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Real Estate Educators Podcast with Kevin Amolsch: Daily Summaries Delivered
by Kevin Amolsch
We provide the real estate education you can build on. This podcast is unlike any I have seen where we not only focus on real estate investing but on the content creation behind it. We want to help real estate investors and real estate influencers build their wealth. Hosted on Ausha. See ausha.co/privacy-policy for more information.
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- 4 days ago35 min
Ryan Chaw - How He Retired at 31 With Student Rental Properties
Ryan Chaw went from working long shifts as a pharmacist to becoming a millionaire at 28 and retiring at just 31 years old. His strategy? Building a portfolio of rental properties near colleges and renting them by the room to students. Today, he owns 14 properties and rents to approximately 90 tenants.In this episode of the Real Estate Educators Podcast, Kevin Amolsch talks with Ryan about how he discovered the student housing niche and why renting by the room can dramatically increase a property's rental income. Ryan shares an example of taking a house that might rent for $1,800–$2,000 per month and configuring it into six bedrooms renting for $700 each, or approximately $4,200 per month.Of course, renting to multiple college students comes with its own challenges. Ryan shares the story of an 80-person party at his first property and explains how that experience helped him develop his PRIME method for finding better tenants. He also breaks down how he uses head tenants, virtual assistants, guarantors, and a step-by-step conflict resolution process to manage approximately 90 tenants without creating another full-time job.Ryan and Kevin also discuss financing, DSCR loans, overcoming analysis paralysis, and some of the costly lessons Ryan learned on his first property, including a $9,000 sewer line replacement that reinforced why investors should thoroughly inspect properties before buying them.Whether you're looking for ways to increase cash flow on rental properties or considering student housing for the first time, this episode offers a practical look at how rent-by-the-room investing works, how to manage it, and the systems Ryan used to turn the strategy into financial freedom.Timestamps00:00 – How real estate created generational wealth for Ryan's family03:05 – Becoming a millionaire at 28 and retiring at 3106:15 – How renting by the room can double rental income08:05 – Financing his first rental property12:50 – Why Ryan targets graduate students14:15 – The PRIME method for screening student tenants23:25 – Overcoming fear and taking action in real estate29:10 – Life after retiring at 3132:05 – What Ryan would do differently starting over33:25 – Why building your real estate network mattersConnect with Ryan ChawRyan offers a free guide covering his student housing and rent-by-the-room strategy, including lessons and mistakes from building his own portfolio. He also discusses his one-on-one coaching program and YouTube channel in the episode.Ryan Chaw's Newbie Real Estate Investing GuideLearn more about Pine Financial Group.Hosted on Ausha. See ausha.co/privacy-policy for more information.
- 1 weeks ago41 min
Rod Khleif - 48 Years in Real Estate and the Biggest Lessons Learned
Rod Khleif has been investing in real estate for 48 years. He's owned more than 2,000 single-family homes, thousands of multifamily units, and is now investing in senior housing. But one of the biggest lessons of his career came from losing an estimated $50 million during the 2008 financial crisis.In this episode of the Real Estate Educators Podcast, Kevin Amolsch talks with Rod about the mindset that helped him build his success—and, perhaps more importantly, recover after losing so much. Rod shares why investors shouldn't fear failure, how setting meaningful goals creates the motivation to take action, and why making a real decision means committing instead of waiting until every box is checked.They also dig into today's real estate market. Rod believes current distress in multifamily is creating significant opportunities as properties face rising expenses, capital calls, foreclosures, and values below previous purchase prices. He also explains why he's bullish on senior housing and why today's investors need to be much more conservative when underwriting multifamily expenses.Rod also looks back at what went wrong with his own portfolio during the financial crisis—including why even a relatively low loan-to-value didn't protect him—and explains why he ultimately came to favor multifamily over scattered single-family rentals. He and Kevin discuss the importance of peer groups, playing to your strengths, finding partners who complement your weaknesses, and surrounding yourself with people who push you forward.Whether you're just getting started or navigating your next market cycle, this episode is a reminder that real estate success isn't about avoiding every mistake. It's about learning from them, continuing to take action, surrounding yourself with the right people, and recognizing opportunity when others are afraid.00:00 – 48 years of real estate investing experience03:20 – From immigrant beginnings to real estate07:25 – Losing $50 million in the 2008 crash11:05 – Why your goals have to come first15:05 – How to choose the right real estate strategy21:35 – Where Rod sees opportunity in today's market27:15 – Capital calls and struggling multifamily deals33:10 – Single-family vs. multifamily investing36:40 – Play to your strengths and partner for your weaknesses38:10 – Achievement vs. fulfillmentConnect with Rod KhleifRod recommends Rod's Links as the central place to find his boot camps, goal-setting workshop, podcast, social media, books, and other resources. He also discusses his Warrior coaching program and multifamily investing community in the episode.Rod Khleif's resources at http://www.rodslinks.com/.Learn more about Pine Financial Group.Hosted on Ausha. See ausha.co/privacy-policy for more information.
- 2 weeks ago36 min
James Gleeson - How He Built a $60M Real Estate Portfolio in Just 8 Years
James Gleeson started investing in real estate at just 21 years old. Eight years later, he's built a portfolio worth approximately $60 million with around 470 rental units, without using syndications.In this episode of the Real Estate Educators Podcast, Kevin Amolsch talks with James about how he got started using the BRRRR method and hard money, including his first deal: a $25,000 property with a $14,000 renovation that appraised for $65,000 and is worth roughly $180,000 today. James also explains how relationships with property managers, lenders, contractors, and other investors helped him scale.They also dig into the operational side of owning a large rental portfolio. James explains why he eventually brought property management and construction in-house, the hidden costs he experienced with third-party management, and why investors can't afford to ignore operations while focusing only on finding deals and raising money.Whether you're trying to buy your first rental or already managing a growing portfolio, this episode offers practical lessons on BRRRR investing, leverage, liquidity, property management, relationships, systems, and knowing when it might be time to stop chasing growth.00:00 – From college basketball to real estate investing04:10 – Buying his first property at 2106:15 – Using the BRRRR method and hard money08:30 – How relationships helped James get started14:20 – The hidden costs of property management17:10 – Bringing property management in-house22:15 – Paying off debt vs. continuing to leverage25:00 – Why liquidity matters as much as equity30:15 – Why net worth can become a vanity metric32:20 – Building systems instead of chasing more growthConnect with James GleesonLearn more about James's real estate investing education and coaching at MultifamilyMethods.com.You can also find him on Instagram and TikTok at James Gleeson Real Estate.Learn more about Pine Financial Group at pinefinancialgroup.comHosted on Ausha. See ausha.co/privacy-policy for more information.
- 2 weeks ago45 min
Colorado Real Estate Market Pulse Update with Joe Massey - Q3 2026
We are back with Joe Massey to chat Denver real estate. Curious what’s really happening in the Denver housing market? In this market pulse, we discuss what we are currently seeing during the third quarter of 2026. Joe Massey brings a ton of experience to the Denver real estate scene, making him someone you want to pay attention to if you care about market trends and smart investing. As part of Synergy One Lending, Joe helps people with everything from buying their first home to locking in financing for investment properties, including condos, single-family homes, and even multi-units up to four units. He’s worked with investors in the Denver area for well over a decade, so he’s seen all kinds of market cycles and knows the ins and outs of residential lending. Joe’s got a knack for explaining complicated stuff in a way that actually makes sense, and he’s always looking for ways to help clients grow their portfolios. With a reputation for being both knowledgeable and genuinely invested in the success of others, Joe Massey is a solid voice when it comes to making sense of Denver’s ever-changing real estate market.The resources mentioned in this episode are:* Visit Pine Financial Group to learn more about their private lending solutions and mortgage fund for passive investors: https://pinefinancialgroup.com* Contact Joe Massey at Synergy One Lending for information on new investor and second home loan programs, refinancing, or portfolio review.* Call to discuss your rental property financing options, including current rates for investment properties and second homes.* Reach out to review your real estate portfolio and explore opportunities to improve cash flow or access equity.* Follow and leave a five-star review for the Real Estate Educators podcast, and share the podcast with a friend.Hosted on Ausha. See ausha.co/privacy-policy for more information.
- 2 weeks ago24 min
Twin Cities Real Estate Market Pulse Update - Q3 2026
Here’s your 2026 Q3 Market Pulse for the Twin Cities real estate scene. We break down what we are seeing in the market and what that means for real estate investors. Host Kevin Amolsch is joined by local pros Mike Jacka (President & Founder, MNREIA) and Sean Blomquist (Pine Financial Group) to sort through national headlines and local data.Guest bios:* Mike Jacka — President & Founder of MNREIA (est. 2002). Leads one of the largest real estate investor associations in the country, focused on education and local dealmaking.* Sean Blomquist — Minnesota Loan Officer at Pine Financial Group, specializing in private lending for fix‑and‑flip, buy‑and‑hold, and value‑add projects.Resources mentioned:* MNREIA — Meetings, education, and local investor community* Pine Financial Group — Private lending and fund infoHosted on Ausha. See ausha.co/privacy-policy for more information.
- 3 weeks ago47 min
Dave Dubeau - How to Raise Private Money Using a Podcast
What if the most valuable person listening to your podcast wasn't a listener at all, but your guest?In this episode of the Real Estate Educators Podcast, Kevin Amolsch sits down with Dave Dubeau, a real estate marketing and capital-raising expert who has helped more than 200 real estate investors raise over $350 million.Dave shares how he went from doing 18 real estate deals in 18 months to finding his real strength in marketing and raising capital. He also explains why he completely changed the way he thought about podcasting.Instead of chasing downloads, followers, and big-name guests, Dave started inviting the exact people he wanted to build relationships with onto his show.The result? A podcast became a predictable way to meet prospective accredited investors, build genuine rapport, and naturally open the door to future conversations about investing.Kevin and Dave break down the strategy, including how to identify the right guests, structure interviews, transition into conversations about alternative investments, and turn those relationships into follow-up discovery calls, without turning the interview itself into a sales pitch.They also discuss today's multifamily market, what passive investors are looking for, why cash flow is back in focus, and how capital raisers can stand out in a much more challenging fundraising environment.If you're a real estate investor, syndicator, or fund manager looking to expand your private investor network, this episode offers a completely different way to think about podcasting.TIMESTAMPS00:00 Meet Dave Dubeau: $350M+ raised03:15 Doing 18 real estate deals in 18 months06:30 The power of masterminds and your network11:35 What Dave looks for as a passive investor17:10 Why investors are getting back to the basics19:50 Cash flow vs. speculative appreciation22:20 Why raising capital is harder today28:15 Turning a podcast into a lead-generation strategy33:10 Why followers and downloads don't matter as much42:30 Kevin's biggest takeawaysConnect with Dave DubeauDave's book, How to Get 20 Accredited Investor Meetings Every Month, goes deeper into the podcast strategy discussed in this episode, including how to identify your ideal investor, build a show around that audience, book interviews, and convert those relationships into investor conversations.Learn more at 20AccreditedInvestorsBook.com or connect with Dave at ResultsEnterprises.com and on LinkedIn.Learn more about Pine Financial Group at pinefinancialgroup.comHosted on Ausha. See ausha.co/privacy-policy for more information.
- Aug 19, 202642 min
Jackie Coffey - How NOT to Flip a House: Lessons Learned from 1,000+ Deals
Jackie Coffey's first house flip went about as badly as a flip could go.She hired one person to handle the entire renovation. Contractors took her money and disappeared. Materials were stolen from the property. She replaced things that didn't need replacing. And after all that work, she practically broke even.But she didn't quit.In this episode of the Real Estate Educators Podcast, Kevin Amolsch sits down with Jackie Coffey, "The Happy Investor," to talk about the lessons she's learned through 22 years in real estate, more than 1,000 transactions, and helping more than 1,000 students with their own deals.Jackie shares how she got started at 21 years old while working three jobs and struggling financially, and how it took 202 phone calls to hard money lenders before someone finally said yes to her first deal. More importantly, she explains how those calls taught her to understand the numbers, speak the language of real estate, and stop treating every "no" as a failure.Kevin and Jackie break down some of the biggest fix-and-flip mistakes new investors make, including over-improving properties, choosing contractors based solely on price, paying contractors upfront, purchasing materials too early, and failing to take accountability when things go wrong.Jackie also shares one of the most important lessons from her career: you don't have to know everything before you start. You have to be willing to learn, take responsibility for your mistakes, and keep going.Whether you're preparing for your first flip or already have dozens under your belt, this episode is packed with practical lessons that could save you time, money, and plenty of headaches on your next project.TIMESTAMPS00:00 - Starting real estate at 21 years old05:30 - Overcoming the fear of getting started08:15 - Finding her first fix-and-flip deal16:20 - Learning how to talk to hard money lenders23:20 - Why hard money can be so powerful for new investors29:10 - Taking accountability when a flip goes wrong34:45 - Why successful investors have to keep going38:05 - How Not to Flip a House40:40 - Jackie's pricing strategy for fix and flipsConnect with Jackie CoffeyFind Jackie across TikTok, Facebook, and Instagram as Jackie The Happy Investor.Visit JackieTheHappyInvestor.com to learn more about Jackie's book, How Not to Flip a House, her real estate investing course, and additional resources for investors.Learn more about Pine Financial Group at pinefinancialgroup.comHosted on Ausha. See ausha.co/privacy-policy for more information.
- Aug 12, 202648 min
Ryan Lee - Build a Real Estate Portfolio That Buys Back Your Time
Owning rental properties doesn't automatically create financial freedom. If managing those properties consumes all your time, you may have simply created another job.In this episode of the Real Estate Educators Podcast, Kevin Amolsch sits down with real estate investor and educator Ryan Lee to talk about what it actually takes to use real estate to create more control over your money—and your time.Ryan shares how the 2008 financial crisis completely changed the way he thought about investing. After watching his 401(k) and brokerage accounts fall, he turned to real estate, only to discover another problem: owning rentals required far more time and effort than he expected.That realization pushed Ryan to build systems around acquisitions, property management, accountability, leverage, and liquidity. Today, his portfolio includes more than 50 single-family homes alongside passive investments and syndications.Kevin and Ryan also break down the four ways real estate can build wealth—appreciation, cash flow, tax benefits, and amortization—plus how Ryan balances leverage with liquidity and evaluates passive investments.They also discuss Ryan's "Passive Income Machine," the difference between financial security and financial independence, and why he believes taking ownership of your money is the first step toward taking ownership of your life.00:00 - How the 2008 crash changed Ryan's financial plan06:20 - Defining financial freedom as control over your time12:15 - Real estate isn't freedom—the system creates freedom18:50 - How lease options work24:40 - How to hold property managers accountable28:20 - The four pillars of real estate wealth31:50 - Active real estate vs. passive syndications35:10 - Financial security vs. financial independence42:05 - Using real estate and the tax code to create income45:15 - The "dependency economy" vs. taking ownershipConnect with Ryan LeeLearn more about Ryan's approach to financial freedom and his book, Retire in 10 Years or Less, at RetireIn10Years.com. Ryan also shares that he can be found on social media as @TheRyanDLee.Learn more about Pine Financial Group at pinefinancialgroup.comHosted on Ausha. See ausha.co/privacy-policy for more information.
About Real Estate Educators Podcast with Kevin Amolsch
We provide the real estate education you can build on. This podcast is unlike any I have seen where we not only focus on real estate investing but on the content creation behind it. We want to help real estate investors and real estate influencers build their wealth. Hosted on Ausha. See ausha.co/privacy-policy for more information.
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