AJ and Chris Shepard
Westside Investors Network (WIN)
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.
Author
AJ and Chris Shepard
Category
Podcast website
Latest episode
Jul 8, 2026
Where to listen?
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Episodes
138. How Podcasting Drives Investment Opportunities with Trevor Oldham 31.07.2024 27:15
ABOUT TREVOR OLDHAM In 2017, Trevor Oldham created Podcasting You in response to the necessity for outstanding real estate investors to have the opportunity to spread their narrative on high-ranking podcasts. So far, Podcasting You has worked with 400+ real estate professionals and booked 6,500+ interviews. Trevor himself is committed to a NNN Deal, Multifamily, and Self-Storage Development Deal,...
137. From Litigator to Syndicator: How Legal Expertise Fuels Real Estate Wins with Tilden Moschetti 26.06.2024 26:09
ABOUT TILDEN MOSCHETTI Tilden Moschetti is a commercial real estate and syndication attorney for the Moschetti Law Group. He holds an MBA in addition to a law degree, is a Certified Commercial Investment Member, and has advanced financial analysis training that allows him to offer clients a clear view on the economic decisions they are making. Tilden has served exclusively as legal counsel to s...
136. From Mail to Mixed-Use: Turning a Post Office into a Multifamily Gem with Kenny Wolfe 05.06.2024 23:50
ABOUT KENNY WOLFE Kenny Wolfe is an experienced multifamily syndicator, the Founder and CEO of Wolfe Investments, and the published author of “Investing in the Dream”, and “Your Quest to Financial Freedom." He invested in his first multifamily property in 2010 and instantly saw the potential for real estate to transform his life – allowing him to quit his day job and start a company. Kenny has...
135. Getting Creative with Deals and Leveraging Preferred Equity in Real Estate with Darin Davis 22.05.2024 38:06
ABOUT DARIN DAVIS Darin is the Principal at Club Capital. He is an eminent industry leader and entrepreneur with over 25 years of real estate experience and more than $1B in debt and equity as a Sponsor or LP. Having experienced several market corrections, Darin led predecessor companies to pivot and deliver exceptional returns in residential, retail, NNN, and multifamily assets. He recently found...
134. Deal Deep-Dive: Land of Opportunity and Passive Wealth Creation with Brent Bowers 01.05.2024 29:41
ABOUT BRENT BOWERS Brent Bowers is the Land Coach at The Land Sharks. As an Army Officer with over 8 years of service, Brent Bowers was spending a great deal of time away from his family, and he knew he needed to make some changes in order to be more present with his wife and children. His interest in real estate began in 2007 when he purchased his first home. While Brent invests in many different...
133. Deal Deep-Dive: Leveraging Financial Acumen for Real Estate Growth with Ryan Emrich 24.04.2024 38:34
ABOUT RYAN EMRICH Ryan Emrich is a real estate investor whose journey began as a full-time CPA buying a 3-family househack in Worcester, MA in 2019. Utilizing HELOCs and strategic partnerships, Ryan was able to invest in larger value-add deals. Leveraging his financial expertise and strategic acumen from working in accounting and finance, Ryan quickly expanded his portfolio, amassing nearly 90 uni...
132. Deal Deep-Dive: Finding Opportunity in Adversity with Ed Mathews 03.04.2024 31:32
ABOUT ED MATHEWS Ed Mathews is a seasoned real estate investor and the Founder of Clark St Capital. With over a decade of experience, Ed built a portfolio of multifamily properties in CT and Southeast US. For 24+ years, he worked for Silicon Valley start-ups, honing his skills in the go-to tech world. It wasn't until 2011 that Ed bought his first rental property. In 2018, he left the rat race to...
131. Empowering Minds and Building Portfolios through Real Estate with Drew Whitson 27.03.2024 29:10
ABOUT DREW WHITSON Drew began his real estate career working for a boutique investment banking firm in St. Paul, MN which specialized in the syndication of public and private limited partnership real estate funds focusing on net-leased single-tenant properties. Drew began investing in real estate by purchasing single-family homes in his hometown of St. Paul MN and later expanded to apartment syndi...
130. Deal Deep Dive: Wholesaling Strategies for Building Wealth in Real Estate with Jake Burhans 20.03.2024 42:00
ABOUT JAKE BURHANS Jake Burhans is a real estate entrepreneur who owns and operates two separate companies. With QA Home Buyers he is on a mission to empower communities by providing solutions for homeowners looking to sell their properties. Additionally, with Maple Birch Properties he is an active real estate investor with holdings in the New Hampshire area. Jake graduated from the University of...
129. Syndication Synergy: Devin's Role in Uptown's Strategic Vision 13.03.2024 33:35
ABOUT DEVIN KELLY Devin Kelly is a fifth-generation Oregonian and has shared a passion for adventure and the outdoors since childhood. After living in Costa Rica in 2002, he moved back to Oregon and spent 7 years as a commercial real estate broker specializing in Industrial sales and leasing. In 2006, he founded Oregon Active, a non-profit providing adventure therapy to people with disabilities a...
128. Investor's Approach to Market Fluctuations with Jordan Silvester 28.02.2024 49:30
ABOUT JORDAN SILVESTER With a rich history in real estate, tracing back to learning the ropes from his father, Jordan Silvester has carved a niche in Windsor, Ontario's real estate market, since 2007. Not just a realtor but a real estate investor has done more than 800 deals already. Jordan is celebrated as one of Windsor's top realtors, navigating through every facet of the journey, from first ho...
127. The Syndicator's Journey: How to Position Yourself as a General Partner with Shannon Robnett 21.02.2024 37:48
ABOUT SHANNON ROBNETT Shannon is a Real Estate Developer and Syndicator focusing on Multifamily and Industrial real estate in the greater Boise area. He has financed projects with private investors, institutional investors, family offices/wealth managers, and through raising syndication capital with limited partner investors. Along with his team at Shannon Robnett Industries (SRI), Shannon is ded...
126. Bridging the Gap and Building a Community of Real Estate Investors with Brian Davis 14.02.2024 46:06
ABOUT BRIAN DAVIS Brian Davis is a real estate investor, personal finance writer, and co-founder of SparkRental with over two decades in the real estate and finance industries. He owns fractional shares in over 2,000 units and regularly contributes as a real estate and personal finance expert for Inman, BiggerPockets, R.E.tipster, and more. Along with his wife and daughter, he spends most of t...
125. Deal Deep-Dive: How to Handle Tough Conversations with Investors with Randy Langenderfer 07.02.2024 32:29
ABOUT RANDY LANGENDERFER Randy is President of InvestArk Properties, LLC focusing on creating investor value and passive income returns for the busy professional. Randy is a former Chief Compliance and Audit Officer for a large academic medical institution, now a full-time real estate investor. With an MBA in finance, he has a keen understanding of how to analyze and review real estate investmen...
124. Deal Deep-Dive: The Hidden Value of Medium-Term Rentals with Sarah Weaver 31.01.2024 41:02
ABOUT SARAH WEAVER Sarah Weaver is an author, speaker, coach, real estate investor, and business owner. Sarah runs three businesses that serve both real estate investors and real estate agents. She travels the country coaching real estate agents and hosting intimate retreats for investors. Talk about a dream life. Sarah owns 19 units in four states. This includes nine furnished rentals—all of whic...
123. Deal Deep-Dive: Why Value Add CRE is a game changer with Mike Holdwick 24.01.2024 31:30
ABOUT MIKE HOLDWICK Mike Holdwick is an accomplished real estate investor with a background in engineering design and construction. With a successful track record spanning over a decade, he is highly skilled in a variety of investment strategies and real estate classes. Currently, he owns and manages 5 commercial properties and a short-term rental with over 25 tenants. Mike is experienced in a wid...
122. Scaling Your Deal Flow with the Entrepreneurial Mindset with Tim Calise 17.01.2024 21:56
ABOUT TIM CALISE Tim is a versatile entrepreneur, investor, consultant, and podcast host who helps service business owners uncover the profits hidden inside their existing businesses. By the age of 25, Tim had raised over $325mm for his investment company before moving on to building a 7-figure tech-enabled fitness business alongside his wife. Most recently, Tim was one of the 4 Executive Team mem...
121. From Check-Ins to Lease Agreements: The Hotel-to-Apartment Conversion with Scott Fouser 10.01.2024 27:48
ABOUT SCOTT FOUSER Since September 2015, Scott has served as Chief Revenue Officer for Househappy, a leading-edge home service and technology platform. His role in the company came as a result of Househappy’s acquisition of GruntWorks, which he founded in 2011. Scott’s other ventures have included RealNet, LeaseEasy, Tax Refund Centers, and Pacific West Properties. RealNet was one of the first...
120. Deal Deep-Dive: From Tech Projects to Real Estate Deals with John Todderud 20.12.2023 29:57
ABOUT JOHN TODDERUD John Todderud, owner of Cardinal Oak Investments, is a multifamily investor and syndicator who focuses on sourcing, underwriting, sponsoring, and capital raising for deals. He began in real estate during his software and technology career, buying multifamily real estate. First smaller properties, focusing on finding vendors to repair, improve, and manage, then shifting his focu...
119. Lawyer Turned Investor: Scaling up in Commercial Real Estate with Zach Winner 13.12.2023 25:08
ABOUT ZACH WINNER Zach is a Founding partner and the CEO of Prosperity CRE, a private equity firm specializing in providing passive investment opportunities in multifamily apartment complexes. Zach has successfully owned and operated a residential real estate company, mortgage brokerage company, and escrow company, with offices in Northern and Southern California, assisting clients in the purchase...
118. Mastering the Art of Salesmanship - The Key to Captivating Investors with Sal Buscemi 06.12.2023 27:00
ABOUT SAL BUSCEMI Sal Buscemi is the CEO and Co-Founding Partner of HRN LLC, a private multi-family investment office, as well as the CEO of Dandrew Partners Capital Management. He also serves as the Managing Partner for several other direct investment vehicles, spanning multiple asset classes in commercial real estate and credit, fine art private credit facilities, special situations, and well-pe...
117. From RN to ROI - How This Nurse Built a Real Estate Portfolio with Stacey Stegenga 29.11.2023 28:27
ABOUT STACEY STEGENGA Born and raised in a small town in Michigan, Stacey joined the Air Force to see the world. After 14 years of living overseas and in multiple different states, Stacey moved to Colorado to settle down closer to family. Despite being a critical care nurse for 11 years, her income was nearly cut in half from relocating. In 2018, she found the book “Set for Life” by Scott Trench a...
116. Deal Deep-Dive: How to Maximize Returns through 1031 Exchange with Greg Lehrmann 22.11.2023 36:26
ABOUT GREG LEHRMANN Greg Lehrmann is an attorney who has a B.B.A. with Honors in Accounting from The University of Texas and a J.D. from The University of Texas School of Law. He is a North Texas/Oklahoma Division Manager with Asset Preservation Inc. API, a subsidiary of Stewart Title Company, is a leading national IRC 1031 Qualified Intermediary and has handled over 200,000 exchanges throughout t...
115. Deal Deep-Dive: Identifying Opportunities on Evergreen Investments with Jeff Toporek 15.11.2023 24:25
ABOUT JEFF TOPOREK Jeff is a Founding Partner and a leader in the firm’s investment and asset management platforms. He has an extensive background in principal investing, fund management, asset management, real estate investment banking, and capital markets. Jeff focuses his entrepreneurial energies on creating value from every angle of a transaction, including property operations, leasing, portfo...
114. Ways to get started on Note Investing with Fred Moskowitz 08.11.2023 29:01
ABOUT FRED MOSKOWITZ Fred Moskowitz is an educator and best-selling author who has trained countless investors from all walks of life on how to create passive income streams of their own. As a fund manager, Fred manages a mortgage note investment fund and is considered an industry veteran within the note investing arena. Fred teaches the concept that individual investors are able to step into the...
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