How to Lose Money
Hosted by Paul Moore and Josh Thomas, How to Lose Money is a wealth-building podcast dedicated to the honest, sometimes gut-wrenching stories of business and life lessons learned. If you’re an entrepreneur going through a tough season, a business executive wanting to avoid strategic mistakes, or just someone who loves to hear about victories earned on the other side of painful trials, this podcast is for you. With new episodes every Monday, we feature an interview with a business leader who has made mistakes that you don’t need to repeat. We discuss topics like: risk-taking, financial principles, entrepreneurship, growing your business, real estate investing, best business concepts, leadership, books and resources, relationship hacks, networking, passive income, time management, and more!
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238: How to Lose Money - Final Episode
11/16/2020
238: How to Lose Money - Final Episode
Hosted by Paul Moore and Josh Thomas, How to Lose Money is a wealth-building podcast dedicated to the honest, sometimes gut-wrenching stories of business and life lessons learned. If you’re an entrepreneur going through a tough season, a business executive wanting to avoid strategic mistakes, or just someone who loves to hear about victories earned on the other side of painful trials, this podcast is for you. With new episodes every Monday, we feature an interview with a business leader who has made mistakes that you don’t need to repeat. We discuss topics like: risk-taking, financial principles, entrepreneurship, growing your business, real estate investing, best business concepts, leadership, books and resources, relationship hacks, networking, passive income, time management, and more!
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237: How to Lose Money by Investing in Restaurants with Greg Dickerson
11/09/2020
237: How to Lose Money by Investing in Restaurants with Greg Dickerson
Greg Dickerson is a serial entrepreneur, real estate developer, coach and mentor. He has bought, developed and sold over $250 million in real estate, built and remodeled hundreds of custom homes and commercial buildings, developed residential and mixed-use subdivisions, and started 12 different companies from the ground up. Greg is an expert on the topics on entrepreneurship, leadership, and real estate, and he is regularly interviewed on some of the top real estate investing and business podcasts today. Greg served in the U.S. Navy right out of high school and has always been a leader in the community, as well as supporting, advising and serving on the boards of several churches, ministries and non-profits. Greg currently coaches and mentors entrepreneurs, real estate investors and real estate developers around the world, helping them grow and scale their business, raise more capital and do bigger deals. Greg’s clients currently have over $2 billion in assets under management and deals currently in process.
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236: How to Lose Money by Ignoring Your Gut Feelings with Nikki Boyd
11/02/2020
236: How to Lose Money by Ignoring Your Gut Feelings with Nikki Boyd
Nikki Boyd is a wife and mother of three amazing kids who have all grown into beautiful adults. A long-time military spouse, her husband’s career in the Air Force meant that their family traveled extensively. The experience of moving and setting up house many times over gave Nikki the opportunity to hone her organization skills, and she developed dozens of tips and tricks throughout the years. Following her husband’s retirement, she and her family moved to a beautiful home in Charleston, South Carolina, where she is now able to pursue her own dreams. It is no surprise to her (or those closest to her!) that her passion is centered around organization. Nikki started a YouTube channel eight years ago sharing her organizing tips. The success from her channel has led to a following of half-million subscribers. She now also runs her own professional organization firm, , in Summerville, South Carolina, and helps people virtually around the world create beautifully organized spaces within their home and work environments. She is also a best selling author of .
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235: How to Lose Money by Reading a Text Message with Mark and Anne Lackey
10/26/2020
235: How to Lose Money by Reading a Text Message with Mark and Anne Lackey
Anne Lackey loves starting and running businesses. Mark has always been fascinated with making things work better and run smoother. Together they have co-founded and run multiple businesses for 2 decades. They generated over $15.7 million in revenue for their service-based businesses in the past four years alone. By coaching and consulting with hundreds of CEOs and executives, they found 3 common core business problems: owner overwhelmed, staff turnover and poor customer service/lack of follow-up. In 2014 Mark and Anne found an alternative to traditional hiring, and they have been helping other business owners grow and get control over their businesses while saving money by sourcing quality employees from the Philippines. They have evaluated over 20,000 applicants and have come up with a successful formula for any client needing help. If it can be done by a computer and a phone, they can source the right hire for their clients.
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234: How to Lose Money by Not Positioning Your Business with Patty Dominguez
10/19/2020
234: How to Lose Money by Not Positioning Your Business with Patty Dominguez
Patty Dominguez is the founder of . She helps small business owners establish their Category of One status. She believes true expert positioning is comprised of two parts: external (following a proven framework) and internal (aligning at the core), because your business results will always meet your identity.
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233: How to Lose Money by Thinking it’s Different This Time with Adam Gower
10/12/2020
233: How to Lose Money by Thinking it’s Different This Time with Adam Gower
Adam Gower, PhD is an authority on content marketing and online communications for the real estate industry. He has more than 30 years and $1.5 billion in transactional experience in commercial real estate, finance and investment. Over the last 5 years, he’s built a digital marketing agency at , and you can learn exactly how you can also create effective online communications, even while working from home, while working with Adam.
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232: How to Lose Money by Over-leveraging to Expand His Real Estate Portfolio with Dave Foster
10/05/2020
232: How to Lose Money by Over-leveraging to Expand His Real Estate Portfolio with Dave Foster
Dave Foster understands that real estate is really an investment in your future. As a multi-industry visionary, he has over 20 years of experience working in all phases of real estate investing. Commercial to residential, he brings his clients a fresh perspective and clear vision for strategic development. As an investor himself, he views each investment, whether historical, ecologically sensitive projects, fix-n-flips, rental portfolios, or vacation and resort property development and management, as a unique opportunity to maximize returns. A degreed accountant with a Masters in Management, Dave has built his reputation on being a driven, results-oriented Qualified Intermediary for 1031 exchanges who works relentlessly to optimize value for the real estate investors with whom he works. He is inspired by a genuine desire to help investors excel, and he continuously strives to create win-win situations. Dave recently launched to give investors instant access to the information they need to keep their taxes working for their own benefit with 1031 exchanges.
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231: How to Lose Money by Flipping and Development in Real Estate with Matt Aitchison
09/28/2020
231: How to Lose Money by Flipping and Development in Real Estate with Matt Aitchison
Matt Aitchison is a real estate investor, business coach, speaker and philanthropist. He’s flipped hundreds of houses, built a Top 1000 real estate team in the U.S, and now focuses solely on scaling his passive income portfolio made up of commercial strip centers, a hotel, and single family rentals. Matt is extremely passionate about helping others create more wealth, freedom, and fulfillment in their life and business through real estate investment opportunities and is also the host of the , a Top 100 ranked business podcast. Most importantly, he’s a husband to his amazing wife Marie and two beautiful daughters, Ella and Evelyn.
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230: How to Lose Money by Investing in an Asset Class You Don’t Fully Understand with Travis Watts
09/21/2020
230: How to Lose Money by Investing in an Asset Class You Don’t Fully Understand with Travis Watts
Travis Watts is a full-time passive investor. He has been investing in real estate since 2009 in multi-family, single-family and vacation rentals. Travis is also the Director of Investor Relations at . Travis has invested in over 25 passive syndications between 14 different firms. Travis now dedicates his time to educating others in the world of investing and has made it his mission to share passive investment strategies in order to help others achieve and maintain wealth in real estate.
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229: How to Lose Money by Being Arrogant and Cocky with Tim Winders
09/14/2020
229: How to Lose Money by Being Arrogant and Cocky with Tim Winders
Tim is a Coach for business owners, executives and leaders. He is also the host of the SeekGoCreate Podcast. Tim and his wife are nomads that have been traveling full time since 2013 in New Zealand, Australia and all over North America in their 39-footer named Theo. The SeekGoCreate Podcast is available on all platforms or at . Tim just finished writing his first novel that will be released this year.
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228: How to Lose Money by Spending on Frivolous Things with Justin Hannah
09/07/2020
228: How to Lose Money by Spending on Frivolous Things with Justin Hannah
Justin started out just like many of you. He didn’t go to college and just went right into the utility industry and worked to become a Lineman. For years he dreamed of getting away from the sometimes 100 hour weeks and being able to take a leap into another career that he felt he could truly enjoy. Enter real estate investing. He bought his first house as a foreclosure in the bay area California at 22 years old in 2009. He worked on it over weekends and after several years sold it for a small profit. Fast forward to today, and he has increased his Net Worth from 5k bucks at 20 years old to over 7 figures at 32. He currently owns over $2 million worth of real estate, which consists of 12 rental units and a single family house, and he has done about a dozen purchases and sales of other properties over the last couple years.
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227: How to Lose Money by Trading Stocks Irresponsibly with Joe Conti
08/31/2020
227: How to Lose Money by Trading Stocks Irresponsibly with Joe Conti
Joe Conti is one of the original "Day Traders" that we hear about today. He began his career in 1990 under the tutelage of Harvey Houtkin. Harvey was known as the "Godfather of SOES Trading" (small order execution system) and is largely responsible for the market's current transparency, allowing the public access to the depth of the market and order flow, which at the time made Mr. Houtkin the most hated man on Wall Street. Over the past 30 years, Joe has trained or educated over 1000 traders and continues to trade and teach to this day. He has seen virtually every mistake made, causing more than 93% of traders to fail. Joe has been featured in Forbes, CNBC, and an entire chapter was dedicated to him and his trading success in the book, "". Joe has also enjoyed a successful 8-year run on radio in South Florida. His last show was hosting the 101.1 FM Morning Show. Joe's passion is still trading, and he has combined his 30 years of trading experience into a live, two-hour, stock trading designed to keep traders trading for decades, not days.
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226: How to Lose Money by Purchasing Turn Key Single Family Homes with Kyle Mitchell
08/24/2020
226: How to Lose Money by Purchasing Turn Key Single Family Homes with Kyle Mitchell
Kyle Mitchell is a real estate entrepreneur who has a focus on Multifamily Syndication and currently has $17MM AUM. He is the Managing Partner and Co-Founder of , who’s vision is to provide A class living to lower income housing by putting the residents first and instilling a sense of community while inspiring others to do the same. Kyle is also the co-host of the weekly real estate podcast, , where he speaks with various experts in the real estate industry to help educate and create clarity for passive investors. With a background in operations, management and logistics, he has overseen multi-million dollar businesses and has a passion in doing the same in the multifamily syndication space.
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225: How to Lose $26 Million by Getting Hit by an Ice Storm with Jorge Newbery
08/17/2020
225: How to Lose $26 Million by Getting Hit by an Ice Storm with Jorge Newbery
Jorge Newbery is on a mission to help Americans crushed by unaffordable debts. He is Founder and CEO of and , which crowdfund the purchase of non performing mortgages from banks at big discounts, then share the discounts with struggling homeowners. He is also Founder and CEO of , a nationwide legal plan to help consumers and small businesses get out of debt without filing bankruptcy. He is also the Founder and a non-attorney Partner in , a law firm in Washington, D.C. A 2004 natural disaster triggered the financial collapse of Newbery's former business, leaving him with $26 million in debts he could not pay. Newbery rebuilt himself through AHP, sharing what he learned to help families at risk of foreclosure stay in their homes. He has authored three books, including , which shares the story of his financial rise and fall, as well as .
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224: How to Lose Money by Putting on Deal Goggles with Will Harvey
08/10/2020
224: How to Lose Money by Putting on Deal Goggles with Will Harvey
Will personally owns over $1,500,000 in real estate in the Northern Virginia area and is a partner in several apartment syndications across the U.S., both actively and passively. As a veteran of the residential mortgage business he earned National rookie of the year honors in 2017 and operated in the top 5% at one of the largest retail mortgage lenders in the U.S. In early 2019, he founded with 4 partners, and the focus there is to help business owners and executives create passive income through multi-family real estate. His group is currently a partner in 403 units spread out across 3 properties. He also hosts a daily podcast called Wealth Junkies, and the focus is to share inspiring stories from other successful people to help liberate 1,000 listeners from the W2 rat race.
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223: How to Lose Money by Not Knowing Your Numbers with Joe McCall
08/03/2020
223: How to Lose Money by Not Knowing Your Numbers with Joe McCall
Joe McCall has been investing in real estate full-time for over 11 years. His background and education was in Civil Engineering. Before he started working on his real estate investing business full-time, he had worked for several large engineering & construction companies, building power plants all around the country. As soon as Joe figured out the three keys to success in real estate investing (Marketing, Automation, and Delegation), and started implementing his unique systems for wholesaling and lease option deals, within 3 months, his part-time income surpassed his full-time income, and he left his job. Joe only works a few hours a week on the “deals” side of his business, while his virtual team consistently flips several deals a month – all for him, in spite of him. Joe is an expert at flipping properties remotely. In the last several years, Joe has spent many months in Prague, Czech Republic, and 3 months traveling the northwestern part of the US in an RV, with his wife and four kids. While he traveled, he was still able to flip deals in 4 different markets.
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222: How to Lose Money by Chasing Shiny Objects with Erik Allen
07/27/2020
222: How to Lose Money by Chasing Shiny Objects with Erik Allen
Erik Allen is truly a man of integrity, work ethic and an overcomer. Growing up with a complicated childhood and a broken home, to raising himself from the age of 14. Unfortunately finding trouble along the way desperately trying to fill the gaping voids in his life. As a young man Erik found himself empty and tired of settling for less. After the feverish pursuit of the Holy Spirit, Erik decided to surrender and trust the one that would never let him down. Erik Allen, is the Owner and host of the #1 MMA podcast in the Northwest with Top Rated MMA as well as the Bearded Biz Show where he talks with Entrepreneurs, World Changers, and Success Minded People. Some of Erik's guests include Ed Mylett, Sean Whalen, Ken Shamrock, Eric LeGrand, and Hardcore Closer Ryan Stewman.
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221: How to Lose Money by Not Understanding Market Cycles with Anna Kelley
07/20/2020
221: How to Lose Money by Not Understanding Market Cycles with Anna Kelley
Anna Kelley is the founding partner of , Apex Multifamily and . She is a former top-ranked financial relationship manager for a private bank, and she started investing 20 years ago. Anna has purchased, renovated and rented millions of dollars in real estate across numerous asset classes while working full time in raising four active children. She recently retired from her corporate career after creating financial freedom through rental property investing. She has active ownership and manages a rental portfolio valued at $60 million and has invested in over 2,000 doors as a limited partner as well. Anna actively seeks out the best multifamily investment opportunities for her partners and investors. She is a sought after speaker, and enjoys helping others overcome their fears, increase their knowledge and minimize risks in real estate. She is also an Amazon #1 best-selling author.
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220: How to Lose Money by Charging Hourly Fees with Scott Reib
07/13/2020
220: How to Lose Money by Charging Hourly Fees with Scott Reib
Scott Reib, also known as "America's Legal Coach", is a business and legal coach with an emphasis on helping his clients succeed. Scott formed his company as a full service law firm that focuses on developing strong relationships with clients with one simple goal in mind – making your legal life easier. With over 20 years of experience in business law and estate planning, ReibLaw is out to revolutionize the legal industry by eliminating outrageous hourly fees. They’ve created an alternative concept called, “The Access Plan”, a subscription-based legal service.
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219: How to Lose Money by Partnering with a Shiesty Developer with John Casmon
07/06/2020
219: How to Lose Money by Partnering with a Shiesty Developer with John Casmon
John Casmon is a real estate entrepreneur, who has partnered with busy professionals to invest in close to $90 million worth of apartments. John hosts the podcast where he covers multifamily and marketing insights. In addition, he is the co-creator of the , a no pitch event to elevate like-minded investors. With a background in marketing, he has overseen campaigns for General Motors, Nike and Coors Light amongst others.
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218: How to Lose Money by Paying Taxes with Mark Willis
06/29/2020
218: How to Lose Money by Paying Taxes with Mark Willis
Mark Willis is a certified financial planner, a #1 best-selling author, and the owner of , a financial firm in Chicago. Over the years, he’s helped hundreds of clients take back control of their financial future and build their businesses with sophisticated, tax efficient financial solutions. He specializes in building custom tailored financial strategies that are unknown to typical stock jockeys, attorneys or other financial gurus. He is also the co-host of the , where he shares some of his strategies for investing in real estate, saving and paying for college without going broke, and creating an income retirement that you cannot outlive. Mark works with people who want to grow their wealth in ways that are safe and predictable, become their own financing source, and create tax free income in retirement.
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217: How to Lose Money by Depending on Healthy Credit Markets with Russell Gray
06/22/2020
217: How to Lose Money by Depending on Healthy Credit Markets with Russell Gray
Russ is the co-host of . He’s an avid student of economics. He has a diverse background in business, investing, mortgage and financial services. Russ brings a unique and practical perspective to help entrepreneurial investors grow and protect their wealth and income through real estate and real asset investing.
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216: How to Lose Money by Not Having an Estate Plan with Jennifer Gligoric and Brian Price
06/15/2020
216: How to Lose Money by Not Having an Estate Plan with Jennifer Gligoric and Brian Price
Brian Price and Jennifer Gligoric are the founders and CEO/COO of and hosts on . This dynamic duo has been helping entrepreneurs and real estate investors get started for the last 20+ years individually, and together for the past 8 years. Both Brian and Jennifer have harrowing backstories. Brian 'lost his shirt' in the 2008 recession, losing everything and filing bankruptcy before climbing back out and into success. Jennifer found herself homeless as a teenager and managed to put herself through college and become a successful business owner despite the odds against her. They both attribute their success to a mindset of abundance and paying it forward as the means to happiness.
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215: How to Lose Money by Poorly Flipping a House with Kaylee McMahon
06/08/2020
215: How to Lose Money by Poorly Flipping a House with Kaylee McMahon
Kaylee has purchased more than $2 million in real estate as key principle. She has sold over $3 million in residential real estate before transitioning into her current full time syndication role. She has started a podcast called the “” where she interviews “kick-ass women” who are disrupting their industry, and the real story of how they got where they are. The entire backbone of what gets Kaylee out of bed every day is her “why”. This is something she’ll share when asked personally about it, but at a 30,000 foot view, it is to create independence and space for those experiencing codependency and toxic relationships which hamper their ability to visualize and then manifest what their amazing reality truly could be. Her company culture models this “why” and is changing the face of multifamily to bring more women into the light as powerhouse operators, key principles and commercial brokers.
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214: How to Lose Money by Not Knowing What You Don’t Know with Scott Choppin
06/01/2020
214: How to Lose Money by Not Knowing What You Don’t Know with Scott Choppin
Scott K. Choppin is the founder of . Scott oversees all operations of the Urban Pacific family of companies including business development, capital acquisition and strategic planning. Prior to that, Scott was director of land acquisition for the multifamily development division of Irvine-based Sares-Regis Group. In that position, he was responsible for all land acquisition activities for the development of luxury, market rate and senior rental communities throughout California, Colorado and Arizona. Before that, Scott was with Kaufman and Broad Multi-Housing Group (KBMH) as senior project manager who was responsible for all activities including multifamily development, acquisition and more. He was with Snyder Langston Real Estate and Construction Services. He has a B.A. with a specialization in finance from Cal Poly San Luis Obispo.
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213: How to Lose Money by Selling Real Estate in the Eye of a Hurricane with Michael Bulloch
05/25/2020
213: How to Lose Money by Selling Real Estate in the Eye of a Hurricane with Michael Bulloch
Michael is a father, husband, author, OCR athlete, Krav Maga student, corporate consultant, and personal performance coach. He is a life-long student and has specialized in peak performance for over 20 years. is a virtual community that Michael founded and runs to bring together an exclusive peer group of high achieving men who live in concert with their values, reject mediocrity and status quo in continual pursuit of even better versions of themselves as fathers and husbands, and are willing to train and do hard things to be ready to serve their families, friends, country, and world. Each week they air a podcast to be your guide and resource to the best, most effective information available from the top of the corporate world, elite military teams, educational institutions, speakers, and authors.
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212: How to Lose Money by Outsourcing Property Management with Kevin Bupp
05/18/2020
212: How to Lose Money by Outsourcing Property Management with Kevin Bupp
Kevin Bupp is the Founder & CEO of , which invests in mobile home parks, apartments, offices, and single family homes all across the US. He has 16 years of experience in educating investors to locate, acquire, and create “higher than average” returns from the widely misunderstood niche of mobile home park investing. He shares his expertise through the Mobile Home Academy and also as the host of “The Real Estate Investing for Cashflow Podcast”, which has become one of the hottest real estate podcasts on iTunes.
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211: How to Lose Money by Speculating in Real Estate with Ryan Haley
05/11/2020
211: How to Lose Money by Speculating in Real Estate with Ryan Haley
Ryan Haley is a former U.S. Navy Officer, SH-60B helicopter pilot, Afghanistan combat veteran, and Pentagon defense budget analyst. He is the founder of , a media and teaching platform that inspires people to experience “where the supernatural meets the practical” in faith, business, and life. A Better Way currently includes a podcast, blog, website, and book. Ryan received his MBA in Financial Management from the Naval Postgraduate School, a postgraduate Business Administration certificate from Georgetown University, and his BA in Psychology from the University of San Diego. Ryan is an adjunct professor at Charis Bible College Business School and active real estate investor. He is originally from Portland, Oregon and now lives in Woodland Park, Colorado, where he enjoys the beauty of the mountains and outdoors through hiking, snowboarding and playing disc golf. Ryan also enjoys being part of his church and small group fellowships.
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210: How to Lose Money by Investing in Dumpster Fires with Michael Becker
05/04/2020
210: How to Lose Money by Investing in Dumpster Fires with Michael Becker
Michael Becker is a principal at , and he heads SPI’s Dallas, Texas office, where he oversees all aspects of property operations. He’s a 15 year veteran of commercial real estate, and as a banker, he has originated and managed numerous portfolios of permanent and bridge loans in all major asset classes. Over the last 5 years of his banking tenure, Michael focused exclusively on multifamily properties, where he was the number one loan producer for his division and a top 3 national lender for his last 3 years. Michael is a life-long resident of north Texas and a graduate of the University of North Texas with a BBA in finance. He’s married and has 2 young children.
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209: How to Lose Money by Not Understanding Who Your Partner Is with Scott Shay
04/27/2020
209: How to Lose Money by Not Understanding Who Your Partner Is with Scott Shay
Scott Shay is the co-founder and chairman of in New York, New York. He is also the chairman of the investment committee of the . He has been a long time investing partner of Lew Ranieri, and together they were managing partners of various hyperion funds and Ranieri partners. Throughout his career, he has invested in a wide variety of companies, mostly in the financial service and technology arenas. Work is not sufficient for Scott though. His second book, , has been recently published and has been receiving wide accolades. Learn more about Scott and his book, In Good Faith, at .
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