Property Profits Real Estate Podcast

A lot has changed in multifamily investing over the last few years.
In this episode, Zach Winner from Prosperity Commercial Real Estate explains how his team adapted by focusing on newer Class A and B+ apartment communities in business-friendly states with strong job growth and population trends.
Zach shares why workforce housing has become more challenging, how his team creates value without heavy renovations, and why they look for stabilized properties with below-market rents and untapped income opportunities.
The conversation also covers cost segregation, 1031 exchanges, investor communication, and the growing opportunity around Opportunity Zone 2.0 investing.
Key Topics Discussed
Why Zach avoids rent-controlled markets
What makes a strong multifamily market
How inflation changed renovation economics
Why newer properties reduce deferred maintenance risk
Creating value through ancillary revenue streams
Raising private capital in today’s market
How Opportunity Zone 2.0 may create new investment opportunities
Guest Information
Zach Winner
Company: Prosperity Commercial Real Estate
Call To Action
To learn more about Zach and Prosperity Commercial Real Estate, visit Prosperity CRE Website

t of real estate investors hear about tax savings from real estate but never fully understand how those strategies actually work.
In this episode, CPA and tax strategist Thomas Castelli explains the difference between passive rental losses and tax strategies that can reduce W2 or business income. He shares why short-term rentals have become a powerful tool for high-income earners and how syndicators can structure deals more efficiently from a tax perspective.
Thomas also explains why many investors wait too long before speaking with a real estate-focused CPA and why AI will change accounting firms over the next few years.
Key Topics Discussed
Why rental real estate is passive by default
How short-term rentals are treated differently under the tax code
What qualifies someone for real estate professional status
Why carried interest can lower taxes for syndicators
Common tax mistakes in operating agreements and PPMs
How AI may automate bookkeeping and tax prep work
Guest Information
Thomas Castelli
Website: The Real Estate CPA
Email:thomas.costelli@HallCPALLC.com
Call To Action
To connect with Thomas or book a free consultation, visit The Real Estate CPA Consultation Page

riple net leases sound simple on the surface, but there is a lot more strategy involved than most people realize.
In this episode, Ben Kogut from Rooster Equity explains how his company invests in industrial, retail, medical, and childcare properties using long-term triple net leases to create stable passive income for investors.
Ben shares how they structure sale leasebacks, negotiate lease extensions with existing tenants, and evaluate risk when buying commercial properties. He also explains why “boring real estate” can actually create some of the best long-term returns.
Key Topics Discussed
What makes triple net leases attractive
Why boring real estate can outperform flashy deals
Blend and extend lease strategies
Sale-leaseback opportunities
How to evaluate tenant quality and lease risk
Why below market rents matter in triple net investing
Raising capital through referrals and investor relationships
The story behind the Rooster Equity brand
Guest Information
Ben Kogut
Company: Rooster Equity
LinkedIn: Ben Kogut on LinkedIn
Call To Action
To learn more about Ben and Rooster Equity, visit: Rooster Equity Website

Most real estate stories focus on the wins.
This episode is different.
Christian Osgood joins Dave Dubeau to share the full story behind the Robin Hood Village Resort deal that nearly cost him everything. Christian explains how he went from buying duplexes to acquiring a historic resort using seller financing and partnerships, only to discover major operational problems after closing.
The conversation covers hidden payroll issues, failed business plans, difficult partnerships, and the massive effort required to rebuild the property into a successful event driven resort.
Christian also shares how creative financing helped him scale to more than 600 units and why solving difficult real estate problems became his passion.
Key Topics Discussed
Buying a historic resort with seller financing
Hidden payroll and bookkeeping problems
Why multifamily underwriting failed for hospitality
Partnership mistakes and cash call problems
Turning the resort into a music and event venue
Scaling a business to survive a bad deal
Lessons learned from creative financing
The launch of Christian’s new book on creative real estate
Guest Information
Christian Osgood
Instagram: Christian Osgood Instagram
YouTube: Multifamily Strategy YouTube Channel
Book: The Book on Creative Real Estate on Amazon
Call To Action
To connect with Christian or learn more about creative financing strategies, reach out through Instagram, YouTube, or his new book.

Most investors know they need better systems. The problem is they cannot afford a full staff to handle leads, follow up, admin work, and tenant communication.
George Knowlton built a solution by creating a team of AI employees that handle many of those tasks automatically. In this episode, he explains how these AI agents answer calls, respond to emails, schedule appointments, and even help manage maintenance coordination for multifamily properties.
George also shares how he uses AI to stay conservative in his investing decisions while still using cutting-edge technology inside his business.
Key Topics Discussed:
How AI agents improve speed to lead• Why consistent follow-up matters more than perfection• Using AI to handle maintenance and vendor communication• Building AI employees around company culture and values• George’s “postage stamp” luxury home strategy in Pacific Palisades• How AI can reduce real estate admin work by up to 80%
Guest Information:
George KnowltonSquare Up ConstructionSmile CompanyTide360 Business Operating System
Connect with George on LinkedIn: LinkedIn Profile
Call To Action:
Reach out to George directly on LinkedIn if you are a business owner, developer, asset manager, or multifamily operator interested in implementing AI employees into your business.

Selling a multifamily property can trigger a huge tax bill. Michael Velasco explains how investors can legally defer those taxes using 1031 exchanges.
In this episode, Michael walks through the core rules investors need to know before selling an investment property. He explains forward exchanges, reverse exchanges, and improvement exchanges using real-world examples that make the process easier to understand.
The conversation also covers common mistakes investors make, why the 45-day timeline can create pressure, and why investors should contact a qualified intermediary before listing a property for sale.
Key Topics Discussed:
The basic rules behind 1031 exchanges
Equal or greater value requirements
The difference between forward and reverse exchanges
How improvement exchanges work for value-added projects
Why the 45-day timeline creates challenges
Common mistakes investors make before selling
Why experienced investors often prefer reverse exchanges
Guest Information:
Michael VelascoQualified Intermediary1031 Exchangeable
Website: 1031 Exchangeable
Call To Action:
Visit Michael’s website to schedule a consultation, access educational resources, and learn more about how 1031 exchanges work before listing an investment property for sale.

A lot of multifamily investors chased booming Sun Belt markets over the last few years. Mark Purtell and Preston Hartsell took a different approach.
In this episode, the partners behind Valoran Capital Management explain why they are focused on workforce housing in secondary and tertiary markets across the Northeast, Midwest, and Rust Belt. They also discuss how rising interest rates and oversupply created stress in many multifamily assets and where they see opportunity moving forward.
The conversation covers local operator partnerships, patient capital, and why supply-constrained markets may become more attractive over the next several years.
Key Topics Discussed:
Why Valoran focuses on workforce housing
The risks of oversupply in fast-growing markets
Why local operators matter in multifamily investing
How their 10-year closed-end fund works
The importance of matching debt terms to business plans
Why they believe supply and demand may shift back in favor of owners
Guest Information:
Mark PurtellPreston HartsellValoran Capital Management
Contact: mark.pertel@valorancapitalmanagement.com
Website: Valoran Capital Management
Call To Action:
Reach out to Mark and Preston if you are an operator looking for equity partnerships or an accredited investor interested in workforce housing opportunities.

Amy Pratt is juggling more businesses than most people could imagine.
She runs a salon full-time, flips houses, brokers private lending, owns rentals, and still finds time to help newer investors learn the business.
In this episode, Amy shares how partnerships and networking helped her build a real estate business without stepping away from her existing career. She also talks about learning real estate through trial and error, discovering private lending after struggling with traditional banks, and why she now helps investors avoid bad deals.
The conversation covers flipping houses, private funding, seller financing, partnerships, and how Amy manages several businesses at once while keeping everything moving forward.
Key topics discussed:
Building a real estate business while running a salon
Using partnerships to manage flips and projects
Finding deals through networking and referrals
Seller financing and early investment strategies
Private lending and hard money loans
Why many investors underestimate holding costs
Helping newer investors avoid bad deals
Plans for coaching and local networking groups
Guest Information:
Amy Pratt
Facebook: Pratt Private Funding
Instagram: Amy Pratt
Call To Action:
Connect with Amy Pratt on Facebook through Pratt Private Funding to learn more about investing and private lending opportunities.

Ben Allgeyer got tired of the grind.
After years of managing large-scale house-flipping operations, huge teams, and nonstop stress, Ben and his business partner decided they wanted something different. In this episode, Ben explains how they rebuilt their business around simplicity, lifestyle, and a leaner operating model.
The conversation focuses heavily on novations, a hybrid strategy between wholesaling and retail sales that allows homeowners to receive significantly more than a traditional cash offer while still keeping the process simple and hands off.
Ben also shares how his company operates nationwide with a small team, why they target smaller markets, and how social media partnerships completely changed their lead generation strategy.
Key topics discussed:
What novations are and how they work
Why Ben moved away from high-volume flipping
Building a lean real estate business
Generating leads through partnerships instead of ads
Using social media to grow the business
Why smaller markets create opportunities
Creating a business that supports lifestyle goals
Guest Information:
Ben Allgeyer
Instagram: @TheBenAllgaier
Call To Action:
Connect with Ben Allgeyer on Instagram at @TheBenAllgeyer to learn more about innovations and his real estate business model.

A lot of multifamily operators made money during the easy years.
Mark Shuler says today’s market is exposing who can actually operate.
In this episode, Mark shares what it really takes to manage over 4,200 apartment units in a difficult market environment. He explains how his vertically integrated company handles management, construction, supply chains, and operations while adapting to flat rents, tenant fraud, and rising pressure across multifamily housing.
Mark also talks about how AI is changing the business, why retention matters more than churn right now, and why he believes the next two years may create major acquisition opportunities for experienced operators.
Key topics discussed:
Going from architecture into apartment investing
Building a vertically integrated multifamily company
Managing over 4,200 units in Houston
Using AI for due diligence and tenant screening
Why operations matter more than ever
Challenges with tenant fraud and concessions
Distressed multifamily opportunities ahead
Why experienced operators may benefit in the next cycle
Guest Information: Mark Shuler
SGRE Investments
Website: sgrinvestments.com
Call To Action:
Visit sgrinvestments.com to connect with Mark Shuler and learn more about multifamily investing and operations.