For millions of young prodigies, it's graduation season. But before they spread their wings and leave the nest, how will they afford it? Our roundtable tackles this timely topic on how recent college graduates can best get a head start on adulting. We're happy to welcome our special guest to said roundtable Wes Moss of the Retire Sooner Podcast. He joins our ... Show More
Yesterday
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
Jun 2022
The Top 5 College Financial Aid Mistakes & Why Billions Of Dollars Goes to Waste Each Year
This week we’ve been focusing on student loans, hopefully, you had a chance to listen to our jam-packed episode with Robert Farrington on the student loan debacle. In this episode, we’re diving deeper into navigating the college aid process and all things FAFSA with Stuart Siegel ... Show More
45m 47s
Jul 2021
1597: How To Pay Off 10000 Of Debt In One Year by Robert Farrington of The College Investor on Money Strategies
Robert Farrington of The College Investor talks about how to pay off $10,000 of debt in one year Episode 1597: How To Pay Off $10,000 Of Debt In One Year by Robert Farrington of The College Investor on Money Strategies Robert Farrington is a personal finance expert that focuses o ... Show More
12m 31s
Jul 2020
5 Easy Steps to Improve Your Finances (Even in 2020) | David Waldrop
Today’s guest, David Waldrop, is a friend of the podcast who has been on the show in the past He’s a CFP® and has so many great tips to help you build a stronger financial foundation, including these 5 easy steps to improve your finances. This is a reboot episode, but the content ... Show More
35m 17s
Jun 2021
#1639: Graduate Uses Equestrian Art to Canter Out of Debt
When a psychology graduate wants to pay off $65,000 in debt, she takes life by the reins and learns to scale her equestrian art business. Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their jo ... Show More
6m 49s
Apr 2022
Friday Flight - Degrees are for Dummies, the Best New Credit Card Perk, & Crypto Psychos #501
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
28m 40s
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
Aug 2022
BONUS: Student Loan Forgiveness FAQ
On August 24th, 2022 President Biden announced his multi-layered plan to relieve student borrowers. In this episode, Tori Dunlap walks you through the basics of this plan, how it will affect the U.S. on a greater scale, and how to prepare for resumed payments on January 1st, 2023 ... Show More
12m 44s
Jul 2021
Friday Flight - Crazy Rich Millennials, Rising Rents, & A Shady Way to Pay for College #387
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
29m 6s