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Portland Real Estate Market Update 2026 | Is NOW the Best Time to Invest?
Is 2026 the perfect time to invest in Portland real estate? In this market update, Chris Shepard breaks down the latest trends, interest rates, pricing shifts, and what investors need to know right now. Here’s what you’ll learn in this episode: Why today’s market resembles the 2008 cycle—but with key differences The real impact of high interest rates on sales activity Hidden effects of inflation on property values and returns Why this is currently a buyer’s market The 3 possi

AJ Shepard
Apr 211 min read


WIN186. How to Scale a Multifamily Portfolio with Robert Martinez
AJ: Welcome to the Westside Investors Network. WIN, your community of investing knowledge for growth. This is the real estate professionals investing podcast for real estate professionals AJ: by real estate professionals. AJ: This show is focused on the next step in your career, investing. Thank you for listening. And please, if you like our content, rate us on your podcast provider. Just a quick disclaimer, the views and opinions expressed in this podcast are for education

AJ Shepard
Apr 847 min read


WIN185. Why Flex Space and Industrial Real Estate Is Booming with Cody Payne
AJ: Welcome to the Westside 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. Thank you for listening. And please, if you like our content, rate us on your podcast provider. Just a quick disclaimer. The views and opinions expressed in this podcast are for educational purpose

AJ Shepard
Mar 3133 min read


WIN183. Real Estate Tax Lien Investing Explained with Stephen Morel
AJ: Welcome to the Westside 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. Thank you for listening. And please, if you like our content, rate us on your podcast provider. Just a quick disclaimer. The views and opinions expressed in this podcast are for educational purpose

AJ Shepard
Mar 1835 min read


WIN182. How to Use a Self-Directed IRA to Invest in Real Estate with Kaaren Hall
Intro speaker: Welcome to the Westside 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. Thank you for listening. AJ: And please, if you Intro speaker: like our content, rate us on your podcast provider. Just a quick disclaimer. The views and opinions expressed in this podca

AJ Shepard
Mar 1038 min read


WIN180. The 5 Pillars of Smart Private Real Estate Investing with Spencer Hilligoss
AJ: Welcome to the Westside 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. Thank you for listening. And please, if you like our content, rate us on your podcast provider. Just a quick disclaimer. The views and opinions expressed in this podcast Spencer H: are AJ: for educ

AJ Shepard
Mar 245 min read


WIN175. Holistic Wealth Strategy: How to Build Real Wealth Beyond Traditional Investing with Dave Wolcott
Intro speaker: Welcome to the Westside 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. Thank you for listening. And please, if you like our content, rate us on your podcast provider. Just a quick disclaimer. The views and opinions expressed in this podcast are for educatio

AJ Shepard
Nov 25, 202526 min read


WIN173. Drop & Swap Explained: How Syndicators Handle 1031 Exchange with Dugan Kelley
Intro speaker: Welcome to the Westside 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. Thank you for listening. And please, if you like our content, rate us on your podcast provider. Just a quick disclaimer. The views and opinions expressed in this podcast are for educa

AJ Shepard
Oct 13, 202531 min read


WIN Ep171. How to Vet Real Estate Deals and Sponsors Before You Invest with Wayne Courreges III
Intro speaker: Welcome to the Westside Investors Network. WIN, your community of investing knowledge for growth. This is the real estate...

AJ Shepard
Jun 17, 202528 min read
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