Uploaded May 2026 | Updated September 2026, 2 weeks ago
Why go small when you can go massive? Financial Advisors, Brian Preston and Bo Hanson, react to the internet's biggest money mistakes, from Steve-O getting someone approved on a 120-month Dodge Charger to a man who cashed out his 401(k) to buy a boat in the Virgin Islands (and somehow met his wife doing it).
Discover why replacing unsecured debt with a home equity line puts your house at risk, why buying a condo to keep up with homeowner friends is never the right reason, and why the 3D glasses approach (dream plan, down-to-earth plan, and doo-doo plan) could have saved one entrepreneur his grandmother's house. Plus, we break down the solar panel loan trap, the job-hopping debate, and why personal finance is so personal that a 30-second clip telling you what you must do may be the biggest mistake of all.
Timestamps
0:00 Introduction - Massive Money Mistakes
0:10 120-Month Car Loan Got Me Rolling?
1:15 Losing Grandma's House to Fund a Business
3:29 Man on the Street - Biggest Money Mistakes
4:24 Robert Herjavec - Stock Tip Gone Wrong
5:49 Caleb Hammer - Solar Panel Loan Disaster
8:28 Buying a Condo for the Wrong Reasons
11:00 Man on the Street - More Money Mistakes
12:42 Staying at Your Job Too Long Is a Mistake?
🔗 20/3/8 Car Buying Rule → moneyguy.com/guide/20-3-8-rule
🔗 Roth IRA Ultimate Guide → learn.moneyguy.com/everything-you-need-to-know-about-roth-iras
🔗 Financial Order of Operations → moneyguy.com/guide/foo
🎓 Brian Preston (CFP®, CPA) and Bo Hanson (CFA®, CFP®) share professional insights to help you own your financial future.
Jump start your journey with our FREE financial resources: moneyguy.com/resources
Subscribe on YouTube for early access and go beyond the podcast: youtube.com/c/MoneyGuyShow?sub_confirmation=1
Connect with us on social media for more content: moneyguy.com/link-in-bio
Take the relationship to the next level and become a client: moneyguy.com/become-a-client
#WealthBuilding #PersonalFinance2026 #RetirementPlanning #FinancialFreedom
Why go small when you can go massive? Financial Advisors, Brian Preston and Bo Hanson, react to the internet's biggest money mistakes, from Steve-O getting someone approved on a 120-month Dodge Charger to a man who cashed out his 401(k) to buy a boat in the Virgin Islands (and somehow met his wife doing it).
Discover why replacing unsecured debt with a home equity line puts your house at risk, why buying a condo to keep up with homeowner friends is never the right reason, and why the 3D glasses approach (dream plan, down-to-earth plan, and doo-doo plan) could have saved one entrepreneur his grandmother's house. Plus, we break down the solar panel loan trap, the job-hopping debate, and why personal finance is so personal that a 30-second clip telling you what you must do may be the biggest mistake of all.
Timestamps
0:00 Introduction - Massive Money Mistakes
0:10 120-Month Car Loan Got Me Rolling?
1:15 Losing Grandma's House to Fund a Business
3:29 Man on the Street - Biggest Money Mistakes
4:24 Robert Herjavec - Stock Tip Gone Wrong
5:49 Caleb Hammer - Solar Panel Loan Disaster
8:28 Buying a Condo for the Wrong Reasons
11:00 Man on the Street - More Money Mistakes
12:42 Staying at Your Job Too Long Is a Mistake?
🔗 20/3/8 Car Buying Rule → moneyguy.com/guide/20-3-8-rule
🔗 Roth IRA Ultimate Guide → learn.moneyguy.com/everything-you-need-to-know-about-roth-iras
🔗 Financial Order of Operations → moneyguy.com/guide/foo
🎓 Brian Preston (CFP®, CPA) and Bo Hanson (CFA®, CFP®) share professional insights to help you own your financial future.
Jump start your journey with our FREE financial resources: moneyguy.com/resources
Subscribe on YouTube for early access and go beyond the podcast: youtube.com/c/MoneyGuyShow?sub_confirmation=1
Connect with us on social media for more content: moneyguy.com/link-in-bio
Take the relationship to the next level and become a client: moneyguy.com/become-a-client
#WealthBuilding #PersonalFinance2026 #RetirementPlanning #FinancialFreedom










