
The Stacking Benjamins Show
2,859 episodes — Page 28 of 58
When Do You Reboot Everything? (with Jason Tartick)

The Basics: Buying Stocks (with Brian Feroldi)
How much do you really know about investing in stocks? You may have heard that it's hard to beat the market, but could you do it? How does the stock market actually work, and how do you do the right homework to find a good stock to buy? You're in luck because today Brian Feroldi joins us to talk about his own stock buying process, breaking it down into easy steps. He also shares why the stock market rises over time and why it's harder for a fund manager to beat the market than an individual investor. During our headline segment, we'll talk about covering your bases with insurance. Recent news articles involving celebrities show that you never know what tomorrow will bring. Having the right risk management strategy and maybe the correct insurance policies in place can make all the difference. We'll also answer Jordan's question about spending down his portfolio in retirement. And Doug will share his amazing trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
The Basics: Buying Stocks (with Brian Feroldi)
Our Most Embarrassing Game Show About Money (LIVE on Fireside)
What's a money topic you're embarrassed to talk about? Don't want to share with people the insane amount of money you spend at the penny arcade just to miss the big prize by one ticket, or better yet, the amount of debt you got into only because someone told you it will increase your credit score? Our roundtable today talks about embarrassing money topics and how to make them less uncomfortable. It's strange, our regulars didn't show up as themselves today. It must be Doug with his April Fool's pranks again. We've got Gwen Merz, Paul Ollinger, and Bob Wheeler standing in and they share some great advice. We'll also leave time for Doug's riveting trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Our Most Embarrassing Game Show About Money (LIVE on Fireside)
The Subtle Art of Doing Nothing (with Celeste Headlee)
How often do you feel bored? So many of us are busy with work, family, and life that we forget to slow down. We don't leave ourselves time to do nothing and to experience the magic that is being bored. Celeste Headlee was on a personal journey to find happiness when she started researching the history of work in America. What she found was a treadmill that we're spinning faster and faster. She found that most of us don't have time to do nothing, yet we need that time for reflection and rest. Celeste shares her findings and why doing nothing can be so important to achieving the goals you truly want in life. During our headline segment, we take a look at investment fees. Eye roll, I know, but fees play an important role in our overall investment portfolios and can vary greatly. We talk about the fees you should and should't care about. We also answer Colton's question about selling and buying a house. He wants to know how much to put down on the new house given recent interest rate rises. And don't worry, we will leave time for Doug's amazing trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
The Subtle Art of Doing Nothing (with Celeste Headlee)
Trust and Inspire (with Stephen M.R. Covey)
Think of the best manager you've ever had. Now think of the worst. What's different about the two? It might be their management style, or it could be their general personality. But is it something more? Do leadership and trust come to mind? Great leaders are more than just managers. They know how to inspire and motivate people and can adapt to change as the environment shifts. But even without a manager, you can be a leader in your own life. Stephen M. R. Covey believes that leadership is a choice, and it's processes that are managed, not people. People are inspired and taught to be trusted. True leadership is about creating better decisions and relationships to further our lives and goals. Today he joins us in the basement to share how we can all be better leaders in our personal and professional lives. During our headline segment, we'll dive into the right time to switch up your financial plan. We'll focus first on a piece from Investment News which tackles tax planning for new retirees, but will widen the discussion quickly to all areas of your life and when it's time to reboot your plan. We'll also throw out the Haven Life line to Sasha who has a question about buying a business. And to round out all of the madness, Doug will also share his trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Trust and Inspire (with Stephen M.R. Covey)

How To Increase Your Odds of Winning With Money
What are your favorite money moves that pay huge returns with little time and effort from you? It could be getting your company 401k match or saving early and investing to get the benefits of compound interest. Today our roundtable discusses their favorite asymmetrical money moves. Four-time olympian Lauryn Williams joins Len Penzo, and OG on our roundtable and share it all. From paying off a mortgage to reviewing insurance and investing, they give some great tips. Doug will, of course, share his trivia too. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
How To Increase Your Odds of Winning With Money

Strong Women Leading Families Into Wealth
Do women and men think about finances differently? Absolutely. Women, sadly, are more likely to lack confidence in their financial approach, to delegate the "leading" of families to men, and to take a backseat role. As the Chief Knowledge and Learning Officer at Pitcairn, Amy Hart Clyne studied 40 women to better understand their money habits, philosophy, and behavior. She shares some surprising findings and some powerful lessons for both women and men when it comes to handling wealth-building, family, and creating a legacy. Pitcairn, a multifamily office serving ultra-high-net-worth clients. During our headline segment, we'll focus on the forest fire happening in tech stocks. They've had a great run-up the last few years, but is this downturn a sign that it's all coming to an end? We discuss two pieces that ask some difficult questions about the sector and about being a long-term investor. We also discuss disability insurance during our Haven Lifeline. Many people don't realize how important it can be, so we'll point out when and why you might consider this coverage option. And of course, we'll leave time for Doug to share his credit card-related trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Strong Women Leading Families Into Wealth
Lessons on Adulting: Launching Your Money-Savvy Family (with Bobbi Rebell)

Lessons on Adulting: Launching Your Money-Savvy Family (with Bobbi Rebell)
Think of a money mistake you made early in your adult life. It might have been getting into trouble with credit cards or not saving into -- or even knowing about! -- your company's 401k plan, or maybe you didn't know how to budget. If you could go back in time, what advice would you give yourself to avoid those sticky situations? Our guest today is passionate about helping the next generation become better with their money. From learning about taxes and investing to setting a budget, Bobbi Rebell has been through it all with her kids. She shares the money lessons she taught her kids to avoid making the same mistakes she once made. She shares how you can help others, too. Even if you don't have kids, these tips can apply to anyone. During our headline segment, we dive into Roth IRAs. The stock market decline to start this year has had many people wondering if they should take advantage of a Roth conversion. We discuss the tactics of this strategy and give you things to think about if you are considering it. We'll also answer Mattie's question about sinking funds, and to top it all off, Doug will share his trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
What Are Your "Forever" Items?

What Are Your "Forever" Items?
In every household there are a few items that you purchase once and then never purchase again. For some of us, our goal is to find as many of these as possible so that we can invest our money in other ways. It turns out that investing in quality, guaranteed equipment that's more expensive up-front can actually pay huge dividends later. We'll ask our roundtable team of OG, Len Penzo (LenPenzo.com), and Paula Pant (Afford Anything) what their "forever" items are. Hopefully we'll be able to help you figure out which household expenses are better to splurge once on, and which are better to spend as little money as possible on. We'll also share mistakes we've made along the way with "forever" or cheap spending. And of course, we will save time for Doug's amazing trivia challenge. The battle continues! Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

The Basics: Buying Short Term Rentals
Have you ever looked at your futon in your kitchen and thought, "Hey, I think I will rent that out to a stranger?" Believe it or not, our guest today, Avery Carl, has some friends who did exactly that. It gave her the idea to invest in short-term rentals as a stepping stone to building a more extensive real estate portfolio. Joe and Avery discuss having an income to support lending criteria, the pros and cons of property management, and how she strategically invested in mature vacation rental markets to scale her portfolio. Worried about scams? Today in our headline segment, Joe and OG discuss a piece about a former car salesman who allegedly got caught in an elaborate scam buying back leased cars. Also, they discuss a Netflix documentary about the Tinder Swindler and how he thinks his scam was a "successful business." We throw out the Haven Life line to Amanda and congratulate her on paying off her debt. And, of course, we will enlighten your day with Doug's famous trivia. Learn more about your ad choices. Visit podcastchoices.com/adchoices
The Basics: Buying Short Term Rentals

Add Better Design To Your Financial Plan (with Kevin Bethune)
How would your life be different if you spent more time designing and less time winging it? Would you be where you are now, or would you be working on more fulfilling projects? Today on our show we talk with Kevin Bethune, the author of the new book Reimagining Design: Unlocking Strategic Innovation. He has reimagined and redesigned his career a few times over, going from working in nuclear power, to heading back to business school, to working at Nike on shoes, and then on to many other projects. We'll draw strong correlations between his work in corporate design and your work building a better life. Joe and OG discuss a piece from a very popular investment house about the value of human advice vs. robots. I think you'll be surprised when you hear not only what firm commissioned this study, but also our discussion about the future of financial advice...much more of a fusion of humans and robots than one or the other. And also, with most of us losing an hour of shuteye this weekend, Doug gives us some good tips in his trivia about taking a nap. We'll also (of course), save time to throw out the Haven Life Line on whether or not you should be available to your boss 24/7 even on vacations? Should you? Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Add Better Design To Your Financial Plan (with Kevin Bethune)

Success Key: How Do You Imagine Your Financial Future?
You've probably been told to live in the present at some point in your life but does that do more harm than good when it comes to your finances? Splurging on that purchase today might feel good in the moment but is it going to make 'future you' happy too? Thinking about ourselves in the future is hard. Our roundtable today discusses this topic. Jason Hallonquist, Paula Pant and Len Penzo join our roundtable to talk about how thinking about your future self is beneficial for your finances. And don't worry, we left time for Doug's trivia! Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Success Key: How Do You Imagine Your Financial Future?

Why Are You So Effing Tired? (with Dr. Amy Shah)
Have you checked in with your health lately? Stacking those Benjamins is awesome but it means nothing if your health holds you back from doing the things you enjoy in life. Our guest today shares an incredible story of the scary moment she realized she was constantly running at full speed ahead. Dr. Amy Shah joins us to share that story and her journey to better overall health. She explains how hormones, sleep and overall gut health contribute to every aspect of our lives. During our headline segment, we talk to Dr. Brooke Struck from The Decision Lab about consumer spending habits, specifically millennials. Are millennials' spending habits different from other generations and what struggles do they face that other generations might not have? Dr. Brooke Struck shares his research findings. We also answer a question from our basement Facebook group about HSA's and Doug shares his trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Why Are You So Effing Tired? (with Dr. Amy Shah)
Avoid The Next Scam: Former Cult Member Takes Us Inside
You'd never fall for it, right? Scams can look so obvious from the outside. "How could they have let that happen?" we ask. Reading about Bernie Madoff or some of these other big "scammers" from history, it's easy to think of how gullible the victims must have been. Being in the midst of it, though, leads to the true, deeper, and disturbing story. Radhia Gleis knows how scams work because she was in a cult for over 20 years. Today she shares the story of how she sunk deep into a con and then also explains the pain and immense disappointment she experienced when she realized it was all a lie. It's a fascinating story about searching for meaning and how scammers maintain their power. We'll help by giving you tips to avoid being scammed as well. During our headline segment, we dive into another troubling situation: the current situation in Ukraine. While there are far more important aspects of this conflict than your money, the only one we're qualified to comment on is the effect on your portfolio, so we'll do that today. Market volatility has ticked up again and we talk about while it signals some horrible events happening in the world, why this might not be as bad as it sounds for your investments. We'll also answer Lacey's question about saving for nieces and nephews (what should she use to save some money for them?) and also, Doug will share his amazing trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Avoid The Next Scam: Former Cult Member Takes Us Inside

Why Some People Will Always Be Poor (with tax prep tips from The Bookkeeping Artist) - REWIND
How can you tell if someone is rich or poor? It's not as simple as looking at what someone buys or where they live. Being rich is about more than the size of your wallet. To round out our rewind week, today our roundtable discusses this topic. They share their thoughts on what it means to be rich and what that really means. This episode originally aired in 2019 so ignore and mention of giveaways or current events. See our original show notes here. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Why Some People Will Always Be Poor (with tax prep tips from The Bookkeeping Artist) - REWIND

Ultimate Guide To Workplace Benefits (with Amanda Lannert) - REWIND
Have you ever been overwhelmed by all the choices that come with employee benefits? From health insurance to retirement savings, child care and an HSA vs FSA, there's can be no shortage of benefits to choose from. Amanda Lannert joined us to share the details on some popular employee benefits. This episode aired in 2020 so be sure to ignore any mention of current giveaways or events. See our original show notes here. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Ultimate Guide To Workplace Benefits (with Amanda Lannert) - REWIND
Spring Clean Your Wallet (plus Ditch the Resume/Land the Job with Gary Burnison) - REWIND

Spring Clean Your Wallet (plus Ditch the Resume/Land the Job with Gary Burnison) - REWIND
Are you looking to spring clean your finances? Get organized and on the right track to crush your goals this year. We've got Gary Burnison here to help you clean up your resume and land your dream job. It's the start of our rewind week, and this episode originally aired in 2018, so ignore any mention of current giveaways or events. See our original show notes here. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

Why Your Family Needs a Money Philosophy
Do you have a family money philosophy? A money philosophy can simply be an idea of what you do and don't value. Or it can be as complex as a charitable giving strategy or a very specific spending plan. There's no right or wrong answer when it comes to a money philosophy. Today our roundtable is sharing their money philosophy and they talk about mapping goals, spending based on values, how they taught their kids about money, and more. Listen in to hear Chelsea Brennan, Len Penzo, and Doc G share their thoughts. Doug will also share his trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Why Your Family Needs a Money Philosophy
How To Make Influence Your Superpower (with Zoe Chance)
Do you ever feel like you just don't have much influence over others? Not in a negative way, but in a way where you wish people would truly hear you. Sometimes we just need to take a step back and re-evaluate what we are trying to accomplish. Zoe Chance is an expert in influence, the author of the new hit book Influence Is Your Superpower, and also teaches the most popular class on the topic at Yale. She joins us today to share her secrets to positive influence and happiness. She talks about the power of 'no', charisma, and my favorite, the Kindly Brontosaurus technique. During our headline segment, we dive into longevity in financial planning. As people start living longer, what adjustments need to be made to financial plans? We talk about retirement planning and allocations as it relates to living longer lives. We also help answer Jenna's question about saving or spending HSA dollars and Doug shares his influential trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
How To Make Influence Your Superpower (with Zoe Chance)
Our Top 5 Easy Ways To Save More Money
Looking for a few quick money wins? Personal finance, and developing a complete financial plan can be overwhelming, but you don't have to start by climbing that mountain. Today Joe and OG are sharing their top five easy money tips. They talk about automating your financial life, writing down your debts, reviewing subscriptions and our favorite, HSA accounts. They're giving you easy tips to get started that can help change your mindset and get you on track to reach bigger goals. During our headline segment, we look at USA Today's Super Bowl ad winner. Anna Kendrick and a dream house took the top spot this year, with a segment all about this ultra-hot real estate market. Will the easy wins continue? We'll also answer Matthew's question about opening a brokerage account and Doug will share his sticky bun-themed trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Our Top 5 Easy Ways To Save More Money
The Truth About Buy Now Pay Later

The Truth About Buy Now Pay Later
Have you seen -- or used -- those popular buy now, pay later apps? They seem to be on almost every website as an easy way to split your purchase into several payments, all interest-free. As tempting as it may be, the downsides might hurt your wallet in the long run. While paying in installments with no interest might work out for the best for some purchases, it can also lead to a habit of overspending. Today our roundtable discusses a piece about these popular apps. Our roundtable consists of Tom Cock from Talking Real Money, Paula Pant from Afford Anything, and Doc G from Earn & Invest. They share their thoughts on buy now, pay later, and offer advice to skip these all together. Diania Merriam is filling in for Doug and she's sharing her spectacular trivia today. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
The Huge Tax-Savings Case For Frugality plus 3 Inspiring Stacker Community Stories

The Huge Tax-Savings Case For Frugality plus 3 Inspiring Stacker Community Stories
How important is spending less on what you don't need? Today our guest will share why you may want to rethink your laisse-faire attitude about minimalism. We'll tackle a big a-ha for savers with a tax strategy you haven't heard, plus, it's Joe's birthday, and he's looking to be inspired. So today, we're excited to hear from YOU and some of the great things you all are working on. We have three great guests for you today: the Stackers who host the Fat and Broke podcast are celebrating a huge milestone, Maggie, a travel blogger will share some tips for national parks jaunts, and TJ, a leadership blogger, will share a homeowners story for the ages. Let's just say that we won't be asking him where to place our bonfire. It's all Sean Mullaney, the FI Tax Guy, sharing tax planning tips for this year, inspirational stories and we'll round out the show by including Doug's famous trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Valentines Lessons from Celebrities, a Power Couple and a Kid With a Great Laugh
We're chucking the expensive flowers and chocolates that go right to your hips this Valentine's Day. Instead, let's share the love by bringing on the Benjamins! Are you looking to up your finance game? Maybe you have debt you'd like to pay off, an expensive soon-to-be ex-spouse, or you're looking to just be more intentional with your money. On the love side of the equation, Anjie and RJ from the hit new Rich by Intention podcast join us to share their incredible story of debt payoff, teamwork, and negotiation. They paid off over $100k of debt in just one year on salaries of less than $100k each. They negotiated raises of over 15% each, and they lowered their rent payment. How? They'll share all their strategies and how you can get your finances in order too. During our headline segment, Kelly Frawley and Emily Pollock protect your downside, by joining us to talk about lessons we can all learn from some recent celebrity divorces. What's more romantic than that for Valentine's Day? They'll share problems with prenups and how to know if you might need one or how to make sure it works. But that's not all. We'll also answer a Haven Life line question about 401k investments, and Doug will share his trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Valentines Lessons from Celebrities, a Power Couple and a Kid With a Great Laugh

Small Ways To Save More This Year
Ever wish there were small changes you could make that would have big impacts on your money situation? We've heard the big ideas such as start a side job or max out your retirement accounts, but what if that's just not in the cards? Today our roundtable is lining up a bunch of ideas that aren't huge, but that collectively can help you get the ball rolling with your financial picture. They discuss a piece from The Penny Saver about small ways to make an impact on your finances. It's our gameshow episode, so we're putting our contributors to the test, asking them to guess which tips are mentioned in this piece. Because they share lots of not-listed ideas as well, you can be sure you'll find out some great and not so great savings strategies. Our roundtable is made up of our regulars today: Paula Pant, Len Penzo and OG. The winner of our gameshow will earn an extra point in our year-ling trivia challenge. Speaking of, Doug will share his trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
Small Ways To Save More This Year
Peter Lazaroff Helps Us Make Money Simple
Peter Lazaroff Helps Us Make Money Simple
What financial mistakes could you have avoided? Most of us learned personal finance the hard way, by stumbling through life without training and learning from our mistakes. Unfortunately, most schools don't have a personal finance class that teaches students about budgeting, saving, or what the word "taxes" actually means. Peter Lazaroff is chief investment officer at Plancorp and a CFP® who shares our passion for personal financial literacy. He's here today (don't tell OG, he might get jealous) to share his first experiences with money AND how you can make money topics more simple for yourself and those around you. He also shares some of the golden personal finance basics we should all familiarize ourselves with, and dishes out resources to help us all further our own financial education. During our headline segment, we dive into ETFs. A seasoned firm is entering the game (better late than never!) of ETFs years after their competitors. We talk about active vs passive funds and the future of the ETF industry. We're also answering Dave's question about reward credit cards. Are they really as good as they sound? And of course, Doug will share his amazing trivia. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices
What Can Washington and Franklin Teach Us About Money?
How did the founding fathers of the United States make a living after the Revolutionary War? Believe it or not, they had to make some choices similar to ones you may have had to make when struggling with money. Washington took a job just because it paid well. Franklin juggled many "side gigs" to bring in money. Sound familiar? Today is our 10 year podcasting anniversary, so we are throwing it back to Ben Franklin himself (well, not really him, but someone who can tell his story!) and learning from his career. He, along with George Washington, worked hard to find new ways to make money after the Revolutionary War. Willard Sterne Randall is a writer-turned-historian who'll share the stories of Washington and Franklin. We ask him to dive into the success and failures of each and share lessons we can all take away. During our headline segment, we dive into the stock market. What should you do when there's a drop in the stock market? While the initial reaction might be to panic, we'll share sound advice for keeping your cool. We look to Reddit today for an ugly letter to share during our Haven Life line portion of the show. One young investor made several HUGE mistakes trading options and SPACs and he turned to the internet for advice. We share our advice on how to avoid the same mistakes he made. And of course, Doug will share his Stacking Benjamins-themed trivia for our 10 year anniversary. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices