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 experience
03:20 – From immigrant beginnings to real estate
07:25 – Losing $50 million in the 2008 crash
11:05 – Why your goals have to come first
15:05 – How to choose the right real estate strategy
21:35 – Where Rod sees opportunity in today's market
27:15 – Capital calls and struggling multifamily deals
33:10 – Single-family vs. multifamily investing
36:40 – Play to your strengths and partner for your weaknesses
38:10 – Achievement vs. fulfillment

Connect with Rod Khleif

Rod 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.

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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 investing

04:10 – Buying his first property at 21

06:15 – Using the BRRRR method and hard money

08:30 – How relationships helped James get started

14:20 – The hidden costs of property management

17:10 – Bringing property management in-house

22:15 – Paying off debt vs. continuing to leverage

25:00 – Why liquidity matters as much as equity

30:15 – Why net worth can become a vanity metric

32:20 – Building systems instead of chasing more growth

Connect with James Gleeson

Learn 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.com

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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.

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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 info

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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.

TIMESTAMPS

00:00 Meet Dave Dubeau: $350M+ raised
03:15 Doing 18 real estate deals in 18 months
06:30 The power of masterminds and your network
11:35 What Dave looks for as a passive investor
17:10 Why investors are getting back to the basics
19:50 Cash flow vs. speculative appreciation
22:20 Why raising capital is harder today
28:15 Turning a podcast into a lead-generation strategy
33:10 Why followers and downloads don't matter as much
42:30 Kevin's biggest takeaways

Connect with Dave Dubeau

Dave'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.com

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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.

TIMESTAMPS

00:00 - Starting real estate at 21 years old
05:30 - Overcoming the fear of getting started
08:15 - Finding her first fix-and-flip deal
16:20 - Learning how to talk to hard money lenders
23:20 - Why hard money can be so powerful for new investors
29:10 - Taking accountability when a flip goes wrong
34:45 - Why successful investors have to keep going
38:05 - How Not to Flip a House
40:40 - Jackie's pricing strategy for fix and flips

Connect with Jackie Coffey

Find 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.com

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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 plan
06:20 - Defining financial freedom as control over your time
12:15 - Real estate isn't freedom—the system creates freedom
18:50 - How lease options work
24:40 - How to hold property managers accountable
28:20 - The four pillars of real estate wealth
31:50 - Active real estate vs. passive syndications
35:10 - Financial security vs. financial independence
42:05 - Using real estate and the tax code to create income
45:15 - The "dependency economy" vs. taking ownership

Connect with Ryan Lee

Learn 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.com

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What's the difference between people who simply manage their money and those who build lasting wealth?

In this episode of the Real Estate Educators Podcast, Kevin Amolsch sits down with author, coach, and podcast host Tony Bradshaw to discuss the lessons he's learned after interviewing more than 150 self-made millionaires.

Tony shares how spending 15 years working with Dave Ramsey gave him a strong financial foundation—but also why he eventually realized there was another level to building wealth. From real estate and risk management to leverage, diversification, and financial education, this conversation explores the mindset shifts that separate people who simply get by from those who create lasting financial freedom.

They also discuss why real estate has created more millionaires than any other asset class, the importance of understanding risk, and why finding mentors and surrounding yourself with the right people can accelerate your success.

Whether you're just starting your investing journey or looking to grow your portfolio, this episode offers practical lessons on building wealth that lasts.

TIMESTAMPS

00:00 - From Dave Ramsey to real estate investing
06:42 - Buying beachfront rentals instead of long-term rentals
10:08 - The leverage lesson Tony wishes he knew sooner
19:10 - The biggest investing mistake Tony made
22:08 - Why understanding risk is critical to building wealth
28:15 - Dave Ramsey's greatest strength—and where investors need to grow
34:25 - Why real estate creates more millionaires than any other asset class
40:12 - Final advice: become a little better every day

Connect with Tony Bradshaw:

Website: TonyBradshaw.com

Explore Tony's books, podcasts, coaching programs, and the Get Money Smart community to learn more about personal finance, wealth building, business strategy, and financial education.

Learn more about Pine Financial Group:

pinefinancialgroup.com

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Buying a great investment property is only half the battle. Managing it well is what determines whether it becomes a wealth-building asset, or a financial headache.

In this episode of the Real Estate Educators Podcast, Kevin Amolsch talks with Joseph Hunike, Principal at WinVest Management in Miami, Florida.

Joseph shares how his company has grown quickly by taking over underperforming rental properties and transforming them into profitable investments through better communication, stronger systems, and disciplined property management.

The conversation covers how to evaluate your property manager, why every investor should understand their property's P&L, how to identify distressed investment opportunities, and what today's Miami rental market can teach investors everywhere.

Whether you own one rental or an entire portfolio, this episode offers practical advice on protecting your investment and maximizing long-term cash flow.

TIMESTAMPS

00:00 - Meet Joseph Hunike
03:10 - Building a property management company from the ground up
12:18 - How poor property management destroys cash flow
15:05 - The importance of knowing your property's P&L
21:18 - Common mistakes with Section 8 tenants
24:08 - How to identify distressed investment opportunities
30:12 - Appreciation vs. cash flow in today's market
36:10 - Joseph's advice for choosing a property management company

Connect with Joseph Hunike:

Website: WinVestManagement.com

Learn more about professional property management, multifamily operations, rental property optimization, and investment consulting in South Florida.

Learn more about Pine Financial Group:

pinefinancialgroup.com

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What if you bought your first rental property at the absolute peak of the 2007 housing market?

Most investors would assume that deal was a disaster. For Peter Skaggs, it became one of the biggest lessons of his investing career.

In this episode of the Real Estate Educators Podcast, Kevin Amolsch talks with Peter Skaggs, a mortgage professional with more than 20 years of experience and a real estate investor who has built a portfolio of more than 250 units.

Peter explains why buying power, staying power, and growing power are the three keys to long-term success in real estate. He also shares why cash flow matters more than market timing, why he prefers 30-year fixed-rate financing, and how investors can build portfolios that survive market downturns instead of being forced to sell.

They also discuss the differences between single-family rentals and multifamily investing, DSCR loans, interest rate strategy, and the simple framework Peter uses to analyze investment properties.

Whether you're buying your first rental or refining a large portfolio, this episode is packed with practical investing advice.

00:00 - The family story that inspired Peter's investing journey
05:45 - From mortgage websites to a 20-year lending career
14:18 - Why cash flow helped Peter survive the housing crash
17:10 - Buying Power, Staying Power & Growing Power explained
23:12 - Single-family vs. multifamily investing
29:22 - DSCR loans vs. conventional financing
35:10 - How Peter analyzes investment properties in minutes
38:15 - Why liquidity is every investor's safety net
41:02 - The importance of mentorship in real estate investing

Connect with Peter Skaggs:

Website: InvestorLighthouse.com

Use Peter's free Deal Analyzer to evaluate rental properties, compare financing scenarios, and learn his Buying Power, Staying Power, and Growing Power framework for building wealth through real estate.

Learn more about Pine Financial Group:

pinefinancialgroup.com
43:35 Peter's final advice for building long-term wealth

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