This seems like an easy decision, doesn't it? Skimp on the party and invest money in your dream residence. Yet, don't we always say to invest in experiences because they appreciate in your mind (becoming more epic as the years pass), instead of things that clutter our lives? Co-hosts of the new Netflix reality show Marriage or Mortgage, wedding planner Sarah ... Show More
Today
The Deceptive Allure of Investing Like the 1% (How We Get Conned) SB1726
Ever think, “If I just followed the playbook of the ultra-wealthy, I’d be set for life”? Turns out, that’s exactly the kind of thinking that can lead you straight into the arms of a scammer. In this episode, Joe Saul-Sehy and OG break down the traps hidden inside the “invest like ... Show More
55m 44s
Aug 22
Estate Planning, Charitable Giving, and Financial Hot Takes (SB1725)
If you’ve ever wondered whether you should pass on your money now or make your heirs wait for the “big reveal” (cue the dramatic reading of your will), this is your episode. Joe Saul-Sehy, OG, and Neighbor Doug welcome Paula Pant from Afford Anything and Jesse Cramer from Persona ... Show More
1h 1m
Aug 20
Donor Advised Funds 101 (with Adam Nash) SB1724
What if there were a way to make charitable giving easier, more strategic, and—dare we say—more satisfying? In this episode of The Stacking Benjamins Show, Joe Saul-Sehy, OG, and Len Penzo welcome Adam Nash, founder and CEO of Daffy, to demystify donor-advised funds. Whether you’ ... Show More
1h 15m
Apr 2023
406: Finance Friday: Why FORCING Your Way to FIRE Isn’t The Way
The road to early retirement isn’t easy. Once you become dead-set on finding financial freedom, your entire world turns upside down. For many of us, this means spending as little as possible, ditching takeout, saying goodbye to expensive events, and becoming a frugal hermit in ou ... Show More
52m 1s
Feb 2022
565: How to Take the Fear Out of Investing in New (or Bigger) Deals w/Bestselling Author Kindra Hall
Analysis paralysis is always lurking. Even the most experienced investors feel it before they pull the trigger on a new deal, business, or strategy. It’s not to say that careful consideration of an investment isn’t a crucial requirement to success, but the mental stuttering we fe ... Show More
1 h
Oct 2022
341: Money with Katie’s Middle-Class Myths and The Great Roth vs. 401K Debate
Katie Gatti Tassin from Money with Katie had her “financial awakening” earlier than most. She saw the middle-class wealth trap of working, spending, and repeating for what it really was. This cash-gobbling cycle is one that many Americans fall into, but once you see the light, it ... Show More
1h 4m
May 2021
Friday Flight - Choosing Between WFH or Getting a Raise, A Better Way to File Taxes, & the Worst Way to Travel #363
It's time for a Friday Flight! These episodes are all about the week’s financial news and the impact on your personal finances. There are a lot of headlines out there, but we distill it down to specific takeaways that will allow you to kick off the weekend informed and help you t ... Show More
30m 22s
Aug 2021
Ask HTM - Working with a Partner who is Bad with Money, Best Ways to Pay for Grad School, & Tax Implications of Inherited Money #400
We’re kicking off the week by answering listener questions! And if you have a question that you’d like for us to answer on the show, we’d love for you to submit your own via HowToMoney.com/ask/ , send us your voice memo. Regardless of how random or bizarre you might think it is, ... Show More
45m 9s
Dec 2021
Friday Flight - Tempting Investing Mistakes, Dumb Millennial Millionaires, & Making Personal Finance Funny #456
It's time for a Friday Flight! These episodes are all about the week’s financial news and the impact on your personal finances. There are a lot of headlines out there, but we distill it down to specific takeaways that will allow you to kick off the weekend informed and help you t ... Show More
34m 39s
Apr 2022
Friday Flight - Fake Free Tax Filing, Radical Sabbaticals, & 24/7 Stonk Trading #495
It's time for a Friday Flight! These episodes are all about the week’s financial news and the impact on your personal finances. There are a lot of headlines out there, but we distill it down to specific takeaways that will allow you to kick off the weekend informed and help you t ... Show More
32m 6s