Westside Investors Network (WIN)
By AJ and Chris Shepard
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Category: Investing
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Episodes: 180
Description
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.
| Episode | Date |
|---|---|
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180. The 5 Pillars of Smart Private Real Estate Investing with Spencer Hilligoss
|
Feb 25, 2026 |
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179. How Rising Interest Rates Are Reshaping Multifamily Investing with Ben Murphy
|
Feb 11, 2026 |
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178. Money Traps to Avoid: How To Take Control of Your Finances & Time with Joey Mure
|
Dec 17, 2025 |
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177. The 4Ds of Self-Storage: Why Demand Keeps Growing with Bill Kanatas & Ben Salzberg
|
Dec 10, 2025 |
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176. Generational Wealth Through Rentals with Joel Miller
|
Dec 03, 2025 |
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175. Holistic Wealth Strategy: How to Build Real Wealth Beyond Traditional Investing with Dave Wolcott
|
Nov 26, 2025 |
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174. Reverse 1031 Exchanges Made Simple with Scott Saunders
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Nov 19, 2025 |
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173. Drop & Swap Explained: How Syndicators Handle 1031 Exchange with Dugan Kelley
|
Oct 15, 2025 |
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172. Mitigating Risk in Real Estate & Private Equity with Brad Johnson
|
Aug 06, 2025 |
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171. How to Vet Real Estate Deals and Sponsors Before You Invest with Wayne Courreges III
|
Jun 18, 2025 |
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170. Aligning Investment Strategy with Life Goals with Jorge Vazquez
|
Jun 11, 2025 |
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169. How to Build a Thriving Real Estate Team by Age 25 with Chris Williams
|
Jun 04, 2025 |
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168. Self-Directed IRAs Made Simple with Adam Bergman
|
May 21, 2025 |
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167. Buy Smart, Add Value, and Scale Fast with Self Storage with Joe Downs
|
May 14, 2025 |
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166. Why Hard Assets Are the Key to Generational Wealth with Ben Reinberg
|
May 07, 2025 |
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165. How to Understand Commercial Sectors and Market Trajectories with Caleb David
|
Apr 30, 2025 |
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164. How to Protect Your Real Estate Investments with Strategic Underwriting with Sam Morris
|
Mar 26, 2025 |
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163. Creating Lasting Wealth: Why Asking the Right Questions Matter with Whitney Elkins-Hutten
|
Mar 19, 2025 |
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162. Diversifying Your Portfolio in International Markets with Anne-Michelle Wand
|
Mar 12, 2025 |
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161. Breaking Misconceptions in a Competitive Market with Michael Voulgarakis
|
Mar 05, 2025 |
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160. The Truth About Private Money and Hard Money Lending in Real Estate with Jay Conner
|
Feb 26, 2025 |
|
159. How This Firefighter Found Success in Real Estate Investing with Dave Seymour
|
Feb 19, 2025 |
|
158. Land Investing 101: Spotting Great Deals and Avoiding Red Flags with Mark Podolsky
|
Feb 05, 2025 |
|
157. From Closing Deals to Creating Wealth: A Broker’s Journey to Syndication with Will Matheson
|
Jan 29, 2025 |
|
156. Debunking Turnkey Investment Myths and the Truth Behind Them with Zach Lemaster
|
Jan 08, 2025 |
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155. Why Single-Family Homes in Great School Districts Thrive with Sean O'Dowd
|
Dec 18, 2024 |
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154. Streamlining Asset Management in Distributed Real Estate Portfolio with Chris Lento
|
Dec 11, 2024 |
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153. Why Transitioning to Commercial Real Estate Is Worth the Effort with Charles Seaman
|
Dec 04, 2024 |
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152. Real Estate Market Insights and How to Invest Amid Economic Shifts with Neal Bawa
|
Nov 20, 2024 |
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151. The Art of Buying Right in a Down Market with Andrew Cushman
|
Nov 13, 2024 |
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150. Fix-and-Flip to Multifamily Syndication: Adapting for Bigger Wins with Brian Ferguson
|
Nov 06, 2024 |
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149. Consumer-Driven Innovation in Commercial Real Estate with Joe Brady
|
Oct 30, 2024 |
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148. From Single-Family to Multifamily: A Journey to Sustainable Wealth with Arn Cenedella
|
Oct 23, 2024 |
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147. Why Real Estate Fuels Entrepreneurial Dreams with Vanessa Alfaro
|
Oct 02, 2024 |
|
146. Build-to-Rent Investments: What Investors Need to Know with Jim Sheils
|
Sep 25, 2024 |
|
145. Traditional vs. Alternative Investments: Which is Right for You? with Denis Shapiro
|
Sep 18, 2024 |
|
144. Texas Multifamily Deal: Why Trusting the Process is Key to Success with Shane Thomas
|
Sep 11, 2024 |
|
143. Investing with Confidence: Blueprint to Buying your First Property with Steven Andrews
|
Sep 04, 2024 |
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142. From Military to Multifamily: Overcoming Vacancies and Delinquencies with Chris Linger
|
Aug 28, 2024 |
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141. Why In-House Property Management is a Game Changer with Sam Eddinger
|
Aug 21, 2024 |
|
140. The BRRRR Effect: Your Way to a Bigger Portfolio with Wyatt Simon
|
Aug 14, 2024 |
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139. Ensuring Your Deals Pencil Out with the Right Mortgage with Rob Beardsley
|
Aug 07, 2024 |
|
138. How Podcasting Drives Investment Opportunities with Trevor Oldham
|
Jul 31, 2024 |
|
137. From Litigator to Syndicator: How Legal Expertise Fuels Real Estate Wins with Tilden Moschetti
|
Jun 26, 2024 |
|
136. From Mail to Mixed-Use: Turning a Post Office into a Multifamily Gem with Kenny Wolfe
|
Jun 05, 2024 |
|
135. Getting Creative with Deals and Leveraging Preferred Equity in Real Estate with Darin Davis
|
May 22, 2024 |
|
134. Deal Deep-Dive: Land of Opportunity and Passive Wealth Creation with Brent Bowers
|
May 01, 2024 |
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133. Deal Deep-Dive: Leveraging Financial Acumen for Real Estate Growth with Ryan Emrich
|
Apr 24, 2024 |
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132. Deal Deep-Dive: Finding Opportunity in Adversity with Ed Mathews
|
Apr 03, 2024 |
|
131. Empowering Minds and Building Portfolios through Real Estate with Drew Whitson
|
Mar 27, 2024 |
|
130. Deal Deep Dive: Wholesaling Strategies for Building Wealth in Real Estate with Jake Burhans
|
Mar 20, 2024 |
|
129. Syndication Synergy: Devin's Role in Uptown's Strategic Vision
|
Mar 13, 2024 |
|
128. Investor's Approach to Market Fluctuations with Jordan Silvester
|
Feb 28, 2024 |
|
127. The Syndicator's Journey: How to Position Yourself as a General Partner with Shannon Robnett
|
Feb 21, 2024 |
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126. Bridging the Gap and Building a Community of Real Estate Investors with Brian Davis
|
Feb 14, 2024 |
|
125. Deal Deep-Dive: How to Handle Tough Conversations with Investors with Randy Langenderfer
|
Feb 07, 2024 |
|
124. Deal Deep-Dive: The Hidden Value of Medium-Term Rentals with Sarah Weaver
|
Jan 31, 2024 |
|
123. Deal Deep-Dive: Why Value Add CRE is a game changer with Mike Holdwick
|
Jan 24, 2024 |
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122. Scaling Your Deal Flow with the Entrepreneurial Mindset with Tim Calise
|
Jan 17, 2024 |
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121. From Check-Ins to Lease Agreements: The Hotel-to-Apartment Conversion with Scott Fouser
|
Jan 10, 2024 |
|
120. Deal Deep-Dive: From Tech Projects to Real Estate Deals with John Todderud
|
Dec 20, 2023 |
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119. Lawyer Turned Investor: Scaling up in Commercial Real Estate with Zach Winner
|
Dec 13, 2023 |
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118. Mastering the Art of Salesmanship - The Key to Captivating Investors with Sal Buscemi
|
Dec 06, 2023 |
|
117. From RN to ROI - How This Nurse Built a Real Estate Portfolio with Stacey Stegenga
|
Nov 29, 2023 |
|
116. Deal Deep-Dive: How to Maximize Returns through 1031 Exchange with Greg Lehrmann
|
Nov 22, 2023 |
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115. Deal Deep-Dive: Identifying Opportunities on Evergreen Investments with Jeff Toporek
|
Nov 15, 2023 |
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114. Ways to get started on Note Investing with Fred Moskowitz
|
Nov 08, 2023 |
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113. Deal Deep Dive: Tailoring Your Investing Strategy to Your Needs with John Casmon
|
Oct 04, 2023 |
|
112. Using eQRP to Take Control of Your Retirement with Damion Lupo
|
Sep 27, 2023 |
|
111. Investing in Mobile Homes: A Path to Affordable Housing with Franco Perez
|
Sep 20, 2023 |
|
110. Deal Deep-Dive: Maximizing Capital Gains in Real Estate with John Foong
|
Sep 13, 2023 |
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109. Deal Deep Dive I Seller Financing 101: How to ask the right questions with Jeff Stephens
|
Sep 06, 2023 |
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108. Deal Deep-Dive: The Profit Potential of ATMs and Alternative Asset Ventures with Bronson Hill
|
Aug 30, 2023 |
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107. Deal Deep Dive I Redefining Space: Co-Living in Opportunity Zones with Matthew Ryan
|
Aug 23, 2023 |
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106. Deal Deep-Dive I Turning Dirt into Gold: Maximize your Profits in Land Development with Dan Haberkost
|
Aug 16, 2023 |
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105. Deal deep-dive: Investing across Multiple Asset Classes of Real Estate with Charles Carillo
|
Aug 09, 2023 |
|
104. Deal deep-dive I Cost segregation: Is it worth it? with Joseph Viery
|
Aug 02, 2023 |
|
103. Deal deep-dive: Transforming Real estate from Bad to Good Assets with Kyle Root
|
Jul 26, 2023 |
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102. Unlocking Opportunities: How to Grow Your Real Estate Network with Kenneth Sumners
|
Jul 19, 2023 |
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101. Crafting Your Real Estate Brand with Hayden Harrington
|
Jul 12, 2023 |
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100. Deal Deep Dive: Invest and Thrive in Wholesaling the Painless Way with Nathan Payne
|
Jun 14, 2023 |
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99. Deal Deep-Dive: Sound Retirement Planning Made Simple with Jason Parker
|
Jun 07, 2023 |
|
98. Deal Deep Dive - Adaptive Reuse: Investing in Distressed Assets with Jake Harris
|
May 31, 2023 |
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97. Deal deep-dive: Unleash your Next-Level Income through Syndication with Chris Larsen
|
May 24, 2023 |
|
96. Deal deep-dive: Using Private Money for your Real Estate deals with Josh Shein
|
May 17, 2023 |
|
95. Fostering a Culture-Driven Community with Ron Lovett
|
May 10, 2023 |
|
94. Deal deep-dive: Why Invest According To Your Investor DNA with Russ Morgan
|
May 03, 2023 |
|
93. Deal deep-dive: Due Diligence Strategies For Successful Apartment Syndications with Caleb Johnson
|
Apr 26, 2023 |
|
92. Cultivating Diversity and Opportunities In Real Estate with Shannon West
|
Apr 19, 2023 |
|
91. Insight into Development Market and Current Interest Rates with Michael Hamilton
|
Apr 12, 2023 |
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90. Why Residential Real Estate Is The Best Asset Class with Danny Kattan
|
Apr 05, 2023 |
|
89. Helping Physicians achieve Passive Wealth through Real Estate with Pranay Parikh
|
Mar 29, 2023 |
|
88. Deal deep-dive: How to Build Sustainable Cashflow outside the Top Real Estate Markets with Victor Bell
|
Mar 22, 2023 |
|
87. Deal deep-dive: Your Guide To Successful Land Flipping with Pete Reese
|
Mar 15, 2023 |
|
86. Deal deep-dive: From a Near-death experience to a Path of Financial Freedom with Nick Prefontaine
|
Mar 08, 2023 |
|
85. Deal deep-dive: Why IRR Is The Ultimate Multifamily Investing Metric with Trevor Thompson
|
Mar 01, 2023 |
|
84. Deal deep-dive I Subject-To deals: a Path to Homeownership with Zachary Beach
|
Feb 22, 2023 |
|
83. Deal deep-dive: Underwriting an 11-unit deal in Jacksonville with Steven McAdoo and Marc Hassan
|
Feb 15, 2023 |
|
82. Deal deep-dive: Rocket Engineer turned Real Estate Investor with Chad Zdenek
|
Feb 08, 2023 |
|
81. What Syndicators Should Know From a Syndication Attorney with Gene Trowbridge
|
Feb 01, 2023 |
|
80: How To Succeed In New Markets with Kenneth Gee
|
Jan 25, 2023 |
|
79: Deal deep-dive: Real Estate Investing on your Terms with Chris Prefontaine
|
Jan 11, 2023 |
|
78. Deal deep-dive: How I Transitioned from Landlord to Passive Investor with Travis Watts
|
Dec 28, 2022 |
|
77. Boots-on-the-ground Asset Management with Sandhya Seshadri
|
Dec 21, 2022 |
|
76. Raising capital through funds with Noah Rosenfarb
|
Dec 14, 2022 |
|
75. Deal deep-dive: Why Self-Storage Investing Makes Sense For You with Scott Krone
|
Dec 07, 2022 |
|
74. Underwriting and Dynamics of Senior Living Investments with Stuart Keller
|
Nov 30, 2022 |
|
73. Deal deep-dive: How To Run a Profitable Short-Term Rental Business with Alex Jarbo
|
Nov 23, 2022 |
|
72. Deal deep-dive: Creative financing for a Street-Smart Investor with Lou Brown
|
Nov 16, 2022 |
|
71. Why You Should Invest Out of State with Christopher Levarek
|
Nov 09, 2022 |
|
70. Deal deep-dive: Getting our First Syndication Deal with Ashton Levarek
|
Oct 26, 2022 |
|
69. The Power of Strategic Partnerships with Seth Teagle
|
Oct 19, 2022 |
|
68. 3 Ways to reduce taxes on real estate with Daniel Holmlund
|
Oct 12, 2022 |
|
67. Understanding the Design and Planning process with Sasha Beckwith
|
Oct 05, 2022 |
|
66. Finding opportunities amidst inflationary times with Marco Kozlowski
|
Sep 28, 2022 |
|
65. How to avoid the middle-class trap with Scott Trench
|
Sep 21, 2022 |
|
64. Living the life in the tropics and passive income with Becca Hint
|
Jul 06, 2022 |
|
63. Property management law nuances with Devin Easterlin
|
Jun 29, 2022 |
|
62. Never too young to be a multifamily investor with Alex Mandaro
|
Jun 22, 2022 |
|
61. Level up your portfolio with Todd Locker
|
Jun 15, 2022 |
|
60. Deal deep dive: Stonleigh 156-unit deal: From ugly duckling to a swan with David McIlwaine
|
Jun 08, 2022 |
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59. The Fundamentals of Asset Management with David McIlwaine
|
Jun 01, 2022 |
|
58. Deal deep-dive: Divide-and-conquer strategy on a 90-unit deal with John Dessauer
|
May 25, 2022 |
|
57. 3 Tips to find a winning deal with John Dessauer
|
May 18, 2022 |
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56. Deal deep-dive: Why did we turn down a 272-unit deal? with Justin Brennan
|
May 11, 2022 |
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55. Breaking in and thriving on new markets with Justin Brennan
|
May 04, 2022 |
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54. Deal deep-dive: Mobile home parks with Paul Moore
|
Apr 27, 2022 |
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53. What you need to know about Delaware Statutory Trust (DST) with Paul Moore
|
Apr 20, 2022 |
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52. Best practices for repeat business with Ben Murphy
|
Feb 16, 2022 |
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51. How to adapt to the new world of work with Keith Ferrazzi
|
Feb 09, 2022 |
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50. Achieving Greatness with Terry Porter
|
Dec 01, 2021 |
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49. Grow your Social media presence with Emily McAllister
|
Nov 24, 2021 |
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48. Actor turned Real estate Investor with Brad Blumenthal
|
Nov 17, 2021 |
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47. Investing in Probate Real estate with Bill Gross
|
Nov 10, 2021 |
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46. Creating a win-win culture for your team with Steve Roesch
|
Nov 03, 2021 |
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45. Ways to get a grip on your business with Sean Tagge
|
Oct 27, 2021 |
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44. What makes a good business process? with Paul Kankowski
|
Oct 20, 2021 |
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43. Transform your mindset with Gino Barbaro
|
Oct 13, 2021 |
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42. Escalate your property management systems with Bob Preston
|
Oct 06, 2021 |
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41. How Remote Investing works with Nana Piesie
|
Sep 29, 2021 |
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40. Renovation 101 with Van Sturgeon
|
Sep 15, 2021 |
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39. Hybrid Ventures with Victoria Jodis
|
Sep 01, 2021 |
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38. Understanding mortgage rates with Mike Maier
|
Aug 18, 2021 |
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37. Trust and Estate Planning with Rob Fotheringham
|
Jul 14, 2021 |
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36. How tragedy made me a successful Investor! with Steve Rozenberg
|
Jun 30, 2021 |
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35. Design-build technology with Keeley O'Brien
|
Jun 16, 2021 |
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34. Cross-border Investing with Lauren Cohen
|
Jun 09, 2021 |
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33. Student housing acquisitions with Mark Weinstein
|
Jun 04, 2021 |
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32. Understanding Liability coverage with Jeremy Goodrich
|
May 26, 2021 |
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31. Verified Investing with Lance Pederson
|
May 21, 2021 |
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30. Level up your Sales process with John Martinez
|
May 17, 2021 |
|
29. The Go-giver way with Bob Burg
|
May 12, 2021 |
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28. Profiling your Investors with Paul Hassebroek
|
May 07, 2021 |
|
27. Business growth with Cliff Hockley
|
May 03, 2021 |
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26. Achieve your goals with Jim Roman
|
Apr 28, 2021 |
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25. Sell the Farm level commitment with Whitney Sewell
|
Apr 23, 2021 |
|
24. Going all in with Trent Werner
|
Apr 19, 2021 |
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23. Bluefishing with Steve Sims
|
Apr 14, 2021 |
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22. Private Note Lending with Michael Jones
|
Apr 09, 2021 |
|
21. Apartment Investing for 30 years with Steve Rose
|
Apr 05, 2021 |
|
20. Customer Retention with esteemed author Joey Coleman
|
Mar 31, 2021 |
|
19. Finding the Right partners with Brian Burke
|
Mar 26, 2021 |
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18. Multifamily Investing with Michael Becker
|
Mar 22, 2021 |
|
17. Passive Real Estate Investment Strategies with Taylor Loht
|
Mar 17, 2021 |
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16. Why Real Estate? with Arie Van Gemeren
|
Mar 12, 2021 |
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15. Business Optimization with Zach Berkompas
|
Mar 08, 2021 |
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14. Expanding your Network with Bryan Jenkins and Jonathan Cook
|
Mar 03, 2021 |
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13. Assisted Senior Living with Brandon Schwab
|
Feb 26, 2021 |
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12. Hiring within Culture with Sarah Laidler
|
Feb 22, 2021 |
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11. Real Estate Development, Private Lending, Out of State Rentals with Jay Hinrichs
|
Feb 17, 2021 |
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10. Finding your Niche with Kellie Tollifson
|
Feb 12, 2021 |
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9. Making it through hard times with Gary Komenaka
|
Feb 08, 2021 |
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8. Investor Relationships through Property Management with Liz Cleyman
|
Feb 03, 2021 |
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7. Vertical and Horizontal Businesses in Real Estate with Mike Nuss
|
Jan 29, 2021 |
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6. Wholesaling Secrets with Scott Dalinger
|
Jan 25, 2021 |
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5. Market Economics and Business with Scott Brady
|
Jan 21, 2021 |
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4. Pre Foreclosure and Before Auction with Chris Schwindt
|
Jan 13, 2021 |
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3. Brother who played poker with Chris Shepard
|
Jan 11, 2021 |
|
2. Brother who left the nest with AJ Shepard
|
Jan 11, 2021 |
|
1. Where it all started with Jon Shepard
|
Jan 11, 2021 |