100 episodes

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!

How to Lose Money Paul Moore and Josh Thomas

    • Entrepreneurship
    • 4.8, 108 Ratings

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!

    219: How to Lose Money by Partnering with a Shiesty Developer with John Casmon

    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 Target Market Insights podcast where he covers multifamily and marketing insights. In addition, he is the co-creator of the Midwest Real Estate Networking Summit, 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. 

    • 39 min
    218: How to Lose Money by Paying Taxes with Mark Willis

    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 Lake Growth Financial Services, 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 “Not Your Average Financial Podcast”, 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.

    • 42 min
    217: How to Lose Money by Depending on Healthy Credit Markets with Russell Gray

    217: How to Lose Money by Depending on Healthy Credit Markets with Russell Gray

    Russ is the co-host of The Real Estate Guys Radio Show. 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.

    • 59 min
    216: How to Lose Money by Not Having an Estate Plan with Jennifer Gligoric and Brian Price

    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 Leafy Legal Services and hosts on Leafy Podcast.  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.

    • 36 min
    215: How to Lose Money by Poorly Flipping a House with Kaylee McMahon

    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 “#1 Leading Ladies” 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.

    • 47 min
    214: How to Lose Money by Not Knowing What You Don’t Know with Scott Choppin

    214: How to Lose Money by Not Knowing What You Don’t Know with Scott Choppin

    Scott K. Choppin is the founder of Urban Pacific Group of Companies. 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.

    • 42 min

Customer Reviews

4.8 out of 5
108 Ratings

108 Ratings

NotYourAvgFinancialPod ,

Wisdom in every episode

5 Stars!
How to Lose Money and the hosts Josh Thomas and Paul Moore will bring fresh content every episode. What a creative idea to share the failures (not just the successes) we all have with money! I have been impreseed with their insights, communicating topics like real estate investing, financial lessons learned and more in a straightforward way. You'll get hooked after just one episode! Check it out and subscribe! - Mark Willis

manofmastery ,

Fail Forward!

Paul and team take a practical and valuable approach to business. I find what they're doing through this podcast particularly refreshing so that we can highlight lessons and apply them forward. Success is always a process - a long and jagged journey with many missteps along the way. Too many people want to focus on the wins only, the end results. There really is no end and the richness of knowledge comes in examining what to do better next time. Keep up the great work!

Rounnn ,

Novel and insightful approach to investing

As evidenced by its name, this podcast has an attention-grabbing way of providing invaluable insight and advice on investing. As a listener as well as a podcast guest, I can say that Paul and Josh make the experience both valuable and fun. Whether you are an experienced investor, or interested in getting started, do yourself a favor and listen to this podcast!

Top Podcasts In Entrepreneurship

Listeners Also Subscribed To