The Stacking Benjamins Show

We LOVE talking about investing, savings, and of course, stacking Benjamins, but what about when you actually make it to retirement? Do you have a plan for your first day after your last day of work? How about that next month? That next year? We've mentioned it before: retirement isn't the destination, it's a journey, and a milestone on the bigger journey of life. Discussing the "Now, what?" of ma...

You've always known it: most of what people tell you about great work is a lie. Ideas such as company culture, work-life balance, and other truisms are all challenged today by bestselling business thinker, researcher and author Ashley Goodall. Today he joins us to flesh out what we really should be focusing on at work and how, whatever your role, you personally can make your work and your company...

Establishing your BEST financial habits means realizing that it isn't about being great today or tomorrow; it's about doing the right things over and over again for the long run. Today we talk to the creator of a documentary specifically about a long run. 3100, Run and Become is the story of an ultramarathon that covers (shocker) 3100 miles. Better yet? It's run around a single New York City block...

What are the absolutely worst wedding gifts you could give this wedding season? One recent article from Kiplinger had us nodding our heads, so Mom said we should challenge our Friday roundtable, including special guest Beau Henderson from the Retirement Resource podcast, to a special game show! While we'll have some fun with this topic, you'll take away some better ideas for wedding gifts, creatin...

How do you make all of your financial transactions happy ones? How do you introduce the idea of abundance into your life? Ken Honda believes that while money can't make you happy, we DO attach lots of emotions to those bills in our wallet. Why shouldn't we actively manage our self talk around our money? That's the question Ken asks and answers on today's show. We'll talk about gratitude, sharing,...

Allison Schrager is an economist who's studied negotiation, diversification, and also, the topic we'll discuss in today's episode, risk. She'll explain risk using a lens that we haven't seen someone use before...the eyes and actions of legal sex workers. To illustrate how people think about risk, she visited brothels, horse breeders, and, among others, poker players. We'll discuss the many ways we...

Is there ever a right time to quit your job? At what point do you give up on the current job and take a pay cut to climb a better ladder? On today's show we'll talk career prospects, life planning, income, and more during our headline segment. Helping us out with today's roundtable are our contributors: Mary Wheeler from the  Know Debt No Problem  podcast, Paula Pant from the  Afford Anything  pod...

What's on your bucket list? Do you talk about your list or have you actually sat down and drawn one up. If not, why not? Today's guest, Karen Cordaway, discusses bucket lists in detail with us. Why you should have one, how to begin, what to avoid, and how to stick to your list are just a few of the topics we'll cover. Even if you're knee deep into building your list (or working through one), there...

On today's holiday episode we'll remember a great member of the investment community, T. Rowe Price. Cornelius Bond recently wrote a biography on the investing giant, and we'll dive in on the man, the investment philosophy, and how he built one of the country's biggest financial companies. First, in our headlines segment, do you know someone who's graduating this spring? You may want to share toda...

What keeps you motivated when you don't feel like thinking about saving more, spending less, or investing better? Do you have words you live by to help guide you through life? On today's show we're calling our friends Brandon Opre from TrustTree Financial, Paula Pant from Afford Anything, and  the  Len Penzo from LenPenzo.com, to discuss financial quotes that'll keep you motivated. Take this (inte...

Each year here in the basement, it isn't officially summer until we present this episode, which is why we're so happy to bring you Robert Niles, Mr. Theme Park Insider. He's coming down for his annual trip to the basement to help you find your best summer theme park fun. From the best upcoming rides, to fan favorites, plus the best way to get a few discounts from your favorite parks...he's bringin...

Bigger Pockets' David Greene joins us to tackle a more efficient way to buy real estate, especially if you're interested in building a large portfolio of passive income-generating properties. It's called the BRRRR method, and we'll walk through each of those letters on today's show. specifically, we'll talk about how to buy, rehab, rent out, refinance, and repeat. Even if you don't plan on using B...

We all know that subscription costs add up: Amazon, Hulu, Netflix, maybe a lawn service or wine-of-the-month club. But how do you make the decisions which to keep and which to heave-ho? Today our roundtable team, including author Frankie Calkins (author of the new book The Money Resolution, 101 Ways to Save Money, Make Money, and Get Out of Debt in One Year), OG, and Paula Pant (host of the Afford...

We can learn a ton from the wealthiest among us, and Veronica Dagher from the Wall Street Journal, and host of the Secrets of Wealthy Women podcast, has a front row seat with some of the smartest and wealthiest people in the country. She'll share with us lessons from three women that easily apply to both women and men. You're going to pick up some great career, money, and life advice on today's sh...

Scott Rieckens felt something wasn't right in his life. While he lived in a beautiful corner of the world, and despite he and his wife having fantastic jobs, life just wasn't what he'd expected. So, he did something that few people do...he actually decided to change. The results? He's teamed with Emmy Award-winning director Travis Shakespeare and created a documentary called Playing With Fire, whi...

Have you checked your credit lately? How does credit even work? Why do I have a low credit score? Today, Len Penzo, OG, and our special guest Gerri Detweiler tackle credit, credit cards, and hwo to best make your credit score your friend. Halfway through the show we'll take a break from our discussion while Joe talks to Carter Malloy from AcreTrader. When you think investments, does farmland come...

Erin Lowry from Broke Millennial learned early on about investing. As someone who's VERY conservative and not excited about losses, she didn't want much to do with investing. But, she'll tell us the story today about how she got started and about how you can make it easy. We'll talk about the types of funds to simplify your investment choices, how to add money, and what to do if the market isn't y...

On today's show, we'll sit down with David Bach, the nine-time bestselling author. What's keeping you from achieving your financial goals? Is it a latte a day? While it doesn't necessarily  have  to be a latte, our discussion with David will shed some light on the simple things in your life that could be holding you back from reaching your destination. And in our headlines segment, we'll be joined...

To end our rewind week we present one of our favorite roundtable topics. How do you start saving, when you feel like you can't? I think most people are in this boat, based on statistics about how much money the average person squirrels away. So, here with good facts and humor, were Len Penzo, Hilary Hendershott, and Hannah Rounds. Plus, our friend Shannon McLay was just opening her wildly successf...

I'm personally excited for you to hear this episode. When this first aired I personally was going through some really dark stuff...and as always happens, I found a book that spoke to me and helped me through it. I needed to change. I needed a wake up call. Maybe you do, too. I was lucky that I found Cortney's book and wondered, "Would she come on the show and talk about this?" I'm grateful that sh...

The "system" isn't fair. Names from Ray Dalio to Bill Gates talk about income inequality. Poverty is often swept under the rug by people who want to easily dismiss it as "not pulling yourself up," yet most know it isn't that easy. One man who knows very well how difficult inequality can be is John Hope Bryant. He came down to the basement to talk about "getting the memo" in 2017, and we've been ta...

Why aren't you rolling in the dough? Maybe it's because you aren't focusing on the right parts of your budget. Studies have consistently shown that ONE area of savings beats all others. What is it? Tori Dunlap from HerFirst100k joins Len Penzo and OG to talk about why you aren't saving more money. While you'll learn the top reason why you aren't saving more, you might also have fun doing it.... Ha...

Andrew Hawkins was an NFL football player with the Cincinnati Bengals and Cleveland Browns. He also won two Grey Cups in the Canadian Football League, worked in the Detroit Lions front office, starred in a reality television show with Michael Irvin, and starred on Sportscenter on Snapchat...what's he doing now? He's coming down to the basement to talk about how to transition. In his new podcast se...

Doug Lynam grew up in a wealthy family but rejected looking wealthy at an early age and began hanging out with counter-culture kids while trying hard to find himself. From that lifestyle to the Marines and finally to becoming a monk, we'll talk about Doug's quest to find himself and ultimately to come to grips with the role of money and what it meant for him (and also for many of us). We'll talk t...

What happens when a bride and her mom spend $70,000 on a wedding and everything goes wrong? Here's a bigger question: What happens when you spend more to get a bigger, better experience and it completely goes awry? Is it better to "super size" your spending to find more joy? We're all about the correlation between happiness and spending on today's episode. We're shaking things up with today's roun...