Westside Investors Network (WIN) copertina

Westside Investors Network (WIN)

Westside Investors Network (WIN)

Di: AJ and Chris Shepard
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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.2026 Uptown Syndication Economia Finanza personale Successo personale Sviluppo personale
Episodi
  • 194. The Syndication Blueprint (Part 4 of 4): How to Know When It’s Time to Sell a Multifamily Asset

    194. The Syndication Blueprint (Part 4 of 4): How to Know When It’s Time to Sell a Multifamily Asset
    Aug 26 2026
    Check the episode transcript hereABOUT CHRIS SHEPARD Chris Shepard is an experienced real estate investor, property manager, and real estate agent. He owns property in multiple states and chooses to invest in Portland, Oregon. He has completed multiple 1031 exchanges and cost segregations to maximize the tax benefits of investing in real property. Chris also holds the principal broker’s license for Uptown Properties LLC and is responsible for its real estate activities. On top of his state license, Chris holds a Certified Property Manager (CPM) designation from the Institute of Real Estate Management (IREM). He graduated with a Bachelor of Science in Business Finance at the University of Arizona. With his extensive background in deal analysis and negotiation, he provides incredible value to this company and its projects. ABOUT SEAN POGGI Sean is the Asset Manager of Uptown Syndication. He graduated from the University of Oregon with a Bachelor of Science in Business Administration and brings over 14 years of leadership experience with Apple Inc. Sean has been actively investing in real estate since 2015, with experience managing both short-term and long-term rental properties, including out-of-state investments. As a passionate Project Manager and Entrepreneur, Sean is focused on driving operational efficiency, overseeing asset performance, and supporting the long-term success of each investment opportunity. THIS TOPIC IN A NUTSHELL: The Disposition Stage Knowing When to Sell Setting a Target Sale Price Choosing a Multifamily Broker Preparing an Asset for Sale Creating Buyer Upside Cap Rates and NOI Understanding NOI Scenarios Beyond Cap Rates Balancing Timing and Returns When Exit Plans Change Investor Waterfalls at Sale Lessons From a Completed Disposition Adjusting Exit Underwriting The Current Multifamily Market What Comes Next and Potential Buying Opportunities KEY QUOTE: “You have to be ready for when the market meets your sale price.” ABOUT THE WESTSIDE INVESTORS NETWORK The Westside Investors Network is your community for investing knowledge for growth. For real estate professionals by real estate professionals. This show is focused on the next step in your career... investing, for those starting with nothing to multifamily syndication. The Westside Investors Network strives to bring knowledge and education to real estate professionals that is seeking to gain more freedom in their life. The host AJ and Chris Shepard, are committed to sharing the wealth of knowledge that they have gained throughout the years to allow others the opportunity to learn and grow in their investing. They own Uptown Properties, a successful Property Management, and Brokerage Company. If you are interested in Property Management in the Portland Metro or Bend Metro Areas, please visit www.uptownpm.com. If you are interested in investing in multifamily syndication, please visit www.uptownsyndication.com. We would like to thank our Sponsors: OffsitePros and MyMoneyWorksForMe #RealEstateInvesting #MultifamilyInvesting #MultifamilySyndication #RealEstateSyndication #RealEstateInvestors #PassiveInvesting #PassiveIncome #CommercialRealEstate #MultifamilyRealEstate #RealEstateEducation #RealEstatePodcast #PropertyInvesting #ApartmentInvesting #ApartmentSyndication #RealEstateWealth #WealthBuilding #InvestmentStrategy #RealEstateStrategy #ExitStrategy #MultifamilyInvestors #RealEstateProfessionals #PropertyInvestors #RealEstateEntrepreneur #RealEstateMarket #CapRates #NOI #RealEstateUnderwriting #InvestmentProperty #RealEstateFinance #FinancialFreedom CONNECT WITH SEAN AND CHRIS: Sean’s LinkedIn: https://www.linkedin.com/in/seanpoggi Email: syndication@uptownpm.com Website: https://www.uptownsyndication.com CONNECT WITH US For more information about investing with AJ and Chris: · Uptown Syndication | https://www.uptownsyndication.com/ · LinkedIn | https://www.linkedin.com/company/71673294/admin/ For information on Portland Property Management: · Uptown Properties | http://www.uptownpm.com · Youtube | @UptownProperties Westside Investors Network · Website | https://www.westsideinvestorsnetwork.com/ · Twitter | https://twitter.com/WIN_pdx · Instagram | @westsideinvestorsnetwork · LinkedIn | https://www.linkedin.com/groups/13949165/ · Facebook | @WestsideInvestorsNetwork · Tiktok| @WestsideInvestorsNetwork · Youtube | @WestsideInvestorsNetwork
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    38 min
  • 193. The Syndication Blueprint (Part 3 of 4): The Stabilization Phase with Chris Shepard & Sean Poggi

    193. The Syndication Blueprint (Part 3 of 4): The Stabilization Phase with Chris Shepard & Sean Poggi
    Aug 19 2026
    Check the episode transcript hereABOUT CHRIS SHEPARD Chris Shepard is an experienced real estate investor, property manager, and real estate agent. He owns property in multiple states and chooses to invest in Portland Oregon. He has completed multiple 1031 exchanges and cost segregations to maximize the tax benefits of investing in real property. Chris also holds the principal brokers’ license for Uptown Properties LLC and is responsible for its real estate activities. On top of his state license, Chris holds a Certified Property Manager (CPM) designation from the Institute of Real Estate Management (IREM). He graduated with a Bachelor of Science in Business Finance at the University of Arizona. With his extensive background in deal analysis and negotiation, he provides incredible value to this company and its projects. ABOUT SEAN POGGI Sean is the Asset Manager of Uptown Syndication. He graduated from the University of Oregon with a Bachelor of Science in Business Administration and brings over 14 years of leadership experience with Apple Inc. Sean has been actively investing in real estate since 2015, with experience managing both short-term and long-term rental properties, including out-of-state investments. As a passionate Project Manager and Entrepreneur, Sean is focused on driving operational efficiency, overseeing asset performance, and supporting the long-term success of each investment opportunity. THIS TOPIC IN A NUTSHELL: Defining the Stabilization Stage in a Multifamily Syndication Lifecycle. When a Value-Add Property Is Considered Fully Stabilized. Refinancing, Permanent Debt & Achieving Sustainable Operations. Maximizing Net Operating Performance Through Occupancy & Rent Growth. Why Vacancy & Tenant Turnover Are the Biggest Threats to Stabilized Assets. Lead Metrics Every Asset Manager Should Track During Stabilization. Creating an Efficient Turnover Process to Reduce Vacancy Loss. Using Pre-Move-Out Inspections to Improve Planning & Execution. Understanding A, C & F Turnover Grades and Their Impact on Asset Performance. Balancing Renovation Costs with Long-Term Property Value Creation. Leasing Strategies for Stabilized Multifamily Properties in a Competitive Market. Navigating Market Concessions, Class A Competition & Oregon Leasing Challenges. Improving Tenant Satisfaction Through Responsive Maintenance & Communication. The Four Pillars of Successful Stabilized Asset Management. Knowing When It's Time to Hold or Sell a Stabilized Multifamily Asset. KEY QUOTE: “Revenue is a lag measure. The actions that drive it are the lead measures.” ABOUT THE WESTSIDE INVESTORS NETWORK The Westside Investors Network is your community for investing knowledge for growth. For real estate professionals by real estate professionals. This show is focused on the next step in your career... investing, for those starting with nothing to multifamily syndication. The Westside Investors Network strives to bring knowledge and education to real estate professionals that is seeking to gain more freedom in their life. The host AJ and Chris Shepard, are committed to sharing the wealth of knowledge that they have gained throughout the years to allow others the opportunity to learn and grow in their investing. They own Uptown Properties, a successful Property Management, and Brokerage Company. If you are interested in Property Management in the Portland Metro or Bend Metro Areas, please visit www.uptownpm.com. If you are interested in investing in multifamily syndication, please visit www.uptownsyndication.com. We would like to thank our Sponsors: OffsitePros and MyMoneyWorksForMe #RealEstateInvesting #MultifamilyInvesting #RealEstateSyndication #MultifamilySyndication #ApartmentInvesting #PassiveInvesting #PassiveIncome #RealEstateInvestors #MultifamilyRealEstate #RealEstateProfessionals #AssetManagement #MultifamilyAssets #ValueAddRealEstate #ValueAddInvesting #ApartmentSyndication #RealEstateWealth #WealthBuilding #RealEstateEducation #RealEstatePodcast #InvestingInRealEstate #CommercialRealEstate #RentalPropertyInvesting #PropertyManagement #RealEstateStrategy #RealEstateCareer #InvestorEducation #PassiveRealEstateInvesting #MultifamilyInvestor #ApartmentInvestors #WINPodcast CONNECT WITH SEAN AND CHRIS: Sean’s LinkedIn: https://www.linkedin.com/in/seanpoggi Email: syndication@uptownpm.com Website: https://www.uptownsyndication.com CONNECT WITH US For more information about investing with AJ and Chris: · Uptown Syndication | https://www.uptownsyndication.com/ · LinkedIn | https://www.linkedin.com/company/71673294/admin/ For information on Portland Property Management: · Uptown Properties | http://www.uptownpm.com · Youtube | @UptownProperties Westside Investors Network · Website | https://www.westsideinvestorsnetwork.com/ · Twitter | https://twitter.com/WIN_pdx · Instagram | @westsideinvestorsnetwork...
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    29 min
  • 192. The Syndication Blueprint (Part 2 of 4): Building Value Through Acquisition in Multifamily Investing

    192. The Syndication Blueprint (Part 2 of 4): Building Value Through Acquisition in Multifamily Investing
    Aug 12 2026
    Check the episode transcript hereABOUT SEAN POGGI Sean is the Asset Manager of Uptown Syndication. He graduated from the University of Oregon with a Bachelor of Science in Business Administration and brings over 14 years of leadership experience with Apple Inc. Sean has been actively investing in real estate since 2015, with experience managing both short-term and long-term rental properties, including out-of-state investments. As a passionate Project Manager and Entrepreneur, Sean is focused on driving operational efficiency, overseeing asset performance, and supporting the long-term success of each investment opportunity. ABOUT CHRIS SHEPARD Chris Shepard is an experienced real estate investor, property manager, and real estate agent. He owns property in multiple states and chooses to invest in Portland Oregon. He has completed multiple 1031 exchanges and cost segregations to maximize the tax benefits of investing in real property. Chris also holds the principal brokers’ license for Uptown Properties LLC and is responsible for its real estate activities. On top of his state license, Chris holds a Certified Property Manager (CPM) designation from the Institute of Real Estate Management (IREM). He graduated with a Bachelor of Science in Business Finance at the University of Arizona. With his extensive background in deal analysis and negotiation, he provides incredible value to this company and its projects. THIS TOPIC IN A NUTSHELL: Understanding the Acquisition Stage in Multifamily Syndication How to Source Off-Market & Broker Relationships for Better Deals Building Credibility Through Track Record & Broker Trust The "Napkin Rule" for Quickly Evaluating Investment Opportunities Why Location Still Matters More Than Ever How to Underwrite Multifamily Deals Conservatively Balancing Value-Add Opportunities with Investment Risk Creating a CapEx Budget That Maximizes ROI Bridge Financing vs. Permanent Debt: Choosing the Right Leverage Planning an Effective Value-Add Strategy Before Closing What Happens During the Stabilization Phase Property Management Improvements That Increase Asset Value Cosmetic Renovations That Deliver the Highest Returns Managing Tenant Communication During Property Transitions How to Balance Occupancy, Rent Growth & Cash Flow Overcoming Operational Challenges During Stabilization Measuring Success: When Is a Property Truly Stabilized? The Importance of Communication Across Brokers, Contractors & Property Managers Setting Clear Goals, Timelines & Performance Benchmarks for Every Deal Executing a Value-Add Business Plan That Creates Long-Term Investor Returns KEY QUOTE: "A value-add plan creates the roadmap. Execution creates the returns." ABOUT THE WESTSIDE INVESTORS NETWORK The Westside Investors Network is your community for investing knowledge for growth. For real estate professionals by real estate professionals. This show is focused on the next step in your career... investing, for those starting with nothing to multifamily syndication. The Westside Investors Network strives to bring knowledge and education to real estate professionals that is seeking to gain more freedom in their life. The host AJ and Chris Shepard, are committed to sharing the wealth of knowledge that they have gained throughout the years to allow others the opportunity to learn and grow in their investing. They own Uptown Properties, a successful Property Management, and Brokerage Company. If you are interested in Property Management in the Portland Metro or Bend Metro Areas, please visit www.uptownpm.com. If you are interested in investing in multifamily syndication, please visit www.uptownsyndication.com. We would like to thank our Sponsors: OffsitePros and MyMoneyWorksForMe #RealEstateInvesting #MultifamilyInvesting #RealEstateSyndication #ApartmentInvesting #PassiveInvesting #CommercialRealEstate #MultifamilySyndication #ValueAddInvesting #CashFlowInvesting #RealEstateEducation #InvestorEducation #PropertyManagement #ApartmentSyndication #RealEstatePodcast #PassiveIncome #FinancialFreedom #InvestmentStrategy #DealAnalysis #Underwriting #AssetManagement #CommercialProperty #RealEstateInvestor #SyndicationCycle #InvestmentOpportunities #WealthBuilding #PortfolioGrowth #CashFlow #RealEstateBusiness #RealEstateProfessionals #WINPodcast CONNECT WITH SEAN AND CHRIS: Sean’s LinkedIn: https://www.linkedin.com/in/seanpoggi Email: syndication@uptownpm.com Website: https://www.uptownsyndication.com CONNECT WITH US For more information about investing with AJ and Chris: · Uptown Syndication | https://www.uptownsyndication.com/ · LinkedIn | https://www.linkedin.com/company/71673294/admin/ For information on Portland Property Management: · Uptown Properties | http://www.uptownpm.com · Youtube | @UptownProperties Westside Investors Network · Website | https://www.westsideinvestorsnetwork.com/ · ...
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    52 min
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