
The Stacking Benjamins Show
2,840 episodes — Page 26 of 57
How Was The American Revolution Funded?
We know how the war began. You may know many of the battles. Of course, you know how it ended because you're celebrating the end today if you live in the USA. But how was the war paid for? Today we dive into answering that question with historian Thomas Schachtman. He'll share stories about our founding fathers, their fortunes, and what was at stake if the revolution had gone differently, from both a personal and financial perspective. That's not all! Of course, we'll share a headline ripped from the news when this show first aired, answer a listener question, and dive into Doug's trivia. Learn more about your ad choices. Visit podcastchoices.com/adchoices
How Was The American Revolution Funded?
What If You Retire At The Worst Possible Time?
Is this the worst possible time to retire (or to make ANY big financial move)? Inflation is SLIGHTLY up. The stock market is SLIGHTLY down. This could feel less like retirement and more like falling into a deep, dark chasm. Yet, our panel today is here to provide a flashlight and some safety equipment for your goals. Kyle Landis-Marinello joins us (author of Personal Finance and Investing), along with Paula Pant (AffordAnything podcast), and our own OG. We'll dive into the problems associated with making big moves right now and one-by-one work through all of the problem points. By the end of the show, we hope you'll have a much clearer path toward still achieving what you want, when you want, with your money. But that's not all! Doug also will orchestrate another chapter in our year-long trivia challenge, as OG fights to pass Len for first place and Paula hopes to regain the fight for the world's worst trophy. It's all that and much more! Come join us! Learn more about your ad choices. Visit podcastchoices.com/adchoices
What If You Retire At The Worst Possible Time?
Time Management For Humans
Instead of focusing on what you're going to do today, how about deciding "what am I NOT going to do?" That's one of many pieces of productivity advice that Oliver Burkeman brings to the basement table today. He's studied productivity over his long career and has now written a new hit book on the topic. Oliver shares lessons from Four Thousand Weeks: Time Management For Mortals on today's show. In our headlines segment we address a recent Wall Street Journal piece that calls the bottom of the recent stock market downturn. When will the ugliness end? We'll also ask OG's opinion. Plus, it's Gary Busey's birthday, so Doug will help us with some non-sequitur trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Time Management For Humans
Upgrade Your Life By Adding Friction
Upgrade Your Life By Adding Friction
It's a popular refrain: evaluate your life to reduce time pressure and the resulting stress. But what if this approach wasn't as useful as you'd initially thought? We went from driving to a store to purchase closing to "one-click" ordering on Amazon to save time, but what did we lose in the process? Are we making poorer decisions because we're moving at the speed of light, all propelled by brands working hard to get you to buy more. When you save time, do you actually feel less stressed (hell, do any of us feel less stressed than we did ten years ago?) What if adding friction was the answer, rather than decreasing it. Soon Yu joins us today to talk about why friction may not be all bad, and why it can actually help keep more Benjamins in your wallet. He shares stories about a 20-minute coffee process, baking cakes, and how we can manipulate our dopamine levels to reduce unnecessary spending. But wait, there's more! In our headline segment, we talk about Social Security benefits and the misinformation to watch out for. You expect to get correct information when you call the Social Security Administration but some agents are handing out incorrect information by mistake. We'll tell you what to look out for and how to check your Social Security benefits before you retire. We also answer Jake's question about receiving a gift from his mom and Doug shares his TV trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
How Not To Regret Your Career In 10 Years
How Not To Regret Your Career In 10 Years
How much do you love your current job? Some studies show that more than half of people are unhappy with their job in some way. Finding your calling and a career you don't regret can be tough but our roundtable today will help you think about the right questions to ask yourself and tips to not regretting your career. We welcome Doc G from Earn & Invest, Len Penzo from len penzo dot com and Paula Pant from Afford Anything to share their career mistakes, regrets, and tips to finding your calling. And of course we have another round of our trivia challenge today with Doug's super serious trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Need a Better Plan? Add Some Soul
You've probably heard of having skin in the game, but what about having soul in the game? Having soul, in whatever game you choose, brings purpose and meaning to life. Our guest today learned about putting his soul into his work and finding true purpose from his parents. Vitaliy Katsenelson grew up in a small Russian town and saw the struggles and sacrifices his parents made to give him and his siblings a great life. Vitaliy shares the lessons he learned and why money is secondary to finding purpose in life. That's not all for today though. In our headline segment, we're brining up Gamestop stock again, but not for the reason you might think. The SEC is holding the magnifying glass to a little term called payment for order flow which became its own scandal during the Gamestop stock craze. We share what it means and why it matters. We also answer David's question about helping his mom find new work after an injury and Doug will share his trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Need a Better Plan? Add Some Soul
The Power of Used Cars and Big Lifestyles (with Buffie Purselle)
Buffie Purselle is a tour-de-force. She started her own business at 19. She's been featured on not ONE but TWO reality television shows. She's helped hundreds of budding entrepreneurs begin businesses. So to celebrate Juneteenth we're helping empower YOU with the woman who believes that you have to "crawl before you ball." She'll share stories from her own upbringing and early jobs that you can learn from to fast-track your own success. She also shares the dark moment when she realized things were headed in the wrong direction, and she needed to change her ways if she wanted to be successful. That's not even CLOSE to all of our topics, though. In our headline segment, we discuss some of the scandal behind meme stock trading: selling order flow. Wheels have been in motion since the meme stock craze began (remember Gamestop and AMC Theater stock?). Right now the SEC is trying to make some changes, and we'll share what it's all about. We'll also throw out the Haven Life line to Melissa who wants to find a fee-free HSA account. Why pay fees when there are great accounts out there with zero maintenance fees? We share how to find those free accounts. And we'll leave time for Doug's trivia AND our fairly gross TikTok Minute. Just another Federal holiday in Joe's mom's basement. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
The Power of Used Cars and Big Lifestyles (with Buffie Purselle)
Learn These Money Manners For Success!
Did you know that when at a fine dining restaurant, you should never lift your menu from the table? ...or that you should sip your drink from the exact same spot on the glass each time? On top of that, definitely do NOT announce to the table that you're headed to the bathroom. What does any of this have to do with money? Besides the fact that if you're interviewing or networking at a restaurant and you could stand to gain a few Benjamins from the experience, there are also some money rules that many people don't know or follow. What are they? Our regulars today dive into their favorites: Paula Pant from the Afford Anything podcast, Len Penzo from Len Penzo dot com, and our co-host here OG. They all share solid advice and awkward stories, everything from sharing salaries to making assumptions about other people's money. As usual, right in the middle of it all, Doug will share his trivia to continue our year-long competition among our regular contributors. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Learn These Money Manners For Success!
Top 5 Ways To Stop Messing Up Your 401k
You start that amazing new job and the boss hands you a giant stack of paperwork. Does that sound familiar? One of those forms is most likely a crucial piece of your financial picture: your 401k enrollment. How much should you contribute? How do you choose investments? Today, Joe and OG share the top mistakes they see people make with their 401k, so you can learn from others' mistakes and avoid your own future headache. You're welcome! From not contributing enough to choosing the wrong investments, they share it all. In our headline segment, we're diving into one group who seemingly predicts the market better than most analysts. How do they do it and who the heck are they? Oh, we'll explain! And it's probably not a group you'd expect. Then, of course, we let Doug share his auto-themed trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Top 5 Ways To Stop Messing Up Your 401k
Your Credit, Leveraging Community, and a 15 Year Career (or less)
Remember the phrase 30-and-out? That was what people said when they'd sign up to work for the same company for their entire working lives. Since the days of single-job employment, working thirty years has become a standard idea. But why? Kiersten and Julien Saunders are the brains behind the new book Cashing Out, where they throw 30 years to the curb. Instead, they advocate focusing on 15 years. We'll dive into that, saving more effectively for your goals, the FIRE movement, and more, in a wide-ranging conversation with this dynamic duo (they also are the team behind the popular rich & REGULAR blog, podcast, and more. In our headlines segment, credit company Transunion is out with a new study asking the question, "How are you holding up during this era of massive inflation?" Charlie Wise from the company joins us to talk credit and some worrisome trends that you should hear so that you can avoid overstepping your credit lines. Of course, we'll also share an UGLY TikTok minute about life insurance, ask you a tough postal service trivia question from Doug, and more. ...just another Monday at the Stacking Benjamins show! Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Your Credit, Leveraging Community, and a 15 Year Career (or less)

When Is Doing Nothing The Better Financial Option?
Can you be idle and still get ahead in the game of life? In some cases, this is absolutely the best answer. Our contributors to today's roundtable discussion dive into their answers to the question, "Can doing nothing benefit you in life and with your money?" Our special guest today from Sensible Money is Certified Financial Planner Dana Anspach. Joining Dana are our regular contributors, Len Penzo (LenPenzo.com) and our co-host OG. That's not all! We will round everything out with neighbor Doug's famous trivia! Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
When Is Doing Nothing The Better Financial Option?
Can You Be The Next Great Leader?
Can You Be The Next Great Leader?
It only takes a moment watching the news to learn what David Gergen already knows: our current leaders have failed us. In some ways, it isn't their fault; growing up during the Vietnam conflict, many of our leaders grew up in a deeply partisan country and have led from that divisive position. However, Gergen, who served not one but FOUR US presidents...from both parties (Nixon, Ford, Reagan, and Clinton), believes that our youth CAN be great leaders. How? We'll chat with him today about leadership, service, and how you could be the person who helps many around you stack more Benjamins. In our headline segment, both Jamie Dimon at JP Morgan Chase and Elon Musk are clanging the warning bell that bad times are ahead. Should you be worried? OG has opinions...and it probably isn't what you think. We'll also throw out the Haven Life line and tackle some of Doug's amazing trivia. Just another average day (you know...with a dude who's overseen and advised the making of The West Wing...) of the Stacking Benjamins Show. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Are Workplace Clashes Ever Worth It?
Know those horrible situations where everyone's fighting at work -- or worse, at home? Talk about a horrible investment: being invested in a rotten environment can overshadow even the best portfolio returns. Good news, though. It turns out, there are two types of conflict: the kind that allows us to grow and produces a positive outcome and the kind that's downright toxic. To help us find a way toward healthy conflict, Gabe Karp joins us. He talks about why it can be hard to see the other side of an argument, how to turn bad conflict into good, and how to move toward a healthier working environment by even maybe fighting more (but in a healthy way). But before that, we speak to Lamine Zarrad from Stellar about credit and the current economy. What happens when interest rates continue to rise and you need a new loan that you can't afford? Lamine created a company called StellarFI, which was built to help people build their credit through paying bills on time. We'll talk about credit issues, the economic slowdown, and how you can protect yourself. And of course, we'll share our TicTok minute AND Doug will share his trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Are Workplace Clashes Ever Worth It?
Here’s How We Open Up About Money

Here’s How We Open Up About Money
It's time to get vulnerable and break down the barriers. As we always say, 'personal finance is personal' which makes money talk hard (and embarrassing) at times. Our roundtable is getting vulnerable about their money and career and sharing ways to talk about money with others. Jeff Underwood, Paula Pant, and Len Penzo join our roundtable to discuss a blog piece about being vulnerable with your money. They talk about clever ways to save money when out with friends, times they were vulnerable about their own money situation, and how you can navigate the tricky waters of talking about money with others. And of course, we saved time for Doug's amazing trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Revolution In The Sky (plus your stock market losses may feel worse than they really are)
Revolution In The Sky (plus your stock market losses may feel worse than they really are)
What was your last interaction like with a flight attendant? The friendly skies weren't always as friendly to flight attendants as they are today. Actually, the term 'flight attendant' wasn't coined until stewardesses won a long battle against the airlines. To tell the fascinating story that has affected change on so many workplaces, Nell McShane Wulfhart joins us today. She talks about the strict requirements stewardesses faced in the 1960s and the "Charm Farm" training program they went through. As the name suggests, it was more about appearance than anything else. As the years went on, stewardesses joined together to fight back against the sexist job requirements and standards. There's more from the friendly basement crew in our headline segment. We're talking about the problematic news headlines that invoke fear in investors. The market is down this year but that most likely doesn't mean you've lost all your money. We share our thoughts on the market and how the news portrays it. For our Haven Life line, we share our opinions on a Reddit post about manipulating family members with money. And Doug will round out the show with his flight attendant trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Is Your Partner Hiding Money?
Maybe you’ve had a nagging feeling that things just aren’t right. Your partner is either acting strange, or money is gone from accounts and you aren’t sure why. It’s time to get a better handle on your cash flow. So how can you make sure your money is protected during the worst of times and how can you also ensure your partner isn’t hiding money from you? Today we welcome Tracy Coenen, a forensic accountant, to talk about what to do if you're faced with financial infidelity. She’s created a 10 step guide to controlling your finances and protecting yourself during a divorce and we’ll dive in to a few of the steps. She shares what to look for on social media accounts, how to handle and organize documents, and what to look for on bank statements. But we don’t stop there! In our headline segment we dive into mortgage rates. Where are rates today compared to recent years? How can you make sure you get the best rate possible? We'll tell you. We also talk about some big mortgage industry news as a whole. We also Magnify Linda's Money question. She wonders about 529 withdrawals. And of course, we’ll leave room for Doug's trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Is Your Partner Hiding Money?

Weddings for Less: Our Roundtable Shares Ideas
One of the top reasons couples argue is because of money. We always say that personal finance is personal and it's true that every person and couple have different views on money but coming together as a couple to share those goals is key. But even before most couples combine their finances, they have a wedding to stress about. Our roundtable today talks about couples and money and they dive into wedding registry gifts. Elle Martinez from Simplify and Enjoy, Len Penzo, and OG make up our roundtable team today and they share their thoughts on cash vs. gifts on registries and how couples can come together to crush their financial goals. Diania is also here today and she shares some amazing trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Weddings for Less: Our Roundtable Shares Ideas
How to Money (with Jean Chatzky and Kathryn Tuggle)
A million and one money decisions in a day...how the hell do you make the right one???? Between social media and the internet, f--- me, there are countless tips and "advice" from strangers on how to manage your money, but absolutely ZERO are really tailored to you. In the basement, we know that information can be powerful if used correctly, and that's exactly why we invited Jean Chatzky and Kathryn Tuggle here today. In their new book (it's geared toward women, but everyone can benefit from it), they talk about the power of information and making informed decisions for our present and future selves. They talk to us about pillars of success, and how you can finally feel more empowered out in the open about your money decisions. During our headline segment, we'll answer the burning question: "why does my advisor never text me?" It's not because they don't like you. FINRA, one of the two major regulatory agencies, doesn't allow it. We talk about why and the opposite effect it tends to have from the rationale behind it. We also answer Katie's question on the Haven Life line about where to save additional money each month. And Doug will share his amazing trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
How to Money (with Jean Chatzky and Kathryn Tuggle)
Our Annual Theme Park Summer Fun Guide (with Robert Niles)
Gearing up for summer travel? Not only is summer fun about saving money; it's also about ensuring that the dollars you spend are worth it. What theme parks are actually worth your money? Today we help you kick off your summer because Robert Niles from Theme Park Insider joins us for his 8th annual survey of what's new/what's hot/what's undervalued in vacation travel. He shares the newest rides and attractions at various park across the country and offers tips to get the best bang for your buck. During our headline segment, we dive in to a piece that says investing in the stock market "won't make you rich," and then (of course) offers some alternative "best" places to invest instead. There's legitimate alternative investments out there, and many that are highly recommended, but this list might fall slightly short. We'll have opinions. We also share what you should look out for before investing. We then answer an anonymous caller's question on the Haven Life line about retirement survivor annuities, and of course, Doug also shares his trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Our Annual Theme Park Summer Fun Guide (with Robert Niles)

When Do I Kiss the 9-5 Job Goodbye and Work For Myself?
Are you in the career you love? If not, what's stopping you from making a change to that job you've been dreaming of? Changing careers (especially if that means becoming an entrepreneur) isn't always as easy as it sounds, which is why our rockstar roundtable panel today is ready to help you find your way. Entrepreneurial coach Sylvia Moe Inks, Paula Pant, and Len Penzo discuss pivoting your career. They share their own stories of career changes and starting their own businesses. Of course, Doug will also share some flight-themed trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
When Do I Kiss the 9-5 Job Goodbye and Work For Myself?
Struggle, Persistence, Tech & Mentors: Building Your Successful Business (with Carter Malloy)
Struggle, Persistence, Tech & Mentors: Building Your Successful Business (with Carter Malloy)
"Failure is an option," Carter Malloy says during today's interview, and it's true. Evolution in business is critical, and technology, the right team, and pure persistence can pull a success from near-certain failure. From early websites to failed business plans, business owners have many challenges to navigate. Carter Malloy faced tons of these challenges and more while advocating for an investment approach he strongly believed in: buying farmland. Today we bring you a special episode sponsored by Dell as part of their PodFerence, a podcast-based conference to celebrate Small Business Month. Malloy, who is the founder and CEO of AcreTrader, joins us to share lessons learned during his early steps into entrepreneurship. He talks about early lessons his father and mentors taught him, how technology has helped evolve his business, surrounding yourself with people who don't think like you, and the overall grit and determination it takes to be a business owner. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Our Top 5 Moves To Make In A Down Market
Sell, sell, sell! Buy, buy, buy! No, panic trading is not the answer when the market dips, but the news certainly can makes it sound like the end of the world. So what should you do during a down market? It turns out there's money-saving magic in avoiding selling everything to cash. Today, Joe and OG share their top 5 things to do during a market downturn. They talk about rebalancing, turning off the TV, rewinding history, and more. After this show, your investment policy statement, will be cleaner and more efficient than ever! During our headline segment, the guys dive into some quirky trends to follow in the stock market. South Park and Build-a-Bear (of all things) are making headlines in a recent Reddit thread. We'll also throw out the Haven Life line to Amanda who shares the strategies they used to pay off debt. And Doug will panic while he shares his panic trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Our Top 5 Moves To Make In A Down Market
Stackers Share Their Money Stories

Stackers Share Their Money Stories
Have you ever wondered how others are navigating their financial journey? Sharing tips, tricks, and mistakes with others can be super helpful, and having a community of like-minded people around you on any journey makes it less scary. As Joe travels across the country on his book tour for Stacked, he’s hearing from fellow Stackers about their money story. Thanks to Million Stories for partnering with us on this Instagram video series called A Million More Stories. We’re highlighting four of the interviews today, and they talk about money lessons as kids, money mistakes, and where they are now. We’ll also throw out the Haven Life line to Mike, who wants to know what courses and resources are available to help family members learn about financial management. And, of course, Doug will enlighten us with his real estate trivia. Enjoy Learn more about your ad choices. Visit podcastchoices.com/adchoices
What Does Inflation Mean To Me?

What Does Inflation Mean To Me?
Do you have sticker shock at the grocery store or gas pump? Inflation is high and there's no doubt it's impacting spending ability. The good news is there are ways to help combat inflation and even help you earn more. Our roundtable today includes Andy Hill, Paula Pant, and OG, and they're tackling the inflation issue to give you tips and tricks to save money and earn more. They talk about raises at work, side hustles, and small ways to make a difference with your finances. And Doug will share his McDonald's trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Dell Podference: Steps to Building an Automated Business
Dell Podference: Steps to Building an Automated Business
Technology is ever-changing and keeping up with the latest tech can help build and improve your business. We have a special episode sponsored by Dell today for their PodFerence, a podcast-based conference to celebrate Small Business Month. To talk about how technology and digital automation intersects with her business, Paulette Perhach joins us. She shares about her writing career and the various tech platforms she uses in her everyday business life. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices