence, understanding the...2025-02-2155 min
Property Profits Real Estate PodcastEx-tech guy shows other tech guys about REI with Spencer HilligossHey everyone! Join us as we chat with Spencer Hilligoss, a tech whiz turned real estate investor! Spencer dives into how his tech background helped him excel in real estate, focusing on big, predictable projects like multifamily and self-storage. He also shares the secrets behind his real estate investing club and his 5-step vetting process for finding the best deals. If you're a techie curious about real estate or just looking for investment tips, this episode is for you!
======================== ======================== =================
Want to grow your real estate investing business and portfolio? You’re in the righ...2025-02-0116 min
The Generations of WealthFinancial Freedom Through Passive Investing With Spencer HilligossEscape the rat race and design a life you love with the power of passive investing. Derek Dombeck explores how exactly you can do this as he sits down with Spencer Hilligoss, a former tech executive turned passive investing expert. Sharing his unconventional journey to financial freedom, Spencer talks about his transition from the high-pressure world of Silicon Valley to building the investing business Madison Investing. He also reveals his key strategies for vetting deals and creating a portfolio that provides both financial security and a life of purpose. Tune in and discover how passive i...2025-02-0140 min
The Generations of WealthFinancial Freedom Through Passive Investing With Spencer HilligossEscape the rat race and design a life you love with the power of passive investing. Derek Dombeck explores how exactly you can do this as he sits down with Spencer Hilligoss, a former tech executive turned passive investing expert. Sharing his unconventional journey to financial freedom, Spencer talks about his transition from the high-pressure world of Silicon Valley to building the investing business Madison Investing. He also reveals his key strategies for vetting deals and creating a portfolio that provides both financial security and a life of purpose. Tune in and discover how passive investing can be more...2025-01-3139 min
PassivePockets: The Passive Real Estate Investing ShowSponsor Vetting 101: 5 Steps to Safer Real Estate Investments with Spencer HilligossInvestment expert Spencer Hilligoss of Madison Investing joins host Paul Shannon to discuss the essentials of vetting real estate sponsors. From building your network to identifying financial red flags, Spencer shares his five-part framework for evaluating a sponsor’s track record, team, communication style, and more. Discover why the sponsor’s personal balance sheet matters, how to tell if they truly care about tenant experience, and when it’s time to walk away- no matter how good the deal appears on paper. If you’re looking to elevate your due diligence process and make more informed investing decisions, this conversa...2025-01-2136 min
Wealth B-HersInvesting off Wall Street using Retirement Funds with Spencer HilligossWhat if achieving financial freedom isn’t just about earning more and building investments that align with your values and goals? Spencer Hilligoss, CEO of Madison Investing, joins Dr. Felecia Froe to share his journey from corporate FinTech to becoming a leader in alternative investments. In this episode, Spencer reveals how to create multiple income streams, keep passive investments genuinely passive, and confidently navigate real estate's complexities. He emphasizes the importance of selecting trustworthy partners, valuing long-term impact, and staying resilient through challenges. Curious how to build a life of financial inde...2025-01-1540 min
The Gould Mine: Find your Fortune through Real Estate InvestingSpencer Hilligoss: How to Become a PRO at Investing in Commercial Real EstateToday, I welcome Spencer Hilligoss to The Gould Mine. Spencer is the founder of Madison Investing, a real estate investing club that helps investors access top-tier opportunities in commercial real estate. Over the last decade, he has invested in dozens of projects across asset classes like multifamily, self-storage, and private credit.In this episode, Spencer shares his journey from 13 years in tech to building a thriving real estate investment business. We dive into the rapid rise of alternative investments and why private markets are expected to see massive growth over the next five years. Spencer also breaks...2025-01-0945 min
Agents Building CashflowEP 182: The Key to Successful Passive Real Estate Investing with Spencer HilligossIn this episode of Agents Building Cashflow, Randal has a chat with Spencer Hilligoss, CEO and Co-founder of Madison Investing, who has transitioned from a successful tech career to becoming a seasoned passive real estate investor. Spencer shares his journey of overcoming challenges, building financial resilience, and creating a family-focused lifestyle through strategic investments. You will gain invaluable insights into creating multiple income streams, prioritizing financial literacy, and navigating the complexities of real estate markets. Don’t miss this inspiring conversation filled with actionable advice for achieving financial freedom and living life on your own terms!2024-12-1646 min
Know Your Why Podcast with Dr.Jason BalaraPurposeful Passive Investing with Spencer Hilligoss | Know Your Why #370In this episode of the Know Your Why Podcast, host Dr. Jason Balara interviews Spencer Hilligoss, a seasoned passive investor who transitioned from a thriving tech career to a purpose-driven life centered on real estate investing and financial literacy. Spencer shares how he designed a lifestyle that prioritizes family, financial freedom, and long-term impact. He discusses the value of goal setting, the sacrifices required to achieve big dreams, and the importance of instilling financial literacy in future generations. Through candid insights, Spencer highlights the rewards and challenges of entrepreneurship and the transformative power of investing in real estate.
2024-12-1146 min
The Invested FathersIF 67 - Flipping the Priorities of Life and Wealth Protection with Passive Investing Expert Spencer HilligossIn this episode, Spencer Hilligoss, co-founder and CEO of Madison Investing, shares his unique journey from a fruitful 13-year tech career in Silicon Valley to building a successful real estate investment business. Spencer discusses the pivotal moment that led him to prioritize family and personal health over work, and how he transitioned from active to passive income through multifamily apartment and self-storage investments. He also touches on the importance of aligning personal goals with professional endeavors, the impact of his upbringing on his work ethic, and the life-changing decision to embark on international family adventures with his wife and...2024-12-0431 min
Massive Passive Cash Flow PodcastEpisode 295: Understanding the Value of Tax Advisory for Investors, with Spencer HilligossSpencer Hilligoss is a passive investor who has deployed 7-figures of his own capital into passive investments in the past 6 years. In 2019, Spencer retired from a 13-year career in Silicon Valley tech companies in order to give full focus to serving fellow investors in Madison Investing - a club where passive investors gain access to the same types of niche investment opportunities where Spencer deploys his own money - including cash flowing assets like self-storage, rentals, multifamily, ATMs. Spencer lives with his family in Alameda, California - is a proud father of two, graduate of the University of Colorado...2024-11-1935 min
David C Barnett Small Business and Deal Making M&A SMBLIVE Spencer Hilligoss- Raising private CapitalSpencer Raises MiLLION$$$
New Livestream guest- Spencer Hilligoss
I’m happy to have Spencer join me on a live broadcast.
He’s been busy doing private real estate deals and he’s raised millions of dollars via syndication deals.
Tune in and as we’ll be discussing how his business operates and what it’s like to attract and accept investor money.
If you think you’re just gonna ‘get investors’ this episode is for you as we’ll be discussing all the realities of being responsible for other people’s money.
This is a ‘must see event’ for people who need to raise cash t...2024-11-0451 min
RE:INVEST#104 Million Dollar Lessons on Passive Investing with Spencer HilligossWhat if you could have the knowledge and skill of someone who has put over $1M into real estate deals passively? You can! Spencer Hilligoss with Madison Investing imparts the lessons he’s learned and the “tuition” he has paid so that you can set yourself up for success in your next passive investment opportunity.Connect with Spencer:https://www.madisoninvesting.com/LinkedIn profile - https://www.linkedin.com/in/shilligoss/ Spencer’s’ Li’l Nugget:Treat every person you meet, every colleague, as if they are part...2024-10-0848 min
RE:INVEST#104 Million Dollar Lessons on Passive Investing with Spencer HilligossWhat if you could have the knowledge and skill of someone who has put over $1M into real estate deals passively? You can! Spencer Hilligoss with Madison Investing imparts the lessons he’s learned and the “tuition” he has paid so that you can set yourself up for success in your next passive investment opportunity.Connect with Spencer: https://www.madisoninvesting.com/LinkedIn - https://www.linkedin.com/in/shilligoss/Spencer’s’ Li’l Nugget:Treat every person you meet, every colleague, as if they are part of a lon...2024-10-0848 min
The Exit Plan PodcastActive to Passive Investing (ft. Spencer Hilligoss) Spencer Hilligoss is the CEO of Madison Investing - a real estate investment club with bespoke, curated real estate deals. Spencer founded Madison Investing with a singular mission: to help busy, successful professionals invest passively and secure their most valuable asset of all: Time. By partnering with in-market, vetted operators, Madison Investing has $2.3B in acquisitions, with over 20,000 units. Investors now have access to cash-flowing private real estate syndications and funds, allowing them to enjoy passive returns as these businesses thrive. Before starting Madison Investing, Spencer was what some consider a “corporate junkie”, growing operations and sa...2024-08-2755 minThe Lifeonaire Show222. Strategies for Starting Your Business and Leaving Your W2 with Spencer HilligossSpencer Hilligoss was climbing the corporate ladder at his W2 job, but something just didn’t feel quite right. Seeking greater freedom and family time, he ventured into real estate on the side. Balancing evenings, early mornings, and weekends, Spencer built a thriving business that eventually liberated him from his 9-to-5. Now, he shares pivotal insights and actionable tips from his journey, including:Strategies for carving out business-building time alongside a full-time jobTechniques to overcome the fears of entrepreneurshipThe crucial role of sustainability in navigating career transitionsAnd then some. Join Spencer as he delves into these to...2024-07-3044 min
Journey to Multifamily MillionsAn Experienced Passive Investor Helping Others Do the Same with Spencer Hilligoss, Ep 99You aren’t going to want to miss this conversation with Spencer Hilligoss. It’s been a while since we’ve had an experienced passive investor, but Spencer has deployed 7-figures of his own capital into passive investments in the past 6 years! A co-founder of Madison Investing, in 2019 Spencer retired from a 13-year career in Silicon Valley tech companies to show others how to invest in the same niche investment opportunities where he deploys his own money.Spencer talks about shifts in priorities and the moment he knew he needed to not just save, but invest...2024-06-0636 min
The Diversify Show with Eric LindseyFormer Silicone Valley Employee Retiring from Passive Real Estate Investing with Spencer HilligossSpencer Hilligoss is a passive investor who has deployed 7-figures of his capital into passive investments in the past 6 years. In 2019, Spencer retired from a 13-year career in Silicon Valley tech companies to give full focus to serving fellow investors in Madison Investing.Get 3 Free PDFs For Wholesaling SFR/Mobile Homes and How To Make $100,000 a Yr. On The Side Of Your Full-Time Job When You Go To: https://ericlindseyml.com/Click On This Link For Our Free E-Book "An Introduction Into Apartment Syndication:" https://moonlightcre.com/ebook_download/Website: Moonlightcre.com2024-05-0640 min
Recession Resistant Real Estate RadioFrom Golden Handcuffs To 20,000 Units! Spencer Hilligoss Tells His Story..."These are the benefits and the rewards that come along with finding and scraping together the courage to walk a different path."Starting out in the corporate world managing 200 + employees, Spencer Hilligoss decidedly and purposefully changed life's trajectory for he and his family. Focusing on the attitude that every single person you interact with is a relationship, he has spiraled to the top by making relationships matter.Learn his secret for raising $100 MILLION +!In today's episode...Learn More About:-Why relationships with investors should be top priority-How relationships...2024-04-2638 min
REL Freedom PodcastSpencer Hilligoss - From Golden Handcuffs to 20,000 UnitsSpencer Hilligoss was an operations and sales junkie working for 5 high growth Fintech companies in 13 years. He decided to break free from the golden handcuffs, quit his job, and work on growing his investment group, Madison Investing. Since then, he has become a full-time investor by partnering with in-market, vetted operators and has $2.3 billion in acquisitions with over 20,000 units. He is also a registered member of FINRA and a member of the Forbes Real Estate Council.FOLLOW SPENCER 👇🏼https://www.madisoninvesting.com/https://www.linkedin.com/in/shilligoss/SUBSCRIBE IF YOU'RE...2024-01-0236 min
BigMikeFund209: Tech to Real Estate: Investing Phases, Finding Opportunities & Avoiding Risks With Spencer HilligossWelcome to another episode featuring Spencer Hilligoss, CEO and Co-Founder of Madison Investing. A syndicator, investor, and speaker, Spencer currently leads business development and investor relations for Madison Investing. With a 13-year career as a former technology executive, Spencer has a track record of building teams across five companies, including three software “unicorns” valued at over $1B. His Silicon Valley experience includes developing the Origination Team for LendingHome and leading their Professional Development group. In this episode, Spencer shares his perspective on real estate investment, breaking it down into three phases. From the inherent risks and opportunities in real estate [...]2023-11-1630 min
Creative CapitalCreative Capital Podcast 316: Real Estate Mastery: Raising To Billions with Spencer HilligossThis week Josh is joined by Spencer Hilligoss. They discuss the importance of mapping out your financial goals and knowing what your goal is for money. Spencer also gives some advice to those looking to achieve similar goals to what he has achieved. They also discuss raising cash in a shifting market, building strong partnerships and more. How to connect with Spencer: madisoninvesting.com How to connect with Josh: Ferrari Capital - https://ferraricapital.com/ https://www.facebook.com/joshua.ferrari.16/ https://www.linkedin.com/in/joshua-ferrari-6b9107160/ 2023-11-101h 01
Breneman Blueprint: Real Estate and Entrepreneurship PodcastFinding Reliable GPs: Madison Investing’s Framework for Thoroughly Vetting Real Estate Partners | Spencer HilligossDreaming of making real estate investing your full-time job and getting rid of your 9-5 job? Then this episode is for you! Listen in as we dive into the pivotal decision of quitting a job for lucrative real estate investments in 'deal states' like Texas, Georgia, and North Carolina.Joining us today is one of the courageous individuals who made the leap—Spencer Hilligoss, CEO of Madison Investing. Spencer retired from his 13-year career in tech to travel the world while earning passive income through real estate. 2023-11-0836 min
Real Estate Runway167: People-Centric Investing with the Professional Passive Investor Spencer HilligossIs there a secret formula to success in passive investing? In this insightful conversation, Spencer Hilligoss, a seasoned passive investor with a 7-figure track record, delves into the world of passive investing and how it enabled him to create the lifestyle he desired. Spencer stresses how choosing the right team and investing with the right people has been instrumental in his investment success. Moreover, he emphasizes placing people at the core of investment decisions and making ethical investments that genuinely enhance the community and create a positive social impact. Spencer highlights the significance of not j...2023-11-0737 min
The Cash Flow Chronicles- How to Make Your Money Work for YouCFC 354: From Silicon Valley to Successful Passive Investing with Spencer HilligossAre you intrigued by the world of passive investing? San Francisco Bay Area native Spencer Hilligoss, a seasoned passive investor, shares his insightful journey from a demanding career in Silicon Valley to making a successful shift towards passive investing. Spencer's story is a testament to the strength of strategic planning and goal-setting; together with his wife, Jennifer Morimoto, they planned and achieved their five-year passive investing monthly income target, a huge feat in just six years! Don't miss out on this episode full of practical tips and inspiring takeaways to help you embark on or refine your passive investing...2023-10-1643 min
The Deal Closers PodcastPassive Investing for Financial Freedom, with Spencer HilligossAre you looking for financial freedom through passive income? That sounds like a dream for most of us, and today we're going to learn the steps to start making that dream a reality, with Spencer Hilligoss, the CEO and co-founder, Madison InvestingThis episode of Deal Closers is hosted by Izach Porter, brought to you by WebsiteClosers.com, and is produced by Earfluence. Hosted on Acast. See acast.com/privacy for more information.2023-10-1042 min
Pillars Of Wealth CreationPOWC #624 – Quitting Your Corporate Job to Go Fulltime in Real Estate with Spencer HilligossDo you wish you could quit your job and go fulltime as a real estate investor? Spencer Hilligoss breaks down the three steps he took to do exactly that. Welcome to Pillars of Wealth Creation, where we talk about building financial freedom with a special focus in business and Real Estate. Follow along as Todd Dexheimer interviews top entrepreneurs, investors, advisers and coaches.
Spencer Hilligoss is the CEO & Co-Founder of Madison Investing, a real estate investment firm
specializing in real estate syndications. As a passive investor and active syndicator, he understands the unique challenges that busy professionals face when starting...2023-10-021h 01
Passive Real Estate Investing with MavericksJourney of a Passive Investor with Spencer HilligossTo access a FREE collection of resources, go to www.TheMaverickVault.com Whether you're an experienced investor or just beginning to dip your toes into the world of finance, this episode is filled with insights that will assist you in comprehending and navigating the path of a passive investor. Join us, with our guest Spencer Hilligoss, to explore this topic in-depth and uncover the avenues towards achieving success as a passive investor. Key Takeaways From This Episode A transformative journey of a real estate investor The importance of acti...2023-09-1837 min
The Moonlight Real Estate Syndication ShowFormer Silicone Valley Employee Retiring From Passive Real Estate Investing with Spencer HilligossSpencer Hilligoss is a passive investor who has deployed 7-figures of his own capital into passive investments in the past 6 years. In 2019, Spencer retired from a 13-year career in Silicon Valley tech companies in order to give full focus to serving fellow investors in Madison Investing - a club where passive investors gain access to the same types of niche opportunities where Spencer deploys his own money. Click On This Link For Our Free E-Book "An Introduction Into Apartment Syndication:" https://moonlightcre.com/ebook_download/Website: Moonlightcre.comClick On The Link Below To...2023-09-1840 min
The Moonlight Real Estate Side Hustles and Syndications ShowFormer Silicone Valley Employee Retiring From Passive Real Estate Investing with Spencer HilligossSpencer Hilligoss is a passive investor who has deployed 7-figures of his own capital into passive investments in the past 6 years. In 2019, Spencer retired from a 13-year career in Silicon Valley tech companies in order to give full focus to serving fellow investors in Madison Investing - a club where passive investors gain access to the same types of niche opportunities where Spencer deploys his own money. Get 3 Free PDFs For Wholesaling SFR/Mobile Homes and How To Make $100,000 a Yr. On The Side Of Your Full-Time Job When You Go To: https://ericlindseyml.com/2023-09-1840 min
The Business Ownership PodcastInvest in Real Estate - Spencer HilligossMadison Investing Blueprint: https://www.madisoninvesting.com/blueprintMadison Investing Website: https://www.madisoninvesting.com/Spencer Hilligoss LinkedIn: https://www.linkedin.com/in/shilligoss/Join our Facebook group for business owners to get help or help other business owners!The Business Ownership Group - Secrets to Scaling: https://www.facebook.com/groups/businessownershipsecretstoscalingLooking to scale your business? Get free gifts here to help you on your way: https://www.awarenessstrategies.com/
2023-08-0938 min
Bulletproof Cashflow: Multifamily & Apartment Investing for Financial FreedomBCF 379: No More 9 to 5: How Real Estate Can Transform Your Life with Spencer Hilligoss Spencer Hilligoss is CEO and Co-Founder of Madison Investing. He is an active syndicator, investor, and speaker. He currently leads business development and investor relations for Madison Investing. He is a former technology executive with a 13-year track record building high-performing teams across five companies (three of them, software "unicorns"- valued at over valued at over $1B). His last run in Silicon Valley was developing the Origination Team for LendingHome and leading their Professional Development group. Spencer is a member of the 2023 Forbes Business Council and is a Registered Representative of Finalis Securities LLC Member FINRA/SIPC. 2023-07-1836 min
Multifamily Legacy PodcastEP239: Invest Your Dollars For Passive Profits and an Ideal Life - Spencer HilligossIf you want to live a life of happiness and achieve your long-term financial goals, you'll love this episode! So, hop into this interesting discussion with Spencer Hilligoss, where he delves into the realm of vetted real estate and explains why it's a viable avenue for earning passive income. Topics on Today’s Episode Exceptional advantages of passive investing in the real estate The power of mentorship and strategies to effectively leverage it Why due diligence and setting financial goals matter in real estate investing Ripple effects of sha...2023-07-0447 min
Rent To Retirement: Building Financial Independence Through Turnkey Real Estate InvestingEp 183 - The 5 Part Vetting Framework | with Spencer HilligossGetting out of the corporate grind is something that everyone strives for. Just before the pandemic started, Spencer Hilligoss managed to achieve his financial independence from his day job.
Adam Schroeder talks with Spencer, founder of Madison Investing, about his real estate journey, how he gained confidence as he continued investing, and Spencer’s 5 part process for vetting deals across multiple real estate asset classes.
Website:
www.MadisonInvesting.com
***To receive your copy of Zach’s Top 20 Markets to Invest in 2023, email your request to podcast@renttoretirement.com***
...2023-07-0333 min
The Road to Financial FreedomS3, E22: Quitting Before it Was Cool, with Spencer HilligossToday's guest, Spencer Hilligoss, is a passive investor who has deployed 7-figures of his own capital into passive investments in the past 6 years. In 2019, he retired from a 13-year career in Silicon Valley tech companies in order to give full focus to serving fellow investors in Madison Investing - a club where passive investors gain access to the same types of niche investment opportunities where he deploys his own money. To hear more about Spencer Hilligoss and his story, please make sure to tune into this week's episode of The Road to Financial Freedom.FREE...2023-06-0534 min
Design Your Legacy - Life LessonsImparting Principles and Lessons For His Legacy, with Spencer HilligossDesign your legacy with confidence at www.designurlegacy.com/sessions. Are you ready to shape your legacy based on your values? - How do you break from the golden handcuffs of a job that serves another’s legacy vision compared to your own? After going through a “dark decade” to experience what it is to live a devasting life, Spencer was able to process multiple life and business lessons to both become a full-time real estate investor and help other busy professional invest passively. With his newfound financial independence, Spencer now travels internationally and designs his lifestyle while teaching his next g...2023-05-2651 min
Darin Batchelder’s Multifamily Real Estate Investing ShowInvestments That Pay Monthly, Year One Cash Flow With Spencer HilligossToday we have Spencer Hilligoss on the show! Is your day-to-day job leaving you too little time to spend with family? Spencer Hilligoss was in the same boat and decided that it was time for a change – he started investing in real estate, and changed his life forever. Spencer Hilligoss spent 13 years in Silicon Valley tech companies before he became invested and partnered in over 40 large real estate deals split between large apartment communities and self-storage facilities in the sunbelt of the United States. Despite growing up in a real estate household, with his dad as a broker who ma...2023-05-091h 04
The Millionaire Choice Podcast with Tony BradshawEp 110: Real Estate, the Ultimate Wealth Building Vehicle, Spencer Hilligoss, Madison InvestingOn this episode of The Millionaire Choice Podcast, Tony talks with Spencer Hilligoss, the founder and CEO of Madison Investing, a real estate investment firm that helps investors build passive income through commercial real estate. In this episode, we'll be discussing why real estate is the ultimate wealth-building vehicle and how you can start investing in real estate to achieve financial freedom.Key Takeaways:Real estate is a proven way to build wealth: Spencer Hilligoss shares his personal journey of how he transitioned from working in tech to becoming a successful real estate investor. He explains...2023-04-2743 min
LIFESTYLE SOLOPRENEURInvesting in real estate syndications for passive income with Spencer Hilligoss Spencer Hilligoss is the CEO of Madison Investing - a real estate investment club with bespoke, curated real estate deals. Spencer founded Madison Investing with a singular mission: to help busy, successful professionals invest passively, secure their most valuable asset of all: Time. By partnering with in-market, vetted operators, Madison Investing has $2.3B in acquisitions, with over 20,000 units. Investors now have access to cash-flowing private real estate syndications and funds, allowing them to enjoy passive returns as these businesses thrive. Before starting Madison Investing, Spencer was what some consider a “corporate junkie”, growing operations and sales teams in 5 high grow...2023-04-2728 min
Entrepreneur ConundrumMaximizing Entrepreneurial Success: Time Management, Passive Investing, and Financial Planning Tips from CEO Spencer HilligossAttention all entrepreneurs! Are you struggling to manage your time effectively while also planning for your financial future? Look no further than the Entrepreneur Conundrum podcast! In this episode, Virginia Purnell interviews Spencer Hilligoss, CEO of Madison Investing, about his journey as an entrepreneur and real estate investor. Spencer shares valuable insights on how to invest passively and secure your time by partnering with vetted operators. He also discusses the importance of intentional choices in one's career and the value of investing in real estate. Learn how to build your ideal customer persona, strategies for growing an investing club...2023-04-2430 min
Financial Freedom with Real Estate InvestingMB363: Achieving Financial Freedom as a Passive Investor – With Spencer HilligossIs your financial advisor really looking out for you?Many investors question whether their FA has their best interests at heart. But seeking out alternative investments on your own can be scary, especially if the stock market is all you’ve ever known.So, what can you do to learn more about alternative investments like self-storage, cryptocurrency, ATMs or real estate? And can you achieve financial freedom in just a few years as a passive investor?Spencer Hilligoss is a former technology executive with a 13-year track record building high performing teams across fi...2023-03-2743 min
High Tech Freedom Sales Podcast62 - Taking Risks to Grow Your Career - Spencer HilligossSpencer Hilligoss is the CEO & Co-Founder of Madison Investing, a real estate investment firm specializing in real estate syndications. As a passive investor and active syndicator, he understands the unique challenges that busy professionals face when starting out on their REI journey. Spencer’s mission is to arm investors with the know-how they need to make confident investment decisions tailored to their individual
life goals.
You can connect with Spencer through linkedin: linkedin.com/in/shilligoss
What does Freedom mean to you?
Check out our webinar:
“How Top Sales Pros...2022-12-1435 minHigh Tech Freedom Sales Podcast62 - Taking Risks to Grow Your Career - Spencer HilligossSpencer Hilligoss is the CEO & Co-Founder of Madison Investing, a real estate investment firm specializing in real estate syndications. As a passive investor and active syndicator, he understands the unique challenges that busy professionals face when starting out on their REI journey. Spencer’s mission is to arm investors with the know-how they need to make confident investment decisions tailored to their individual
life goals.
You can connect with Spencer through linkedin: linkedin.com/in/shilligoss
What does Freedom mean to you?
Check out our webinar:
“How Top Sales Pros...2022-12-1435 min
Streams to ImpactREIA 226 Spencer Hilligoss: Plan your legacy. A passive investor's guide for wealth preservationsWe'd love to hear from you. What are your thoughts and questions?Spencer Hilligoss is the CEO & Co-Founder of Madison Investing, a real estate investment firm specializing in real estate syndications. As a passive investor and active syndicator, he understands the unique challenges that busy professionals face when starting out on their REI journey. Spencer’s mission is to arm investors with the know-how they need to make confident investment decisions tailored to their individual life goals.Spencer graciously appeared as one of the early guests on my previous podcast. For a more intimate and in-depth per...2022-11-1625 min
The IDEAL Investor Show: The Path to Early RetirementEpisode 56:Playing Financial Offense vs. Defense with Spencer HilligossMore on YouTube? Check the video version on YoutubeWho is the Guest?Spencer Hilligoss is a full-time investor and former operations leader who walked away from a lucrative career of 13 years across 5 high-growth Fintech companies. In 2019, five months before the pandemic - Spencer left behind the golden handcuffs to give full focus on serving Madison Investing’s passive investor group.Now, Spencer’s full focus goes to Madison Investing - a passive investing group with hundreds of members actively deploying capital with Madison’s vetted sponsors and de...2022-11-0148 min
Business BrosPassive Investing with Spencer Hilligoss1050 If you have extra cash just sitting in an account somewhere you are literally losing money. You put that money to work. Now there are many asset classes you can choose from but if it’s passive investing that you are looking for then todays episode is for you! There are a ton of things to consider when investing in real estate like Research, evaluations, inspections, ROI and more, so investing can feel overwhelming! Todays guest is taking on all that work so that passive investing can be just that, passive! Let’s find out more as we talk Real...2022-10-2831 min
CashFlow ProDifferent Types of Real Estate Investors with Spencer Hilligoss“Not all capital is created equal….” In this episode of Cash Flow Pro, we talk with Spencer Hilligoss, an active syndicator, investor, speaker, and co-founder of Madison Investing. Spencer is a former tech executive with more than thirteen years of experience building high-performing teams for big players in Silicon Valley. Spencer grew up in the real estate business. His father was a broker in the California Bay area. Today, his company Madison Investing guides more than 100+ passive investors on how they can build their wealth. In this episode, he will shar...2022-09-2644 min
HERO Capital Raising ShowEP186: A Meaningful Conversation About Life and Multifamily Investing with Spencer HilligossDiscover how passive income streams from multifamily real estate investing can significantly impact your life as we have Spencer Hilligoss today! In this episode, you’ll be motivated by his journey of starting from single-family rentals, a crucial question you should ask yourself as an investor, and how real estate investing offers time and financial freedom. Never miss a single episode of this show to acquire more value! Key takeaways to listen for Why you should have multiple income streams The biggest difference between single-family and multifamily What does “asymmetrical risk-to-reward ratio” mean Is it okay t...2022-09-2345 min
Deals & Dollars: Real Estate Investors and EntrepreneursHow to Achieve “Enough” Passive Income w/ Spencer HilligossOn today’s episode of the podcast we have the CEO and Co-Founder of Madison Investing, Spencer Hilligoss, out of Alameda, California. Spencer has an incredible track record in the financial technology industry, including a 13-year track record building high-performing teams across multiple billion dollar companies in executive roles. Now, as CEO of Madison Investing, he focuses on passive investing and active syndication. In this episode, Spencer and David talk about the strategic benefit to personally onboarding your partners, focusing on sustainable growth over exponential growth in order to maintain a lifestyle balance, and how self storage investments are th...2022-09-0644 min
Real Estate MonopolySilicon Valley to Real Estate: Lessons on Mindset and Money with Spencer Hilligoss | REM #158Venturing off into something that is unknown is always scary. Whether this is starting a business, investing in a new asset class, or trying a new strategy, uncertainty can lead to discomfort. However, it’s outside of our comfort zones where the most learning and growth happens. This is simply part of the process. When it comes to your finances, having the ability to be both financially offensive and defensive is key to having your financial needs met and surpassed in this ever changing economic climate. Today’s guest, a former Silicon Valley executive, has demonstrated that leaving your comf...2022-08-2240 min
The Multifamily Real Estate Experiment PodcastMFREE 011: How do you quit your W2 job by investing in multifamily real estate? with Spencer HilligossAloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support!Listen as we talk to Spencer Hilligoss about how he was able to leave his high-paying tech job and still live in the Bay area all due to building a business around passively investing in multifamily deals.He is a passive real estate investor, multifamily co-sponsor and former technology leader. Alongside his wife who is his business co-founder and...2022-07-2539 min
Construct Your Life With Austin LinneyCreating passive income with Spencer Hilligoss | Construct your life#389Spencer Hilligoss is CEO and Co-Founder of Madison Investing. He is an active syndicator, investor, and speaker. He currently leads business development and investor relations for Madison Investing. He is a former technology executive with a 13-year track record building high-performing teams across five companies (three of them, software "unicorns"- valued at over $1B). His last run in Silicon Valley was developing the Origination Team for LendingHome and leading their Professional Development group. Spencer is a member of the 2021 Forbes Real Estate Council and is a Registered Representative of Finalis Securities LLC Me...2022-06-2751 min
Money Made Easy#67 Real Estate Syndication w/ Spencer HilligossWorking a corporate lifestyle is hard. Working 100+ hours is a lot harder. Fitting real estate into that busy cycle can be ten times more difficult. Luckily. Spencer HIlligoss talks about how to easily and passively invest in properties through real estate syndication. Moreover, Spencer values spending time with his family and working on passionate projects, which inspired him to find another way to financially support his lifestyle from the busy 100-hour work weeks of the corporate world. Welcome to the show Spencer!
Follow our Instagram @moneymadeeasypod2022-06-0434 min
Discovering MultifamilyPlaying Financial Offense vs. Defense With Spencer HilligossOn Episode 202 of the Discovering Multifamily Podcast, Spencer Hilligoss joins us as the CEO & Co-Founder of Madison Investing, a real estate investment firm specializing in real estate syndications. As a passive investor and active syndicator, he understands the unique challenges that busy professionals face when starting out on their REI journey. Spencer’s mission is to arm investors with the know-how they need to make confident investment decisions tailored to their individual life goals.YouTube: https://youtu.be/pYAiQgrMd7EWebsite: www.redknightproperties.com/media iTunes: https://podcasts.apple.com/us/podcast/discovering-multifamily/id15...2022-05-2019 min
How Did They Do It? Real EstateSA437 | Passive Investing For Busy Tech Professionals with Spencer HilligossAre you a professional working a 100-hour workweek? If so, don't skip this episode, and you'll resonate will our guest Spencer Hilligoss. He shares tips for getting into real estate despite a busy work schedule, investing strategies, and insights on true financial freedom. Hit that play button and find out how you can enter this business!Key Takeaways To Listen ForReasons why people in high-paying jobs enter the real estate businessHow to juggle a demanding tech job with real estate investingStrategies for the financial offense and defense frameworkChanges in the work and hustle...2022-05-1942 min
The Own It ShowHow to make confident investment decisions tailored to your individual life goals with Spencer HilligossSpencer Hilligoss is the CEO & Co-Founder of Madison Investing, a real estate investment firm, specializing in real estate syndications. As a passive investor and active syndicator, he understands the unique challenges that busy professionals face when starting out on their REI journey. Spencer’s mission is to arm investors with the know-how they need to make confident investment decisions tailored to their individual life goals. Prior to pivoting to real estate, Spencer held several executive roles in the financial technology industry, including positions at Intuit and Gusto—forging a 13-year track record of building high-performing teams across five...2022-03-2533 min
Wealth Watchers Podcast87. Playing Financial Offense vs. Defense w/ Spencer HilligossWhy investing in real estate syndications is an underutilized strategy by busy professionals who want to grow their income? They do not realize that diversifying their investments outside of the stock market is important to realize the wealth and that they are losing the most important assets of all time. I hope through my story they will learn what they can do to break free and take action towards financial independenceListen to this new episode where Spencer Hilligoss is guiding people to consider investing in real estate syndications or funds. So they can take c...2022-01-3144 min
The Real Estate Investing ClubWealth Preservation Through Real Estate with Spencer Hilligoss (The Real Estate Investing Club #211)Want to learn more on how to realize your potential and live your best life? Check out our eBook at https://www.pursuinggreatnesspodcast.comIn this episode of The Real Estate Investing Club I interview Spencer Hilligoss, Spencer Hilligoss is the CEO & Co-Founder of Madison Investing, a real estate investment firm specializing in real estate syndications and funds. As a passive investor and active syndicator, he understands the unique challenges that busy professionals face when starting out on their REI journey. Spence's mission is to arm investors with the know-how they need to make confident investment decisions...2022-01-2436 min
Threefold Real Estate InvestingCombining Your Work and Family To-do Lists with Spencer Hilligoss #82Today's guest is Spencer Hilligoss, the CEO & Co-Founder of Madison Investing. He is a former technology executive with a thirteen-year track record building high-performing teams across five companies (three of them, software "unicorns"- valued at over $1B). Spencer is a member of the 2021 Forbes Real Estate Council and a Registered Representative of Growth Capital Services, member FINRA, SIPC. Today, we dig deep into the importance of investors finding a healthy blend in active AND passive investing, along with his three-step framework for the passive investor. Spencer spoke on the challenges of combining work and family, but also the n...2022-01-1145 min
Rich State of Mind PodcastEpisode 79: Playing Financial Offense vs. Defense ft. Spencer HilligossSpencer Hilligoss is the CEO & Co-Founder of Madison Investing, a real estate investment firm specializing in real estate syndications. As a passive investor and active syndicator, he understands the unique challenges that busy professionals face when starting out on their REI journey. Spencer’s mission is to arm investors with the know-how they need to make confident investment decisions tailored to their individual life goals.Prior to pivoting to real estate, Spencer held several executive roles in the financial technology industry, including positions at Intuit and Gusto—forging a 13-year track record of building high-performing teams across five...2022-01-1042 min
The Root of All Success with The Real Jason Duncan049: Optimize and Overcome ft. Spencer HilligossToday’s guest is Spencer Hilligoss, the CEO & Co-Founder of Madison Investing, a real estate investment firm specializing in real estate syndications. As a passive investor and active syndicator, he understands the unique challenges that busy professionals face when starting out on their REI Journey. Prior to pivoting to real estate, he held several executive roles in the financial technology industry, building high-performing teams across numerous companies valued at over $1B. Throughout his career, one thing has remained consistent: his ability to keenly focus on professional development-helping teams and individuals reach their full potential. His mission now is to ar...2021-11-221h 01
PassivePockets: The Passive Real Estate Investing Show39. Playing Financial Offense and Defense with Spencer Hilligoss
Spencer Hilligoss is the CEO & Co-Founder of Madison Investing, a real estate syndicator partnering on over $800M in multifamily and self-storage assets under management. He is both a passive investor and active syndicator with a history in the financial technology industry. In this episode, Spencer discusses matching your investment strategy to your strengths, building your own investing criteria, and understanding the structure and value of the general partners in a syndication.Spencer discusses financial offense and defense. He thought two large W2 incomes was enough but realized that multiple income streams would help insulate his family against...2021-11-2147 min
Wealth Academy Podcast - Wealth Is More Than Just Money148 Spencer Hilligoss CEO/Co-Founder of Madison Investing - Real Estate SyndicationsWealth Academy Podcast community, host Paul was looking forward to this episode with Spencer Hilligoss because of the expertise he shares throughout this session. Spencer's mission is to arm investors with the know-how they need to make confident investment decisions tailored to their life goals.Prior to pivoting to real estate, Spencer held several executive roles in the financial technology industry, working for Intuit and Gusto. Over the course of 13 years, Spencer built a track record of building high-performing teams over 5 companies of which three were valued at over $1 billion. Spencer is a member of the 2021 Forbes...2021-10-2830 min
Sales POP! Podcasts: Insights from Top Experts in Sales, Marketing, Leadership & More.The Intersection Between Personal and Professional Development with Spencer HilligossThere’s immense value in being authentic in every single encounter, whether professional or personal. In this Expert Insight Interview, we welcome Spencer Hilligoss, CEO and co-founder of Madison Investing.2021-10-0526 min
Accelerated Real Estate Investor218: Vetted Real Estate Syndications for the Passive Investor with Spencer HilligossFor those who want to invest in real estate, but don't want the responsibility of managing and owning a property OR may not have the capital to invest in bigger deals, syndications are a great investment vehicle. And that’s something we’ve talked a lot about on this show. But how do you know which syndication is going to serve you best? Today’s guest, Spencer Hilligoss, is CEO and Co-Founder of Madison Investing — a company that carefully vets sponsors, markets, and deals, to create passive income opportunities for busy professionals (just like you). What...2021-08-2450 min
Ice Cream with InvestorsFrom Silicon Valley Technology Executive to 8,000+ Units with Spencer HIlligossTune in today's episode where Spencer Hilligoss joins me to explain what inspired him to leave his career as a technology executive to pursue passive income through Apartment Building InvestingLinks:Icecreamwithinvestors.comBook Recommendations:Essentialism by Greg McKeownGuest Biography:Spencer Hilligoss is a full time real estate investor and former tech leader who walked away from a lucrative career of 13 years. Now, Spencer makes it easy for passive investors to invest in large, cash flowing real estate. Guest Links:Spencer's LinkedIn...2021-08-1646 min
Real Estate Risk ReportPlaying Financial Offense and Financial Defense, with Spencer Hilligoss When it comes to the pursuit of financial freedom, we find ourselves in the middle of a big shift — a seminal, “Oh crap,” take-charge moment. Spencer Hilligoss from Madison Investing joins the show to talk about moving from ignorant to enlightened. Spencer is passionate about teaching people that true wealth doesn’t come a W2 job with a nice 401k. He and Lance talk about opening your mind to so-called “alternative assets,” getting comfortable with uncertainty, the fallacies of financial advice and do-your-own taxes, and educating yourself around disclosure risk.2021-03-2940 min
Weiss AdviceDon’t Quit Your Day Job Just Yet with Spencer HilligossSend us a textSpencer Hilligoss is an active syndicator, real estate investor, and executive leader. He leads business development, operations, and investor relations for Madison Investing.Spencer is a technology leader with a 13-year track record of building high-performing teams across five companies - three of them, software "unicorns" - valued at more than $1B. He built and led the origination teams for LendingHome and led their Professional Development group. [00:01 – 05:47] Opening SegmentSpencer speaks about things that he accomplished during this pandemicHe discusses how his real estate jou...2021-03-2428 min
Dream Chasers: Where Hustle Meets House MusicDC 147: Spencer Hilligoss - The Secret to Finding Your VoiceAdam Carswell brings on special guest Spencer Hilligoss, Co-Founder and Principal at Madison Investing, to discuss his path to discovering his own voice in the real estate investing world and how he tries to invest in his target audience. In this episode, Spencer talks about:The three limiting factors that everyone must overcome His experiences that have taught him the value of authenticity The importance of understanding your target customer audience The value behind social media, like TikTok, to spread brand awareness Adam would like to give a huge thank...2021-03-1728 min
The Untold Stories of Real Estate InvestingEp #18: Diversify Investments with Multifamily and Storage with Spencer HilligossIn this episode, Wayne talks to Spencer Hilligoss. Spencer is an active syndicator, real estate investor, and co-founder of Madison Investing. He started his career building high-performance teams across the technology sector and, in 2021, was a member of the Forbes Real Estate Council. Madison Investing has over 6000 units and over $800M in total acquisitions in multifamily and storage units.
Today's topics include:
You have to take stock of your reality to find the deals you are looking for.
You have to honestly know and vet your potential partners before you do a deal with them.
Storage unit...2021-02-2539 min
Wealth Matters By Alpesh Parmar114: Turning your side hustle in Full-time gig with Spencer HilligossSpencer Hilligoss is a full-time real estate investor, experienced co-sponsor, registered securities professional, and a former technology leader of 13 years. Now, Spencer helps passive investors deploy capital into storage and multifamily syndications with vetted sponsors and vetted deals. His company, Madison Investing, has co-sponsored deals totaling more than 5000 units for more than $600M. Spencer invests in syndications as an LP and actively leads Madison Investing alongside his Co-founder - Jennifer Morimoto. As a technology leader, Spencer built a 13-year track record of growing high-performing teams across five companies - three of them, "unicorns" - valued at more than $1B.2021-02-0436 min
Contrarian CashflowQuitting Silicon Valley Tech Leadership To Helping Investors Build Passive Income - Spencer HilligossSpencer Hilligoss is an active syndicator, real estate investor, and executive leader. He leads business development, operations, and investor relations for Madison Investing.Spencer is a technology leader with a 13-year track record of building high-performing teams across five companies - three of them, software "unicorns" - valued at more than $1B. He built and led the origination teams for LendingHome and led their Professional Development group.Spencer is a member of the 2021 Forbes Real Estate Council and a Registered Representative of Growth Capital Services, member FINRA, SIPC.[00:01 – 03:00] Opening SegmentI introduce an...2021-01-2554 min
Real Estate Investor PodcastEpisode #16: Investor Relations with Spencer HilligossFor this edition of Asset Management Fridays, we are joined by the up and coming Spencer Hilligoss from Madison Investing! As a relatively young mind in the multifamily game, Spencer brings enthusiasm and a sense of purpose to his work, believing strongly in communication and authenticity. Our conversation today centers on relations with investors and Spencer shares some great lessons he has learned about giving investors what they need while taking care of assets in the best way for everybody. We discuss frequency of communication, the best things to share and update on, and keeping a difficult conversation on...2021-01-1815 min
Wealth Builders Real Estate Investing PodcastPassive Investor Due Diligence - With Spencer HilligossSpencer Hilligoss
Bio:
He is a full time real estate investor that helps passive investors deploy capital into storage and multifamily syndications with vetted sponsors and vetted deals.
His company, Madison Investing, has co-sponsored deals totaling more than 5000 units for more than $600M. Spencer invests in syndications as an LP and actively leads Madison Investing alongside his Co-founder - Jennifer Morimoto.
In November 2019, Spencer “retired” from his lucrative technology career and now, he is focused on spending time with loved ones and growing Madison Investing by helping pass...2020-12-0300 min
Multifamily Investing with Multifamily Attorney Charles Dobens#82: Building Resilience Through A Recession with Spencer HilligossSpencer Hilligoss is co-founder of Madison Investing that has sponsored deals totaling more than 5,000 units for more than $600M. Spencer and I discuss how to build resilience through a recession. For more information or to get started in multifamily investing, please visit: https://www.multifamilyinvestingacademy.com/ 2020-11-2542 min
Real Estate Investing Made Simple#38 Vetting Sponsors with Spencer HilligossIn this episode, Bailey Kramer sits down with Spencer Hilligoss to talk about Vetting SponsorsGuest: Spencer HilligossSpencer Hilligoss is a passive real estate investor, co-sponsor, and former technology leader. His company, Madison Investing, has co-sponsored deals totaling more than 5000 units for more than $600M. Spencer invests in syndications as an LP and actively leads Madison Investing alongside his Co-founder/Wife - Jennifer Morimoto. As a technology leader, Spencer built a 13-year track record of growing high-performing teams across five companies - three of them, "unicorns" - valued at more than $1B. In November 2019...2020-11-1943 min![The Investor Mindset - Name Your Number Show [$]](https://image.simplecastcdn.com/images/7839d03a-3a14-403b-a23c-1d64c46dc9c9/6e3876e7-5b0a-47cd-a369-db1ebe5967ae/3000x3000/image.jpg?aid=rss_feed)
The Investor Mindset - Name Your Number Show [$]E140: Producing Year One Profits - Spencer HilligossHow do you become an effective passive investor? This week our very special guest is Spencer Hilligoss who is an active syndicator and leading business operations and investor relations for his company maddison investing. He spent over 13 years in tech building building high performance teams and was recently leading up originations at the highly respected Lending Home. Spencer is a technology leader with a 13 year track record of building high-performing teams across five companies - three of them, software "unicorns" - valued at more than $1B. He built and led the origination teams for LendingHome and...2020-08-1343 min
The Investor MindsetE140: Producing Year One Profits - Spencer HilligossHow do you become an effective passive investor? This week our very special guest is Spencer Hilligoss who is an active syndicator and leading business operations and investor relations for his company maddison investing. He spent over 13 years in tech building building high performance teams and was recently leading up originations at the highly respected Lending Home. Spencer is a technology leader with a 13 year track record of building high-performing teams across five companies - three of them, software "unicorns" - valued at more than $1B. He built and led the origination teams for LendingHome and...2020-08-1343 min
Multifamily Missteps Hosted by Christy KeetonNo Pushing - Spencer HilligossToday I had the pleasure of speaking with Spencer Hilligoss. Spencer is a real estate expert, Founder of Madison Investing, former technology leader, and part of Forbes 2019 Real Estate Council. With a 13-year track record of building high-performing teams across five companies, he is passionate about real estate investing and helping others achieve their goals through real estate.Let’s jump into Spencer’s story and get expert advice from a real estate pro! Things you will learn in this episode:[00:01 - 05:00] Opening SegmentSpencer talks about his background and curre...2020-08-1135 min
Passive Income Through Multifamily Real EstateEpisode #116: Investor Relations with Spencer HilligossFor this edition of Asset Management Fridays, we are joined by the up and coming Spencer Hilligoss from Madison Investing! As a relatively young mind in the multifamily game, Spencer brings enthusiasm and a sense of purpose to his work, believing strongly in communication and authenticity. Our conversation today centers on relations with investors and Spencer shares some great lessons he has learned about giving investors what they need while taking care of assets in the best way for everybody. We discuss frequency of communication, the best things to share and update on, and keeping a difficult conversation on...2020-07-2415 min
Cashflow Ninja612: Spencer Hilligoss: The Predictability Of Passive InvestingMy guest in this episode is Spencer Hilligoss. Spencer is an active syndicator, real estate investor and executive leader for two real estate businesses. His own company, Madison Investing, has co-sponsored deals totaling more than 3000 units more than $328M. Spencer is also a technology leader with a 13 year track record of building high-performing teams across five companies - three of them, software "unicorns" - valued at more than $1B. Interview Links: Madison Investing Resources: Create A Strategy Become The Bank Join Our Community 2020-07-0341 min
Diary of an Apartment InvestorATE - Gaining Investor Trust with Spencer Hilligoss and Bailey KramerIn this episode, I talked with experienced investor Spencer Hilligoss and aspiring investor Bailey Kramer. Spencer gives priceless advice about gaining investor confidence and helping them to reach their goals.Originally aired July 1, 2020 at 5am----Spencer Hilligoss is a passive real estate investor, co-sponsor and former technology leader. His company, Madison Investing, has co-sponsored deals totaling more than 5000 units for more than $600M in transaction volume. Spencer invests in syndications as an LP and actively leads Madison Investing alongside his Co-founder/Wife - Jennifer Morimoto. As a technology leader, Spencer bu...2020-07-0144 min
Multifamily InsightsHow to Evaluate Multifamily Sponsors with Spencer HilligossSpencer Hilligoss worked a full-time job in technology so he opted to invest passively in real estate. Starting with a duplex in the Bay Area, then turnkey rentals in the Midwest, before focusing on passive apartment syndications. Spencer managed to work his full-time job and invest passively until he was earning enough from his passive investments to become a full-time real estate investor. Spencer and his wife Jennifer are partners in over 5,000 units, valued at over $600 million. Now, he has launched Madison Investing to help others invest in multifamily. Key Takeaways: Exposed to...2020-06-3046 min