AJ and Chris Shepard
195 episodes listed below
Commercial real estate talk with operating detail.
Westside Investors Network keeps its real estate conversations close to the work: buying, managing, financing, and turning around property. Recent episodes move from Texas multifamily operations to small bay industrial parks, tax lien investing, self-directed IRAs, senior housing, and interest-rate deal cycles.
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Westside Investors Network is a commercial real estate investing interview show with a strong operating bias. It is less interested in abstract wealth-building talk than in what happens when a property has tenants, staff, debt, vacancies, repairs, and a business plan that has to survive contact with the market. Recent episodes show that preference clearly. Robert Martinez talks through scaling a multifamily portfolio and the management layers that come with more units, more employees, and more investor capital. Cody Payne brings the conversation into small bay industrial parks, where parking, mezzanine space, storage, and tenant retention can change the economics of a property. Joe Rinderknecht frames distressed multifamily through short sales, construction debt, supply constraints, and the difference between markets with too much new product and markets where building is painfully slow. Stephen Morrell brings tax sale investing into the mix through property law, delinquent tax systems, and AI-assisted access to tax lien research. Kaaren Hall covers self-directed IRAs and the path from real estate work into retirement-account investing outside traditional Wall Street channels. Brian Burke adds a cycle-timing lens, with discussion of selling multifamily before the 2022 market break and pivoting into senior housing, assisted living, skilled nursing, and memory care. Spencer Hilligoss brings private placements and passive-investor evaluation into the conversation. Across those topics, the show stays close to execution. It asks how a lease term, refinance event, property manager, local permitting environment, or tenant amenity affects the outcome. The pacing is measured. Guests often get time to explain the full chain of reasoning, while the interviewer keeps pulling the conversation back toward deal structure and operating reality. That makes the show useful for listeners who already know the basic vocabulary of real estate investing and want more specificity. It is not a glossy overview. It is a practical feed of investor conversations about how commercial real estate deals are found, financed, improved, managed, and judged after the pitch deck is gone.
Made for: Built for real estate professionals, operators, and investors who already understand the basics and want sharper deal-level context. It also suits curious property professionals comparing asset classes, capital structures, and market timing.
What sets it apart: The show’s edge is its patience with the unglamorous mechanics: parking counts, manager performance, refinance pressure, tenant retention, permitting delays, and small operational changes that move returns. It feels like a working conversation between real estate people, not a scripted market briefing.
Welcome to the West Side Investors Network, WIN, your community of investing knowledge for growth. This is the Real Estate Professionals Investing Podcast. For Real Estate Professionals by Real Estate Professionals. This show is focused on the next step in your career....... investing.
Based on 5 episodes we listened to · September 2026
WIN makes commercial property investing legible through detailed conversations about operations, financing, due diligence and value creation.
Westside Investors Network turns commercial real estate conversations into working sessions. AJ keeps guests focused on the decisions behind a deal: operating numbers, financing pressure, staffing layers, occupancy and the physical changes that can improve an asset.
A facility owner's whiteboard uses red for delinquent rent; your inner spreadsheet just flinched.
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Short reviews from the PlayNext desk, based on the episodes we processed.
A practical look at scaling a real estate team through hiring and operations.
Robert Martinez keeps the discussion on operations rather than legend. He moves from a couple of deals to a much larger platform and spends the most time on the management layers that come with that shift.
A grounded look at the practical levers behind small bay industrial.
Small bay industrial real estate sits at the center of this episode, which keeps circling back to the practical levers that can make a park work better: parking, mezzanine space, tenant retention, and a few other operational fixes.
A plainspoken look at multifamily distress, with underwriting and operating realities front and center.
Westside Investors Network keeps the focus on multifamily distress without turning it into a theory lesson. Joe Rinderknecht brings an operator's view, and the useful parts are the practical ones: short sales, construction loans waiting on occupancy, and what high financing…
A clear look at how real estate capital can move into the next deal through a compliant structure.
This conversation stays focused on the mechanics of selling a real estate syndication and rolling the capital into the next investment without losing sight of the structure.
A plainspoken look at self-storage as an operating business, not just an asset class.
Joe Downs walks through an entrepreneurial path with a mix of wins and misses before settling into self-storage, and the episode really comes alive once the talk turns practical.
Short-term rental lessons from the operator side.
Chris of Uptown Syndication says 4633 Southwest Huber has been in disposition for three years despite a completed value-add plan and ongoing cash flow.
Robert Martinez starts nowhere near real estate.
Small bay industrial gets practical fast here.
AJ talks with Joe Rinderknecht, who is based in Eastern Idaho and connected to the cowboy hat story.
This episode features an interview with Stephen Morel, founder of Jurisdeed, explaining how his AI platform democratizes tax lien investing for real estate professionals.
Kaaren Hall discusses how to use self-directed IRAs to invest in real estate, sharing her career journey and the benefits of alternative retirement investments.
Interview with real estate investor Brian Burke discussing his 36-year career, pivot to senior housing, and his book on passive investing.
An interview with Spencer Hillegoss about his experience in real estate investing and private placements.
A real estate investing podcast for professionals, featuring an interview with a seasoned multifamily broker discussing market insights and personal investment strategies.
A real estate investing podcast where host Trent Werner interviews Joey Muray about alternative investment strategies for generating passive monthly income and achieving financial independence.
Host Trent Werner interviews self storage developers Bill Kanatis and Ben Salzberg about their underwriting process, deal sourcing, and operational strategies.
The conversation opens casually.
Trent Werner sits down with Joe Downs, co-founder of the Bellrose Group, for a Deal Deep Dive on self-storage investing.
Host Trent Werner interviews Whitney Elkins Hutton about questions limited partner investors should ask operators when evaluating real estate deals.
Host Trent Werner interviews Anne-Michelle Warrer about her real estate investing journey, from fix-and-flip to building a 55+ community in Panama.
Host Trent Werner interviews Michael Volgarakis about successful real estate investing strategies in high-priced markets like Seattle.
A real estate investing podcast where host Trent Werner interviews Jay Conner about his private money lending business and how to get started.
A real estate investing podcast where host Trent Werner interviews Dave Seymour about transitioning from firefighting to wholesaling, house flipping, and multifamily syndication.
Host Trent Werner interviews Mark Podolsky, The Land Geek, about his journey and strategies for investing in land to create cash flow.
Host Trent Werner interviews Will Matheson about his journey from broker to multifamily syndicator with over $100 million in assets.
Host Trent Werner interviews Neil Bawa about multifamily real estate investing, focusing on a specific value-add deal near Chattanooga.
Host Trent Werner interviews Andrew Cushman about his transition from chemical engineering to real estate syndication and a specific deal in Carrollton, Georgia.
A real estate investing podcast where host Trent Werner interviews Brian Ferguson about his 18-year career and a specific deal, covering finding, financing, and due diligence.
Host Trent Werner interviews Arne Sinodella about his transition from single family to multifamily real estate syndications.
Host Trent Werner interviews Vanessa Alfaro about her entrepreneurial journey and a 96-unit real estate syndication deal in Missouri.
Host Trent Werner interviews Jim Shields about transitioning from flipping homes to build-to-rent quadplexes, achieving 10-11% cash-on-cash returns.
Host Trent Werner interviews Dennis Shapiro about blending traditional and alternative investments in a real estate portfolio.
Host Trent Werner interviews Stephen Andrews about his real estate investing career, his book The New American Dream, and a $500,000 giveaway.
This episode features Chris Linger discussing his transition from military to multifamily real estate investing, focusing on overcoming vacancies and delinquencies in a 200-unit apartment complex in Texas.
This episode features Sam Eddinger discussing why in-house property management is transformative for real estate investors, drawing from his family's experience building a multimillion-dollar portfolio.
Wyatt Simon shares his journey from corporate America to building a $20 million real estate portfolio using the BRRRR strategy after being inspired by Rich Dad Poor Dad.
This episode features an interview with Rob Beardsley, founder of Lone Star Capital, discussing his journey in Texas multifamily real estate investing and strategies for ensuring deals are financially viable with the right mortgage.
This episode features Trevor Oldham discussing how his podcasting expertise intersects with real estate investment, focusing on a self-storage development deal he invested in as a limited partner.