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REIA Radio
Hosts - Ted Kaasch and Owen Dashner, Producer - Denlis Bertrand
311 episodes
4 days ago
They kick things off with some end-of-year chaos and friendly trash talk, then shift into a serious update on a newly purchased Omaha property that’s being repositioned into long- and mid-term rentals. From there, the conversation turns into a mix of strategy, war stories, and lessons learned the hard way. Owen and Ted break down hard money and private lending—what it is, why it matters, and how understanding the rules (and structuring deals correctly) can open up opportunities without you d...
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Investing
Education,
Business,
Entrepreneurship
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All content for REIA Radio is the property of Hosts - Ted Kaasch and Owen Dashner, Producer - Denlis Bertrand and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
They kick things off with some end-of-year chaos and friendly trash talk, then shift into a serious update on a newly purchased Omaha property that’s being repositioned into long- and mid-term rentals. From there, the conversation turns into a mix of strategy, war stories, and lessons learned the hard way. Owen and Ted break down hard money and private lending—what it is, why it matters, and how understanding the rules (and structuring deals correctly) can open up opportunities without you d...
Show more...
Investing
Education,
Business,
Entrepreneurship
Episodes (20/311)
REIA Radio
#275: The Real Estate Rundown with Owen and Ted
They kick things off with some end-of-year chaos and friendly trash talk, then shift into a serious update on a newly purchased Omaha property that’s being repositioned into long- and mid-term rentals. From there, the conversation turns into a mix of strategy, war stories, and lessons learned the hard way. Owen and Ted break down hard money and private lending—what it is, why it matters, and how understanding the rules (and structuring deals correctly) can open up opportunities without you d...
Show more...
4 days ago
35 minutes

REIA Radio
#274: From Flipping Boats to Flipping Houses: Jason Woodward’s Investing Journey
In this episode, we sit down with Jason Woodward and unpack a real-life investing journey that starts with flipping boats (yes, boats) and turns into building a real estate portfolio while still working a full-time W-2. Jason shares how learning the basics through coaching and community gave him the confidence to finally take action—and why the “right room” can speed up your timeline by years. Jason walks through the early deals—including a first flip that turned into a brutal (but useful) ed...
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1 week ago
1 hour 23 minutes

REIA Radio
#273: The Real Estate Rundown with Owen and Ted
In this Real Estate Rundown episode, Owen and Ted get into the practical side of AI—how tools like ChatGPT can help you spot your “zone of genius” (and your blind spots) so you can stop doing the work you secretly hate and start delegating like an adult. They share a solid prompt passed along from their buddy Colin Schwartz, compare “nice” AI vs “tell me the truth” AI, and talk about why unfiltered feedback can be a cheat code for business growth. They also drop a super practical landlord/fli...
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1 week ago
18 minutes

REIA Radio
#272: Navigating the Complex World of Real Estate Investing with Jay Kathol & Ashley Wells Part 2
Jay and Ashley are back nearly 200 episodes after their first appearance, and they don’t sugarcoat what the last few years have looked like: raising a big family, trying to run a business together, and realizing how fast “life stuff” can spill into “work stuff.” They get real about what’s working right now in the market—Zillow Preferred leads, staying in front of past clients, and being consistent even when motivation is nowhere to be found. Then the conversation pivots into mentorship and ne...
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2 weeks ago
1 hour 7 minutes

REIA Radio
#271: The Real Estate Rundown with Owen and Ted
In this episode, we break down what’s really going on with New York City’s housing crisis — from strict rent control and proposed rent freezes to a billion-dollar bailout for “distressed” landlords. We talk about how rising insurance, taxes, and maintenance costs crush owners when income is capped, and what happens when the city steps in with taxpayer-funded rescue plans. Is this sustainable, or are we just kicking the can down the road? Then we bring it back home and look at how big ci...
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2 weeks ago
21 minutes

REIA Radio
#270: Navigating the Complex World of Real Estate Investing with Jay Kathol & Ashley Wells Part 1
This is Part 1 of our deep dive with Jay Kathol and Ashley Wells, and it’s a masterclass in what really happens behind the scenes of bigger real estate deals. Jay and Ashley walk through the highs and gut-punch lows of taking on a 40-unit multifamily, why their due diligence grade was a hard “C-minus,” and what they’d do differently before ever touching another boiler building again. They talk legacy properties, inheriting a deal from family, and why sometimes singles and doubles beat swingi...
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3 weeks ago
1 hour 3 minutes

REIA Radio
#269: The Real Estate Rundown with Owen and Ted
In this episode of REIA Radio, Owen and Ted kick things off with Thanksgiving chaos—bad smokers, ceiling fans from hell, and why home projects always take twice as long as you think. From there, they shift into real estate mode, talking through appraisal delays on Ted’s car wash deal and how that impacts loan timelines and decision-making. They also break down the real value of REIA membership, including Home Depot discounts, national sponsor perks, and why most investors are quietly leaving ...
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3 weeks ago
22 minutes

REIA Radio
#268: Entrepreneur Addict: Breaking Denial, Fixing Your Marketing, and Getting Your Life Back
In this episode, the guys sit down with marketer and founder of Entrepreneur Addict, Matt Tompkins, to unpack the surprising overlap between addiction and entrepreneurship. They talk about the denial entrepreneurs live in (“I don’t need help,” “I can do it all myself”), the fear of stepping away from the business, and what it really takes to build something that can run without you burning out in the process. Matt breaks down how most business owners are getting ripped off by marketing agenci...
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1 month ago
1 hour 29 minutes

REIA Radio
#267: The Real Estate Rundown with Owen and Ted
In this Real Estate Rundown, Owen and Ted break down the marketing lessons they pulled from their fast-paced interview with Omaha marketer and former radio personality Matt Tompkins. They dig into why most agents and investors are wasting time on social platforms their actual customers never see, and why your Google Business Profile might secretly be the most valuable “social feed” you own. You’ll hear how Matt thinks about choosing the right marketing channels, what to watch for so you don’t...
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1 month ago
15 minutes

REIA Radio
#266: Creative Fix & Flip Strategy – Live Omaha REIA Event with Casey Gregersen
This episode is a replay from our live Omaha REIA event in early November, where Ted brings back Casey Gregersen—Wyo Houses and Bighorn Capital—for a deep dive into the Revive Method, the strategy his team is on track to use for 100 flips and roughly $5M in revenue with dramatically reduced risk. Casey breaks down how investors, wholesalers, and private lenders can all plug into this model by using the “Big 3” filters (equity, time, and value-add), structuring deals so the seller shares in t...
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1 month ago
1 hour 18 minutes

REIA Radio
#265: The Real Estate Rundown with Owen and Ted
In this Real Estate Rundown, Ted and Owen go off on one of the most painful parts of investing right now: appraisals and lenders changing the rules mid-game. From Ted’s delayed car wash deal and wasted appraisal fees to Owen’s stories of last-minute down payment shocks and nonsense tax assessments, they break down how shaky appraisals can wreck your timeline, your budget, and your blood pressure. You’ll hear why today’s market demands tighter underwriting, multiple exit strategies, and when i...
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1 month ago
18 minutes

REIA Radio
#264 AJ Osborne: Overcoming Life’s Toughest Challenge – How Self-Storage Saved His Family
A man goes into a coma, wakes up totally paralyzed, gets fired from his job in the hospital… and somehow his investments are doing better than before. In this episode, AJ Osborne walks us through the day his body shut down from Guillain-Barré syndrome, what it felt like to wake up trapped in his own head, and the moment he realized his real estate investments were quietly keeping his family afloat while he fought to stay alive. He talks about the guilt, the pain, the look on his kids’ faces ...
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1 month ago
1 hour 52 minutes

REIA Radio
#263: The Real Estate Rundown with Owen and Ted
This Real Estate Rundown gets personal. Owen and Ted talk through a serious health scare, the nightmare of dealing with the healthcare system, and what happens to your family, your money, and your peace of mind when your body suddenly taps out. Out of that mess came a promise: never again be financially exposed like that. They break down how real estate investing became the vehicle to keep that promise – not as some hype-y “get rich” play, but as a way to build boring, reliable income that st...
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1 month ago
20 minutes

REIA Radio
#262: From Burnout to Lifeonaire: Designing a Business That Serves You with Jason Wojo
Jason “Wojo” spent years doing what entrepreneurs are told to do: grind harder, stack wins, chase the next deal, and assume life will sort itself out later. On paper, it worked. In reality, it cost him his marriage, his health, and his peace. In Episode 262 of REIA Radio, Wojo opens up about what happens when your definition of success quietly burns down everything that actually matters, and how he rebuilt his life by making his business serve him instead of owning him. He talks about the emp...
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1 month ago
1 hour 15 minutes

REIA Radio
#261: The Real Estate Rundown with Owen and Ted
In this Halloween edition of The Real Estate Rundown, Owen and Ted break down why you shouldn’t sleep on land. They walk through a real-world model where a specialized team handles everything—from finding and entitling the dirt to bringing fully leased, brand-new commercial bays online in about a year. You’ll hear how investors can step into turnkey triple-net projects, leverage pre-leased spaces, explore condo-izing bays, and use land in the path of progress to create long-term, low-maintena...
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1 month ago
29 minutes

REIA Radio
#260 The Self-Made Developer: Building Wealth One Nail at a Time with Jennifer Newby
In this episode, Ted and Owen sit down with Jennifer Newby, a fearless DIY homebuilder turned developer whose story proves that grit and curiosity can outbuild any limitation. From tearing down her first house with a sledgehammer to constructing luxury homes from scratch, Jennifer turned “learning as you go” into a full-fledged business model. She shares how she and her husband built their first home using YouTube videos, library books, and pure stubbornness — living in a camper, bootstrappin...
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1 month ago
1 hour 13 minutes

REIA Radio
#259: The Real Estate Rundown with Owen and Ted
In this wild Real Estate Rundown, Ted Kaasch and Owen Dashner dive into the unpredictable world of real estate — and life. Between Ted’s Doberman swallowing a metal grill brush (yes, really) and Owen’s six-figure boiler replacement saga, this episode hits every note from chaos to comedy. They share the hidden costs of major repairs, lessons from managing large multifamily buildings, and the headaches that come with insurance deadlines, tenants, and surprise squatters. It’s real, raw, and ridi...
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2 months ago
31 minutes

REIA Radio
#258: Navigating Life’s Challenges Through Real Estate: The Journey of Ian Ziegler
In this powerful episode, Ian Ziegler opens up about his journey through unexpected health battles and how they reshaped his outlook on life and business. From tenant retention and portfolio management to the importance of having multiple exit strategies, Ian dives deep into the realities of real estate investing that most people overlook. He shares hard-earned lessons from commercial real estate, the value of adaptability in a shifting market, and how personal experiences influence the way ...
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2 months ago
1 hour 28 minutes

REIA Radio
#256: David Pickron: The Private Investigator’s Guide to Smarter Landlording
In this episode of REIA Radio, hosts Ted Kaasch and Owen Dashner sit down with David Pickron—real estate investor, licensed private investigator, and CEO of Rent Perfect—to talk about the side of real estate most landlords don’t like to discuss: evictions, screening tenants, and the tough lessons that come with managing rentals. David shares his journey from serving eviction notices in college to building one of the nation’s top investigative screening companies. He reveals what most landlord...
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2 months ago
1 hour 34 minutes

REIA Radio
#257: The Real Estate Rundown with Owen and Ted
In this episode of The Real Estate Rundown, Ted and Owen swap war stories about the glamorous (and not-so-glamorous) side of real estate investing and property management — especially when it comes to Airbnb rentals. From last-minute furnace replacements and carbon monoxide scares to guests getting locked out because of rogue brass knobs, this episode is a full-on masterclass in “what could go wrong will go wrong.” Along the way, Ted shares a huge shoutout to a local plumber who went above an...
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2 months ago
21 minutes

REIA Radio
They kick things off with some end-of-year chaos and friendly trash talk, then shift into a serious update on a newly purchased Omaha property that’s being repositioned into long- and mid-term rentals. From there, the conversation turns into a mix of strategy, war stories, and lessons learned the hard way. Owen and Ted break down hard money and private lending—what it is, why it matters, and how understanding the rules (and structuring deals correctly) can open up opportunities without you d...