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Westside Investors Network (WIN)

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.
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Check here to view the episode transcript ABOUT BEN REINBERG Ben Reinberg is the CEO of Alliance Consolidated Group of Companies, an investor, mentor, educator, and philanthropist. Ben Reinberg is living proof that wealth can start with you and last for generations to come. Becoming a principal owner at the young age of 23, Ben has spent the last 3…
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Check the episode transcript here ABOUT CALEB DAVID Caleb is the Principal of David Commercial Real Estate. Creating space for people to be seen, heard and known makes Caleb David come alive. His love for the Front Range community, partnership, and connecting with people has helped Caleb to become one of the leading brokers in the Colorado Springs …
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Click to view episode transcript ABOUT SAM MORRIS Sam is the CEO of Sunset Capital, a vertically integrated real estate investment and asset management firm based in Houston. With over 23 years of experience in real estate, he has led acquisition and disposition teams on transactions exceeding $550 million. Sam's background as a corporate banker fo…
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Click to view the episode transcript ABOUT WHITNEY ELKINS-HUTTEN Whitney Elkins-Hutten is the Director of Investor Education at PassiveInvesting.com, founder of Ashwealth.com, and author of the award-winning #1 bestseller Money for Tomorrow: How to Build and Protect Generational Wealth. Through her proven wealth-building framework, Whitney empowers…
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Click here to view the episode transcript ABOUT ANNE-MICHELLE WAND International real estate expert and conscious investor. Former single mom turned successful real estate entrepreneur who now lives in paradise on a Caribbean island in Panama debt free. Anne Michelle enjoys her life from this dream location, creating intentional investment opportun…
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Check here for episode transcript ABOUT MICHAEL VOULGARAKIS Michael Voulgarakis is a seasoned commercial real estate professional with over 19 years of experience in debt and equity underwriting, capital raising, and asset management. At Southgate Ventures, he has successfully acquired 26 properties, completed 18 full cycle deals in the Puget Sound…
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Click here to view the episode transcript ABOUT JAY CONNER Jay Conner began investing in real estate in 2003. At the start of his career, he relied on his local banker and was able to put together a few deals. After years of feeling owned by the bank, he learned how to buy properties using creative financing, including subject to and using lease-op…
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Click here to view the episode transcript ABOUT DAVE SEYMOUR Dave Seymour, a retired 16-year veteran of the Fire Service launched his Real Estate career during the last market crash, rapidly becoming one of the Countries top investors. Dave is considered a leading expert in commercial multi-family and ground-up development transactions. His success…
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ABOUT MARK PODOLSKY Mark owns Frontier Properties, a land investment company. Mark (AKA The Land Geek) is widely considered the country’s most trusted and foremost authority on buying and selling raw, undeveloped land in the United States. Since 2001 Mark has completed over 6,000 raw land deals with an average return on investment of over 300% on c…
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Click here for the Episode Transcript ABOUT WILL MATHESON Will Matheson is the co-founder of Matheson Capital, a real estate investment firm based in Charleston, South Carolina. Prior to forming Matheson Capital, founders Will and Evan worked as commercial brokers for Marcus & Millichap in Raleigh, NC. In just two years, they completed over 50 inve…
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ABOUT ZACH LEMASTER Zach Lemaster is the founder & CEO of Rent To Retirement, the nation's leading turnkey investment company. Zach is a seasoned real estate investor and licensed broker that has accumulated a large portfolio of rental properties across multiple markets including single-family, multifamily, commercial and new construction. Zach is …
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Click here to view the episode transcript ABOUT SEAN O’DOWD Sean is the General Partner for Scholastic Capital. Scholastic Capital buys single-family homes in high-end public school districts and rents them to families on long-term leases. He started his career as a consultant with Boston Consulting Group (BCG). He graduated with Honors from The Wh…
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Click here to view the episode transcript ABOUT CHRIS LENTO Chris Lento is the Founder and Managing Member of EM Capital. He has a background in Mechanical Engineering from Carnegie Mellon and professional development training at Boston University and MIT. Chris has over twenty years of experience in multifamily ownership, management, and investing…
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ABOUT CHARLES SEAMAN He resides in Charlotte, NC and serves as a Managing Partner of Cash Flow Champs. He’s responsible for building and maintaining broker relationships and performing and overseeing the company’s underwriting activities. He’s also involved with contract negotiation and capital raising to make sure that the deals close, remaining i…
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Click here to view the episode transcript ABOUT NEAL BAWA Neal Bawa is CEO / Founder at Grocapitus and Mission 10K, two commercial real estate investment companies. Neal’s companies use cutting-edge real estate analytics technology to source and acquire OR build large Commercial properties across the U.S., for over 1,000 investors. Neal shares his …
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ABOUT ANDREW CUSHMAN Andrew Cushman is a former chemical engineer who found his entrepreneurial calling in real estate. In 2007 Andrew left his corporate position to start a business in real estate investing, starting off flipping single-family properties in Southern California. Sensing a shift in the market, in 2011 Andrew transitioned to multifam…
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Click here to view the episode transcript ABOUT BRIAN FERGUSON Brian is an experienced real estate investor and one of Victoria’s top business managers taking multiple awards including “Top 20 Under 40” multiple times and many “Best of the Best” awards for various businesses he owns. Brian initially started investing in single-family properties in …
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ABOUT JOE BRADY JOE BRADY is an international corporate real estate expert who had a front-row seat to the evolution of retail, from brick and mortar to omnichannel, and is now seeing the same forces at play in office real estate. He has led real estate for Walgreens and scaled The Instant Group across the Americas while writing, speaking, and advi…
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ABOUT ARN CENEDELLA Arn Cenedella is a real estate broker and investor with over four decades in the industry. Starting in 1978, Arn built a thriving Silicon Valley residential brokerage business in Palo Alto while building a sizable portfolio of single-family rental properties in the Bay Area and across the US. In 2020, Arn transitioned his SRF re…
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ABOUT VANESSA ALFARO Vanessa Alfaro is an entrepreneur, founder of six 7-8 figure companies in 3 countries, a real estate investor, innovator, and a multifamily syndicator who was recently profiled in the Real Estate book “10 Paths” as one of the ten most successful Real Estate Investor stories in 2022. Vanessa is the Founder of Venus Capital Partn…
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ABOUT JIM SHEILS Jim Sheils is a successful real estate investor, author, and mentor focused on helping entrepreneurs achieve financial freedom and work-life balance. As a partner at Southern Impression Homes, he has been instrumental in building rental portfolios in Florida’s high-growth markets, specializing in Build-to-Rent properties with manag…
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ABOUT DENIS SHAPIRO Denis began investing in real estate in 2012, when the market was just beginning to recover from the global financial crisis. He built a cash-flowing portfolio including many alternative assets, such as Note and ATM funds, mobile home parks, life insurance policies, tech start-ups, Industrial property, short-term rentals, afford…
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ABOUT SHANE THOMAS Shane is a Canadian-born real estate entrepreneur and Co-Founder of Catalyst Equity Partners. He is also a Co-Founder of CEP Construction Services, a multifamily construction and rehab company. Shane leads the acquisitions, financing, asset management, and investor relations efforts at Catalyst. Shane leverages his expertise in l…
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ABOUT STEVEN ANDREWS Steven Andrews is a real estate investor, business coach, and author with nearly a decade’s experience working in the real estate rental market. He founded SOARX Consulting in 2023 to empower individuals to turn their real estate dreams into reality. Within nine years, Steven went from buying properties to supplement his income…
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ABOUT CHRIS LINGER Christopher Linger is the Principal at Up Plex Capital LLC. Having built a personal portfolio valued at over $100M, Chris and his wife created significant passive income for themselves and their investors by finding the best properties today’s market can offer. Chris has an MBA, twenty-seven years of active duty Navy services (re…
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ABOUT SAM EDDINGER Sam is the founder of Ironclad Property Management, an investor-focused property management company in central CT. He has been involved in real estate from a young age and has witnessed how investing in real estate with a long-term horizon can build wealth. In 2018, after 15 years as a nuclear engineer, he surprised his coworkers…
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ABOUT WYATT SIMON Washed-up basketball player turned Investor. Wyatt Simon owns and operates a $20M+ vertically integrated real estate portfolio and has mastered the BRRRR strategy. Wyatt helps students take control of their financial future by utilizing real estate. He is a member of Citylight Church, and the author of "Your First 100 Doors: A Rea…
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ABOUT ROB BEARDSLEY Rob Beardsley co-founded Lone Star Capital in 2018 and has overseen the acquisition, financing, and management of over $600 million in apartment communities. As CEO, Rob drives the strategic growth of the firm, while also identifying and raising capital for new investment opportunities. He leads Lone Star Capital's in-house prop…
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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…
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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. Tild…
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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 q…
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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, reta…
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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…
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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 quic…
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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 r…
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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…
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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 Hamp…
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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 providi…
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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…
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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…
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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 w…
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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…
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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…
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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 …
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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…
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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…
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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 r…
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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 Sout…
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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 …
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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, s…
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