How to Lose Money: Business Stories | Life Lessons | Navigating Failure-logo

How to Lose Money: Business Stories | Life Lessons | Navigating Failure

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105: How to Lose Money by Making Hasty Decisions with Kimberly Nguyen

Are you the kind of person who is prone to act first and ask questions later? This episode is for you! Kimberly Nguyen is a Co-Founder and Partner with DreamVest Capital Management and is primarily focused on overseeing operations, sales, and investor relations. This same belief is what inspired her to start her own real estate business over 12 years ago, and ignited her passion to create passive income in real estate for both herself and her clients. Despite her success in real estate...


104: How to Lose Money by Being Stubbornly Independent and Blindly Optimistic with Dr. Phil Carson

Dr. Phillip Carson is a Registered Pharmacist, Doctor of Pharmacy with license in MS and TN, and graduated from the University of MS School of Pharmacy. Phillip Carson, the Co-founder of the Life Transformation Medical Center and President of Carson Natural Health, LLC is a Pharmacist who thinks outside the box of traditional medicine. He believes in helping people find natural alternatives and integrative medicine solutions to their health problems. He is committed to leading people to...


103: How to Lose Money by Investing at the Wrong Time with Warren Hogarth

Timing is everything, or so they say. Warren has decades of experience in investing and brings invaluable knowledge on this episode of How to Lose Money. Warren Hogarth is the Co-Founder and CEO of Empower, a new consumer finance app that was one of Time’s best new apps of 2017. The Empower app helps entrepreneurs and side hustlers stay on top of their finances, get personal recommendations and save hundreds to thousands of dollars per year. Prior to launching Empower, Warren spent eight...


102: How to Lose Money by Not Charging Enough with Joe Kashurba

Not charging enough for your goods or services is a trap many entrepreneurs fall into. In this episode, hear how to avoid this pitfall and get insight on hitting the right price point. Joe Kashurba grew the freelance web design business that he started in high school into a digital agency with a virtual team and clients around the world. He went from building $300 websites to building $30,000 websites and managing 6-figure digital advertising budgets for some of the largest manufacturing...


101: How to Lose Money by Being the Smartest Person in the Room with Mark Podolsky

You NEVER want to be the smartest person in the room. Learn why. Mark J. Podolsky (AKA The Land Geek) is widely considered the Country’s most trusted and foremost authority on buying and selling raw, undeveloped land within the United States. He has been actively investing in Real Estate and Raw Land since 2001 and has completed over 5,000 unique transactions. Mark has achieved this level of success largely due to his core business philosophy – “Happy Customers Guaranteed.” Mark is the...


100: How to Lose Money by Not Reading a Contract with Brandon Hall

In this episode, Paul and Josh reminisce about how this podcast got started as well as the overarching themes that emerged from the past 100 episodes. Later in the episode, Brandon Hall tells a great story with actionable advice for anyone who regularly signs contracts. Brandon Hall is the founder and CEO of The Real Estate CPA, a CPA firm that works exclusively with individuals and businesses in the real estate industry. He previously worked for two Big 4 Accounting Firms and he has...


99: How to Lose Money by Choosing the Wrong Service Provider with Jason Payne

In this episode, Jason shares tips for choosing the right title company, but these tips can apply to anyone looking for a service provider in any business. Jason Payne is a hard money lender in Texas and works for ISB Capital. ISB Capital has been in business for 15 years and has lent over 400 million dollars to real estate investors doing flips and for new construction. ISB Capital is one of Texas’ leading sources of financing for new construction and real estate investor loans. ISB...


98: How to Lose Money on Your First Fix and Flip with Matt Faircloth

Happy New Year! We look forward to bring you more high quality, helpful, and actionable content in 2018. If you have any questions or recommendations for the show, please email us at Matt Faircloth, Co-founder & President of the DeRosa Group, is a seasoned real estate investor, licensed broker, and developer. Matt, along with his wife Liz, started investing in real estate in 2004 with the purchase of a duplex outside of Philadelphia with a $30,000 private loan....


97: How to Lose Money by Investing with the Wrong People with Lane Kawaoka

In this episode, Lane Kawaoka explains how important it is to take time for due diligence when looking for investment opportunities. Anyone looking to grow their wealth will benefit from this episode! Based in Hawaii, Lane Kawaoka still works his day job as an engineer, but he is quickly growing passive income streams via multifamily investing. After graduating from college with a degree in engineering, he got a job in construction management that required a lot of travel. In 2009, Lane...


96: How to Lose Money by Crushing Your Sales Quota with Matt Miller

Crushing your sales quote is a good thing right? Not in this case! Matt Miller spent the first 9 years of his career as an Air Force pilot, before entering the private sector to work in both the medical device and advertising industries. While a top performer in the corporate world, his long term desire was to be his own boss. A good friend one day mentioned the gum ball machines he and his young daughters owned, and that conversation began a 10 year business quest that has brought Matt’s...


95: How to Lose Money by Running a Million Dollar Company with Jim Brown

Jim has led two companies from $1 million to more than $10 million and one from $1 million to zero. He has started eight companies and been a part of several others. Some have been wildly successful and others, well, not so much. But all of it has empowered Jim with lessons on what works and what doesn’t, and helped him become one of the most highly sought after sales coaches in the tech community.


94: How to Lose Money by Not Paying Close Attention to Your Finances with Mac Prichard

Often it's the basics of business that cause us to fail. Hear how Mac Prichard learned some tough lessons about the importance of details but rebounded to success. Mac Prichard is the founder and publisher of Mac’s List, an online community for people looking for rewarding, creative, and meaningful work. More than 80,000 people a month visit the site, which includes a job board, and a blog and courses about the nuts and bolts of job hunting and career management. Mac is proud to own two...


93: How to Lose Money by Picking the Wrong Stocks with Noah Kagan

Do you invest in the stock market? Do you actually know what you're doing? Successful entrepreneur and investor Noah Kagan shares timeless advice about investing, growth tips, marketing, and more. Noah Kagan was employee #30 at Facebook, employee #4 at, and is the Chief Sumo (founder) at SumoMe, which offers free tools to help grow website traffic. To keep things extra spicy, he’s become a taco connoisseur and created 4 separate products that have generated more than 7 figures.


92: How Positivity and Enthusiasm Can Make You Wealthy with Vinney Chopra

Vinney (Smile) Chopra’s success in real estate investing and syndication is a testament to the power of enthusiasm, passion, persistence and positivity. He came to the United States from India more than 40 years ago with only $7 in his pockets. But he knew without a doubt that the opportunities offered by this country were within reach because he had a vision for his life plus the commitment to learn, work hard and sacrifice to achieve those goals. He has successfully completed 26...


91: How to Lose Money by Raising Money the Wrong Way with Amy Wan

Amy Wan is Founder & CEO of Bootstrap Legal, which automates the drafting of legal paperwork for real estate private equity, syndication, and crowdfunding deals. Previously, she was a Partner at Crowdfunding Lawyers and General Counsel at Patch of Land, a real estate debt crowdfunding platform. Amy is also the founder and co-organizer of Legal Hackers LA, which programs around the intersection of law and technology; was named one of the one of ten women to watch in legal technology by the...


90: Overcoming Illness in Business with Hilary Jastram

Hilary L. Jastram is the founder of J. Hill Marketing & Creative Services, an agency specializing in premier copywriting, editing and book editing for Fortune 500 brands and the “one-percent,” superstar entrepreneurs. She's an author, editor at The Good Men Project, and contributor to Influencive, The Huffington Post and The Mighty, among other large-scale publications. She is also the founder of Sick Biz, “An organization dedicated to providing support, resources, hacks, and hope to...


89: How to Lose Money by Making a Big Sale with Donald Kelly

Donald has a belief that “anyone” can sell, if they have the desire. Early on in his sales career, Donald struggled with sales, but through the proper training and coaching, he became a top performing seller. He has since taken it upon himself to “evangelize” the message of effective selling to new and struggling salespeople and entrepreneurs close more deal. Donald hosts a popular sales podcast called The Sales Evangelist. He works with small companies in developing effective sales...


88: How to Lose Money by Purchasing a Biohazard with Scott Smith

Scott Smith, founder of Royal Legal Solutions, protects his clients from lawsuits and makes them "judgment proof". With over 5 years experience in litigation, Scott works on proactively building tax advantaged companies which double as defensive asset holding structures to stop lawsuits before they are ever filed. Scott is a real estate investor himself and 100% of his clients are are also investors.


87: How to Lose Money by Pursuing Too Many Opportunities with Sunny Burns

Sunny Burns is 27 and a full-time engineer working for the DoD. He is happily married with two kids. Sunny and his wife bought their first investment property in 2015 off the MLS, a Quadplex, 20 min from NYC, this allowed his family to live for free and allowed his wife the freedom to retire from her teaching job and stay home with their child. They bought it for $430,000 - less than two years later it appraised for $630,000. They then used a cash-out refi and HELOC on that first property...


86: How to Lose Money by Making a Fast Decision with Jason Yarusi

During 2012, Jason starting Alphabet City Brewing Company – a New York City based brewery that distributes to over 500 restaurants and bars in New York annually. In that same year – Jason helped opened Jack’s Sushi and Sliders, a New York City lynchpin in the Gramercy neighborhood for fast affordable bites. In 2013 Jason moved to New Jersey to take over the strategic operations of the family business of House Lifting and Building Moving – W.A. Building Movers. Jason’s family has been in...


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