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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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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.

Duration: 00:41:22

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...

Duration: 00:31:09

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.

Duration: 00:28:00

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...

Duration: 00:40:38

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...

Duration: 00:40:32

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...

Duration: 00:36:49

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...

Duration: 00:45:03

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.

Duration: 00:39:49

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...

Duration: 00:41:35

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...

Duration: 00:29:28

85: How to Lose Money by Investing in Single Family Homes with Joseph Gozlan

Joseph is a multifamily investment specialist and founder of EBG Acquisitions. Leading group acquisitions of over $10MM in real estate and providing asset management services to a portfolio of 156 units and growing. Joseph has over 17 years of experience in the software industry, 12 of which working for publicly traded companies such as GameStop and JCPenney which enhanced his business acumen, analytical skills and “big picture” perspective, all skills that he leverages in his real estate...

Duration: 00:32:28

84: How to Lose Money by Listening to Your Parents with Akbar Sheikh

Akbar Sheikh started his journey as a homeless youth in San Francisco before hitting rock bottom and deciding to take control of his own destiny and built a successful business that now helps other businesses scale to 7 figures. Now he helps other companies do the same, but more importantly he has taken his health, spiritual wellness, finances, and life goals under his control. He had to better his mindset and person in order to achieve the dreams he wanted and his story is full of lessons...

Duration: 00:25:58

83: How to Lose Money by Getting Threatened by the Government with Victor Menasce

A lot of people are scared of the government. However, as Victor shares, we don't have to live in fear if we are doing the right thing and being proactive. Victor Menasce spent the first 25 years of his career in the high tech industry. He started his career at Bell Northern Research and Nortel where I designed chips that were used to control the telephone network. For approximately a decade, 54% of the phone calls in North America were routed by a chip that Victor designed. He...

Duration: 00:38:49

82: How to Lose Money by Ignoring Your Own Rules with Laurens Bensdorp

This is a lesson that everyone in business needs to learn. Often we know the right thing to do, but we don't do it. In this episode, we tackle how to overcome this dilemma. Laurens Bensdorp is the founder and CEO of Trading Mastery School and author of the book The 30 minute stock trader. After reaching the pinnacle of success in two different industries, Mr. Bensdorp poured himself into mastering securities trading, and over the last 14 years has amassed a trading record that places him...

Duration: 00:37:12

81: How to Lose Money by Starting a Business in Africa with Chi Odogwu

Are you thinking about doing business internationally? Chi Odogwu offers some great advice in this episode. After obtaining a bachelors and masters degree in Finance, Chi spent the early part of his career working as a business development manager for a startup consultancy. He later transitioned to a Big 4 accounting firm. He launched his first drop ship e-commerce website. Through a process of trial and error and by learning on the job, Chi obtained hands-on experience in e-commerce...

Duration: 00:34:41

80: What to Consider Before Entering a Business Partnership with Jason Treu

Jason Treu is an executive coach. He helps individuals and teams maximize their performance and fulfill their leadership potential. He is the author of the best seller, Social Wealth, the how-to-guide on building professional relationships. He is the creator of the ultimate team building game, cards against mundanity, that he debuted at TEDxWilmington in August. He also has a podcast, Executive Breakthroughs, where he interviews trailblazing executives and entrepreneurs to share their...

Duration: 00:42:47

79: How to Lose Money by Generating Too Many Leads with Ian Walsh

Too many leads? For an entrepreneur or anyone in business, it seems like this a problem people want to have! Ian Walsh has been a full time real estate investor since 2009. He entered the industry by building WeSellHomes2Fix which was primarily a real estate wholesaling company. From there he built a property management company which was sold in 2015 to TCS Management. During his time in the Philadelphia investment market he partnered with Hard Money Bankers and has since underwritten all...

Duration: 00:31:22

78: How to Lose $3 Million in One Day with Gene Hammett

This episode may shock you! Gene Hammett turns everyday entrepreneurs into FORCES of nature in their market. He sorts through the complexities of business strategies to help you “be THE choice, not just a choice.” Gene has been a business leader for 20+ years. He started and ran multiple million dollar companies. He succeeded, failed, reinvented himself, and succeeded again. He can pass along to you the key lessons he’s learned in the process so you can have a business that is both...

Duration: 00:33:17

77: How to Lose Money by Giving Up Control of a Deal with Gary Klopfenstein

Gary Klopfenstein is a highly successful executive with over 30 years of experience in asset management. Gary has a wealth of global expertise including successful client relationships in the U.S., Canada, Europe, the Middle East, Asia and Australia, and is considered an industry pioneer in specialist currency management. Gary is Chairman of GK Investment Management, a private asset management company established as a family office. In addition to the investment of capital, the firm...

Duration: 00:47:46

76: How to Lose Money by Answering a Question with Robert Graham

How can answering a single question cause you to lose money? If you want to learn how to handle yourself in common business situations, this episode is for you! Robert is a software engineer turned entrepreneur. He has run the gamut graduating from Georgia Tech at 20 to interning at Google NYC to writing a sonar system for nuclear submarines. Robert somehow went from being an engineer to writing, self-publishing, and selling a book about cold calling. He loves learning new things and...

Duration: 00:37:42

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