Real Estate Investing for Cash Flow with Kevin Bupp

Gary Lipsky is the president of Break of Day Capital, an investment firm that specializes in multi-family real estate in Arizona. Gary brings a 20+ year track record in the real estate space and has completed more than $300M of transactions over his career. Gary is also the host of the Real Estate Investor Podcast, where he interviews industry experts to provide broad range education to investors. He is also the best-selling author of Best in Class, founder of the Asset Management Summit, and a guest speaker featured at many prominent conferences. Connect with Gary: breakofdaycapital.com Highlights: 02:55 – How Gary's entrepreneurial roots and first house hack in Los Angeles planted the seed for a multifamily career. 04:10 – Current challenges in Arizona 06:00 – Why today’s market offers opportunity 09:50 – Outsourcing property management 12:45 – Experimenting with AI for investor communications, research, marketing 19:00 – The capital raising challenge 21:10 – Advice to LPs: focus on the operator’s track record and discipline Quote: “If a deal sounds too good to be true, it probably is. Don’t chase IRR or bonus depreciation—chase a good operator, and everything else will work out.” Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's Flash Back Friday episode is from #747 that originally aired on May 27, 2024. Lee got his start in real estate in 2012 building a property management department of a residential brokerage from 20 doors to 220 doors in 4 years. After being inspired by his clients’ successes, he decided to start investing in 2016. Relocating to St. Louis in order to pursue investing in 2017, Lee began with a duplex and continued to purchase smaller properties until he found “The Power Of Partnerships” by partnering withan ex-NFL player from CA and with their combined efforts, were able to close a 38 unit apartment complex Joint Venture in Lee's backyard of St.Louis, MO in October of 2019. Fast forward to today and Lee has grown his portfolio to 1000 units with no end in sight! Connect with Lee: greenforestcapital.com Highlights: 5:51 - From Property Management to Big Deal (Lee's game plan) 10:51 - Lee's Training on Getting Owners to Commit 16:02 - Finding The Right Partners 26:08 - Why You Must Be Involved with Property Management 31:44 - All About Lee's Team/Organization Quote: " You have to be on site, you have to have your fingers in the pie, you can't just leave it to the management company to execute..." Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's episode is from Mobile Home Park that originally aired on Oct. 4, 2016. Charles and Kevin discuss how to add rocket fuel to your advertising efforts and absolutely dominate craigslist. Their strategy will show you how to hire and train a Virtual Assistant to post continuous ads for your available homes and lots, thus creating an endless supply of prospective residents. This is a must for any mobile home park operator who has either available homes or lots within their community. Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Bob Fraser is the co-founder and CEO of Aspen Funds, an investment firm offering alternative investments ranging from private equity, mortgage notes, oil & gas, and industrial. Bob is responsible for financial management, portfolio modeling, as well as systems and processes. Additionally, Bob is the co-host of the Invest Like a Billionaire podcast where he dives into the world of alternative investments and speaks with successful investors. On his show, he also discusses economic trends, including mega trends such as inflation, energy prices and deglobalization. His goal is simple, it's to empower others looking to explore less volatile investment opportunities, improving their portfolio’s performance, and enabling them to become more financially secure. Aspen Funds: aspenfunds.us – for information on Bob's investment firm. Book link: thebillionairebook.org – to preorder Invest Like a Billionaire and access bonus materials. 02:55 – From dot-com success and loss to discovering the control and stability of private alternative investments. 05:00 – Buying distressed debt after the 2008 crash 09:15 – Why oil and gas is a contrarian play today 14:50 – Red flags in oil and gas investing and the importance of institutional-grade operators over speculative drilling. 17:00 – Aspen’s focus on private credit and industrial real estate 23:55 – The book Invest Like a Billionaire—how billionaires diversify into private alts, lower risk, and achieve higher returns than traditional portfolios. Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's Flashback Friday episode is from #722 thats originally aired on March 25, 2024. Darin Davis is an industry leader, real estate entrepreneur, and founder of Club Capital and brings over two decades of industry leadership and more than $1bn of sponsored real estate projects. He excels in navigating market shifts and guiding investors to exceptional returns, even in times of uncertainty like we’re facing today. Aside from his real estate endeavors and in partnership with his two children, he launched The Never Quit Initiative, which is a 501(c)(3) non-profit organization. The Never Quit Initiatives mission is to broadly educate young adults on the power of passive cash flow for income and prepare financially for a potential crisis in healthcare costs. Highlights: 8:45 - Making Deals w/ H.U.D. 13:53 - Multi-Family Sector Strengths 21:26 - How To Vet Sponsors 23:31 - Multi-Family Sector Weaknesses 33:38 - Dividing A Clubhouse / Amenities Quote: "It's good that I didn't know what I was doing - If I did, I would have panicked and done nothing." Connect with Darin: clubcapital.co/investing Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's episode is from Mobile Home Park #27 that origianlly aired on Sep. 27 2016. Our experience in a park we own in Raeford, NC. We recently acquired this park and quickly realized that both the on-site management and maintenance staff needed to be replaced ASAP! We discuss how we quickly identified the challenges associated with their poor performance and how we handled the transition with a completely new management team. This is a common scenario you will experience when purchasing turnaround or distressed mobile home parks and so we thought you might learn from our personal experience. Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Dan Haberhosk is the founder and CEO of Front Range Land and Mason McDonald Founder of Colorado Land Acquisition services and both of which are investment firms that focus on raw land investments. This runs the gamut of in fill plots of land in suburban areas, rural tracts, ranches, land development and much more. While Dan and Mason run their own independent investment firms, they co-own a lending company that specializes in lending on raw land. For that, I thought it would be fun to have them both join the show. Dan Haberkost https://danbercot.com Instagram: @danbercot Mason McDonald Instagram: @masonrmcdonald 🎙️ The Big Picture Blueprint – Available on all major platforms. Highlights: 3:00 - From Corporate Climb to Land Hustle 8:00 - Why Land Is the Wild West of Real Estate 17:00 - Seller Financing as a Wealth Machine 31:00 - The Goldmine Gamble in Alaska Quote: “The beauty of land is that, literally from the ground up, you're controlling the asset, there are layers of value each step of the way.” Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's Flash Back Friday episode is form #705 that originally aired on Feb 12 2024. Sean is owner of Bold Estimation, one of the largest out sourced construction estimation companies in the United States with nearly 100 employees. In addition to his estimation firm, Sean also specializes in building affordable housing out of shipping containers. His own personal residence is a 5,000 sq ft home that utilizes six shipping containers as the basis of the design. With this unique construction method, he’s been able to build affordable housing communities with costs as low as $75/sq ft all-in. Connect with Sean: https://www.boldestimation.com/ Highlights: 4:51 - Financing 8:05 - Challenges & Layout 11:45 - Other uses for Shipping Containers & Cost Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's episode is from Mobile Home Park #22 that originally aired on Aug 23 2016. The specifics on how to successfully determine market demand while performing your pre-purchase due diligence. After all, the last thing you want to do is purchase a park in a market that has little to no demand for your product. Our step-by-step process of using both craigslist and bandit signs to prove the overall demand for the park you’re purchasing. We will also share some tips and strategies on how to turbo boost your marketing efforts once you close on your acquisition to ensure maximum exposure. Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Kaaren Hall, founder and CEO of uDirect IRA Services. Kaaren’s been in the real estate and financial services space for over two decades, and she’s helped thousands of investors take control of their retirement accounts by investing outside the stock market, into things like real estate, private placements, notes, and more. We cover the basics of self-directed IRAs, the opportunities and limitations, the biggest myths, and some of the advanced strategies that even experienced investors may not be fully taking advantage of. Connect with Kaaren: https://udirectira.com/ Highlights: 01:00 – What Exactly Is a Self-Directed IRA? 03:00 – Getting Started: Open, Fund, Invest 07:00 – Using Leverage in a Self-Directed IRA 10:00 – Syndications & Due Diligence 15:00 – The Rules You Can't Break 19:00 – New Roth Rules & Low Fees Quote: “Self-directed IRAs are a piece of the puzzle in your retirement and it’s the piece that gives you the freedom to invest in what you know best.” Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's Flash Back Friday episode is from #669 that originally aired on Nov 13, 2023. Dakota Malone is the founder of Community Solar Authority, a group that consults with and advises land and commercial real estate owners on how to best monetize their assets by integrating solar in an effort to unlock hidden revenue streams. Quote: “You can’t just go throw solar panels on all residential, or all commercial properties; the roof, the financing, the shading, there’s a million reasons why it won’t work. That’s why the deployment of these renewable assets, in the form of solar farms, are becoming so popular. Highlights: 7:05: What a long term roof lease look like 12:13: Talking about the upkeep of the solar roof lease 18:06: Considerations for investing in the solar business Guest Websites: https://www.linkedin.com/in/dakotamalone www.communitysolarauthority.com Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's episode is from Mobile Home Park #20 that originally aired on Aug 16 2016. Charles demystifies the incredible important process of defining your investment criteria. He’ll share his opinions on the various park types, why you should think twice about buying a small park, and how you can best determine what your own personal investment criteria should be when it comes to buying the “ideal park”. Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Derek Vickers is the CEO of Vicktory Capital, a rapidly growing investment firm focused on acquiring and operating mobile home communities across the Southeast. Derek got his start as a door-to-door insurance salesman prior to transitioning into real estate and ultimately found his niche in the affordable housing space. Since then, he’s built an impressive portfolio and team, all while navigating a tough interest rate environment, rising competition, and shifting macro trends. Learn about Derek's strategies and trends! Connect with Derek: wellingscapital.com, Resources page: wellingscapital.com/resources Highlights: 3:10 – From Insurance Sales to Mobile Home Parks 5:50 – First Deal Failures and Lessons 9:30 – The Systems That Scaled 13:45 – Remote Management Without On-Site Managers 16:20 – Value-Add Strategy That Works 20:15 – How to Attract & Keep Quality Tenants Quote: “We’re not just filling lots—we’re building communities people are proud to live in.” Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's Flash Back Friday episode is from #735 that originally aired on Jun. 10, 2024. Brian Davis is a recovering landlord and ex-employee who today invests $5,000 at a time in passive real estate investments. He’s also a personal finance writer, and cofounder of SparkRental with over two decades in real estate and finance. Brian owns fractional shares in over 2,500 units, and regularly contributes as a real estate and personal finance expert for Bigger Pockets, Inman, Best Ever Real Estate, GOBankingRates and more. Along with his wife and daughter, he spends most of the year overseas-hiking, cooking, scuba diving, and surfing. Highlights: 3:28 - The Birth of SparkRental 11:03 - Brian's Business Model 14:23 - Brian's Asset Classes/Favourites 16:43 - Being Apart of The SparkRental Club 21:43 - Brian's Unique Lifestyle Connect with Brian Davis: SparkRental.com | brian@sparkrental.com Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's episode is from Mobile Home Park #19 that originally aired on Aug. 19, 2016. Charles and I will be discussing how to successfully turnaround and reposition a distressed mobile home park. Buying a turnaround park isn’t for everyone, but if executed properly, your efforts should reward you handsomely in both substantial returns on your investment as well as huge amounts of built in equity and cash flow. But on the flipside, buying the wrong distressed park might potentially lead you into a downward tailspin, which will inevitably lead you to a financial loss. Our goal is to educate you so that you only buy the distressed parks that make sense. Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Welcome back someone who’s a thought leader and a seasoned investor in the commercial realestate space, Paul Moore. The founder and managing partner of Wellings Capital, a firm that helps passive investors gain access to high-quality commercial real estate deals across recession resistant asset classes like self-storage, mobile home parks, light industrial and multifamily housing. Today, we’re going to dive into Pau's approach to building long-term wealth, his take on the current market cycle, and what Wellings Capital is doing differently in today’s environment. Connect with Paul: wellingscapital.com Highlights: 2:30 – From Speculator to Investor 4:45 – The 80/20 Rule in Real Estate 7:30 – Self-Storage: Overbuilt or Underrated? 12:30 – Adapting with Preferred & Hybrid Equity 16:00 – Vetting Sponsors the Right Way 24:00 – The Power of Boring Investing Quote: “The smartest investors are the boringest investors. They don’t chase — they compound.” Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's Flashback Friday episode is from #768 that originally aired on July 15, 2024. Dale is the owner & founder of Centra Capital Partners, a ground up, single family development firm based out of the Twin Cities. Since starting the company, he has overseen the development of more than 1,500 homes across 50+ projects totaling more than $500 million in project value. The Centra Team controls the developments from start-to-finish leveraging it's industry experts to source, entitle, build, and sell each home, which allows them to control costs, control risk, and adhere to the schedule. Quote: "One of the things I love about real estate is you are impacting lives for the good, you are creating something that's going to last for generations." - Dale Wills Highlights: 4:55 - Dale owning RadioShacks 8:35 - Focusing on First Time Buyers 10:45 - Becoming More Efficient During Hard Times 15:22 - Navigating Offering Lower Prices 21:39 - What Makes Dale Excited About The Future Connect with Dale: centracapitalpartners.com Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Today's episode is from Mobile Home Park #16 that originally aired on July 28, 2016. Charles and I will discuss mistake number 8 from our popular eBook, “The 21 Biggest Mistakes Investors Make When purchasing their First Mobile Home Park…and how to avoid them.” One thing we see often is that many investors will choose to look for parks locally for the sole purpose of being near the park. There is nothing wrong with being close to your park, but you definitely don’t need to be. If you find that you live in a market where CAP rates are insanely low or in a market that is going through tough times, you would be much wiser to invest outside of your immediate area. The business model and management style we teach is effective whether you live across the street from your park or across the country. Don’t put yourself in the position of buying a bad investment just for the sake of being close to it. Proximity does not correlate to success in this business. Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Welcome back, someone who’s been an active real estate investor for more than 3 decades & has taken a non-traditional approach, Chris Prefontaine. Chris built his early career through traditional investing, but after the 2008 crash, he pivoted to creative acquisition strategies that don’t rely on banks, credit, or personal capital. Chris is a master of lease options, owner financing, and subject to deals & he’s built an entire business and coaching platform around these powerful tools. He’s the founder of Smart Real Estate Coach, a program that teaches investors how to build cash flow today, long-term wealth tomorrow, & everything in between using his signature "three paydays" model. He’s also actively investing in low-maintenance asset classes like self storage, all while staying laser focused on financial freedom and helping others achieve it. Connect with Chris: smartrealestatecoach.com Free Book Bundle: wickedsmartbooks.com/kevin2 Highlights: 3:00 - Chris' Journey post 2008 crash 8:00 - Three Paydays system 11:00 - Rising Interest Rate Help Creative Deals 14:00 - Unique Lead Generation Systems 23:00 - Balancing Family & Business/Saying Motivated Quote: “Creative real estate is not about timing the market, it’s about pivoting, adapting, and being comfortable doing so.” Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast

Real estate entrepreneur and multi family investor, Ellis Hammond. Ellis began his investing journey while still working full-time as a college pastor. Just nine months after buying his first duplex in San Diego, he partnered in a 144-unit multi family deal in Memphis. Ellis is the founder of Kingdom Capitalists and leads a national investor network focused on passive investment opportunities in apartment complexes across the U.S. On today's show we’ll talk with Ellis about not just how to scale a portfolio, but how to build powerful investor networks, leverage your personal brand, and gain traction in a crowded space. Connect with Ellis: Investor Club - https://aspenfunds.us/, ellis@aspenfunds.us Highlights: 1:00 - Ellis' Path from Paster to Investor 6:00 - Multifamily Transition 10:00 - Niche Branding Power 17:00 - Macro Trends/Oil & Gas 24:00 - Understand Oil & Gas Investing 31:00 - Tax Benefits Quote: "You can’t raise money trying to speak to everyone. Your message should attract the right people and repel the wrong ones." – Ellis Hammond Recommended Resources: Join the Cashflow Investor ClubJoin the ClubInvestWithKB.comKevinBupp.comKevinBupp.com/Podcast