Contrarian Investing with Jordan Vogel
The Insider's Edge To Real Estate Investing
Release Date: 04/30/2025
The Insider's Edge To Real Estate Investing
You’ll learn how institutional real estate investors evaluate opportunities across markets and asset classes in this conversation with Page Gostling, Managing Director and Head of Transactions for New York Life Real Estate Investors, which is an $800 billion investment management platform that sits under the Fortune 100 company. The platform fits within the company’s broader investment management business and carries out direct equity investments, joint ventures, and acquisitions across the country. Page talks about how her team uses data, local expertise, and disciplined underwriting to...
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You’ll learn about gaining an Insider’s Edge in retail real estate in this conversation with Don Tepman, Founder and Managing Partner of TownCentre Capital and widely known online as “Strip Mall Guy.” Tepman shares how his firm built its portfolio by focusing on neighborhood strip centers, starting with suburban retail properties and then expanding across the United States. You’ll hear the story behind the “Strip Mall Guy” brand and how Tepman’s anonymous social media account became a platform for sharing practical real estate insights. Tepman discusses the value of...
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You’ll learn about building wealth through disciplined, fundamentals-driven investing in this conversation with Ben Reinberg, Founder and CEO of Alliance Consolidated Group of Companies. Ben is a trailblazing entrepreneur, commercial real estate visionary, and wealth- building expert with over 30 years of transformative experience in the industry. You’ll hear how Ben evaluates certainty of close and tenant credit before committing to an investment. He shares why medical office remains resilient, how tax strategies bring benefits for investors, and why protecting the downside can create...
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You’ll learn about creating the foundation for a long-term real estate portfolio in this conversation with Jim Diamond, CEO of Diamond Properties, which was founded in 1995 and has acquired more than 125 properties, including office, warehouse, retail, residential, and land. Its affiliate Diamond Hospitality Group also owns and operates businesses under Save Haven Self Storage, Velocity Flexible Workspace, Spins Bowl, District Social, and other brands. You’ll hear about shifting into industrial real estate, buying below replacement cost, and holding assets for decades rather than chasing...
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You’ll learn about shaping a disciplined, cycle-aware investment approach in this conversation with Paul Salib, co-founder of Castellan Real Estate Partners and CRP Affordable Housing and Community Development. Paul shares how early experiences in currency trading and affordable housing finance laid the foundation for building a vertically integrated multifamily platform, acquiring over 80 properties and knowing when to sell as capital markets shifted. You’ll also hear about the logistics and complexities related to affordable housing. Paul discusses underwriting, risk management,...
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You’ll learn about urban development and housing in this episode with Doug Elenowitz, co- founder and principal of Trailbreak Partners, a Denver-based vertically integrated firm focusing on residential and multifamily investments and developments. Doug shares how their hands-on, investor-first approach has created a loyal capital base of high-net-worth individuals and family offices. You’ll hear about navigating complexities when transforming forgotten properties into places where people want to live and work. Doug also offers insight into building a strong internal culture and designing...
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You’ll learn how a national family office thinks about growth, partnerships, and market selection in this conversation with Adrian Berger, Managing Director of Acquisitions at Cyprus Equity Investments, a national multifamily portfolio with transactions that exceed $13 billion built across market-rate, affordable housing, and selective self-storage investments. Adrian explains why Cyprus focuses on top MSAs and how co-GP partnerships have enabled disciplined expansion. You’ll also hear about an affordable housing strategy, including low-income housing tax credit development and solving...
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In this episode, we uncover how to spot the high-potential opportunities that most investors miss. We’re joined by Billy Haddad, Managing Director of Partners Path, to discuss his family office’s approach to identifying partnerships built for sustainable, long-term growth. Billy opens up his playbook on evaluating political risk, structuring resilient partnerships, and identifying markets poised for returns. From the nuances of sponsor communication to executing value-add strategies in the industrial sector, this is a deep dive into the power of patient capital. You can connect with...
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You’ll hear about retail’s changing landscape in this conversation with Liz Holland, CEO of Abbell Associates, and Amy Sands, partner and head of investments at 11 North Partners. They discuss post-COVID retail trends, including why open-air, grocery-anchored centers are thriving and how work-from-home and data-driven site selection are boosting rents and occupancy. You’ll learn how consumer data can be used for acquisitions and the factors that can impact the value of a center. You’ll also gain insights into merchandise mix, leasing relationships, and light- touch value-add. Liz and...
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You’ll learn how to turn legacy buildings into modern, in-demand workplaces in this conversation with Craig Deitelzweig, President and CEO of Marx Realty, a vertically integrated, hospitality-driven owner-operator with more than 60 properties across 16 states. Craig explains why he believes the best office today feels more like a luxury hotel or favorite restaurant than a traditional tower, and how that strategy has led to full occupancy and strong rent growth. You’ll hear about being hands-on as an owner, and how smart building tech and AI can improve operations. Craig shares how Marx...
info_outlineYou’ll learn about entrepreneurship and building a long-term real estate business in this conversation with Jordan Vogel, co-founder of Benchmark Real Estate Group. Since its launch in 2009, Benchmark has specialized in purchasing existing multifamily and retail mixed-use assets in targeted U.S. East Coast markets including New York, Florida, Georgia, and Connecticut.
You’ll hear about risk-taking and raising capital, along with insights into contrarian investing and navigating regulatory environments like rent stabilization laws in New York. Jordan discusses ways to create a track of record and how to present properties to investors as opportunities for them.
You can connect with Jordan at his company website and LinkedIn
You can connect with me at:
My website: JamesNelson.com
LinkedIn: JamesNelsonNYC
Instagram: JamesNelsonNYC
Twitter: JamesNelsonNYC
My Real Estate Weekly articles: REW-online.com/author/jamesnelson
My Forbes.com articles: Forbes.com/sites/jamesnelson