The Stacking Benjamins Show

And you thought you knew us! WELCOME TO THE STACKING HAMILTONS SHOW!!!! According to Doug's crazy holiday calendar we're celebrating National Hamilton's Day. It's your lucky today because today we're bringing you a show stock full of tips on how to save Hamiltons fora rainy day. Rosemarie Groner from BusyBudgeter.com, stopped by the basement to hand deliver 10 tips to save $10 in 10 minutes minutes or less. PLUS, during our headlines segment, we're talking to the COO of popular money and budgeting app, Clarity Money. I know. We're about three quarters as excited as you are. And during our Haven Life Line segment, we'll answer a question from Tracy about paying her daughter. Does her business need to show an expense report for paying her daughter even though Tracy put it in an Roth IRA?Then during our letters segment we'll answer Corey's question about his retirement progress. How's he doing? Of course, we'll still have time for Doug's trivia. Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to Slack for supporting Stacking Benjamins. Slack: Where work happens. Go to slack.com to learn more. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Do you ever find yourself sitting around wondering how someone retires early? Good news... we've been wondering the same thing. To answer answer all of our (and your!) questions about early retirement, we invited the man who has not only done it himself, but has been teaching other people to do it too, from TheRetirementManifesto.com, Fritz Gilbert. Speaking of wonder....have you wondered how you can win that "free" luxury car in the mall? Ever think about writing down your information for a chance to win? As you've probably expected, there's a catch... and we'll share what it is on today's podcast. Plus, during the second headline, we'll cover why you shouldn't be so afraid of A.I. managing your money. We'll dive into what more AI means to the pros, and we think you'll like their point of view. Then we'll throw out the Haven Life Line to Stevan, who calls in with a question about target-date funds. What should someone be looking at when they're trying to determine if a target-date fund is a good investment? Of course, we'll still have time to answer a letter from college student Tyler, who recently downloaded Acorns. Still being young, how should he be investing his money? And don't your worry, we'll still have time for Doug's trivia. Thanks to Slack for supporting Stacking Benjamins. Slack: Where work happens. Go to slack.com to learn more. Thanks to Away for supporting Stacking Benjamins. Go to Awaytravel.com/sb and use the promo code sb to score $20 off your next suitcase! Learn more about your ad choices. Visit podcastchoices.com/adchoices

It always pays to start with the end in mind, which may seem difficult, but one recent piece suggests that answering a few questions will help you crystalize your goals. For example, do you know what you'd do with your life if money wasn't an issue? What would your life's goals and aspirations be? What would change? To help answer today's big questions we invited Crystal Hammond from the SophisticatedSpender.com to join us, along with regular contributors Paula Pant from AffordAnything.com and Len Penzo from LenPenzo.com Halfway through the show we'll talk to Kevin Ells from eBlocker. Tired of being tracked online? Want to stop companies from price discriminating against you? We'll talk to Kevin about eBlocker's nifty hardware that'll help you take back your privacy online. We'll also save time for Doug's Friday the 13th trivia segment, and of course, we'll answer a three-oh call for help to the Blooom hotline. Mrs. Anonymous and her husband are starting a small local business as a side-hobby, with the possibility of scaling up to an online store. Should they start an LLC right away, or wait until they have some growth? Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks also to our favorite browser extension Honey for supporting Stacking Benjamins. Signup for FREE with joinhoney.com/SB. Time calls Honey "basically free money." We agree. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Investing can be scary, especially if you're just starting out. What if your money evaporates overnight? What if some unforeseen event happens and my investments are wiped out? And with most of us relying on our investments to get us through retirement years, to pay for college, or other goals, it's natural to be worried. While we can't totally eliminate investment risk, we can do a pretty good job reducing risk... if you know how. That's why we're bringing the author of Slash Your Retirement Risk, Chris Cook, down to the basement. We'll talk to Chris about how you can make practical, safe investments to see you through your retirement years, and still keep the money rolling while you do it. Then our headlines segment, UBS has been ordered to pay out millions in a Puerto Rico bonds claim. Plus, during our second headline we cross over to the other side and hear the confessions of a debt collector. Of course that's not all! We'll throw out the Haven Life line to Mike, who has a pile of cash to invest. He already has a few ideas, but wants to know what we think. And in our letters segment Willis wants to know if taking the tax hit for a backdoor Roth contribution with his two rollover IRAs is worth it. Thoughts? And don't you worry, we'll still have time for Doug's trivia. Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to Slack for supporting Stacking Benjamins. Slack: Where work happens. Go to slack.com to learn more. Learn more about your ad choices. Visit podcastchoices.com/adchoices

A game show made to wipe out student debt? That's right...coming to Tru TV is a new game show that's made specifically for that reason. If you're anything like millions of other people, you've probably had (or still have) the pleasure of dealing with student loans. Between ongoing bills and wallet stretching emergencies, it may seem like there's never enough money to go around. So what do you do? Coming to the basement to discuss the student loan epidemic, and to help YOU pay off some of your debt on his new show called Paid Off with Michael Torpey, we welcome....Michael Torpey. Also joining us is one of the people helping to lead the charge for student loan debt reform, the executive director of Student Debt Crisis, Natalia Abrams. In our headlines segment, how would you like to get thousands of dollars for painting your front door? Okay... while it's not THAT simple, the idea still stands. New statistics show that painting your front door is one of the most cost-effective methods of increasing your home's value. And in our second piece, one ATM had over $17,000 shredded...and you won't believe how it happened. And then, during the Haven Life Line, Kurt wants to know about jobs (other than a financial advisor of course) that deal with helping others financially. Of course, we'll still answer a letter, have time for Doug's trivia, and much more. Thanks to Slack for supporting Stacking Benjamins. Slack: Where work happens. Go to slack.com to learn more. Thanks also to our favorite browser extension Honey for supporting Stacking Benjamins. Signup for FREE with joinhoney.com/SB Time calls Honey "basically free money." We agree. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Looking to jump into real estate? We're rolling back the clock to the time we talked to Brandon Turner from the award-winning real estate site, Bigger Pockets. He'll talk about purchasing, managing tenants and building wealth. We'll also cover a couple of headlines about some hacks to make your life easier, and the deadly financial sins to avoid if you're not keen on handing your money over to crooks. Of course, we'll also answer some letters, get a dose of Doug's trivia, and much much more. The original show notes can be found HERE. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Griffin the Intern (the "FinTern") takes us back to our debt-curing discussion with MagnifyMoney CEO Nick Clements and MagnifyMoney Executive Editor Mandi Woodruff. Still in the wake of the holiday buying season, Nick and Mandi shared some good strategies on paying down debt. We also take your letters, learn French with Matilda and Devin Carrol, and get a surprise visit from Tiffany the Budgetnista. Of course, it's a full episode of the show....so there's much, much more! Enjoy! You can find the original show notes HERE. This episode originally aired January 11, 2017. Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

When you've made some mistakes in your past, how do you get back on track for financial independence? Is there ever a "too" late? Is financial independence out of reach for those of us who started late? Helping us answer those questions and more is special guest Gwen Mertz from the FireDrillPodcast.com. Also rounding out our contributors for today is Len Penzo, of LenPenzo.com fame, and our very own OG. And midway through the show we'll take a few minutes to stop and talk about seniors selling life insurance policies before they lapse. Know a senior struggling to pay to keep a life insurance policy in check...or worse yet, letting one lapse? We've invited Felix from Mason Finance down to the basement to give you the lowdown on selling off insurance for cash before it lapses or if you don't need it. We'll also have time for Doug's trivia, and of course, we'll answer a three-oh call for help to the Blooom hotline. Should Ryan focus on investing into his taxable brokerage account first or his 401k? Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to Stamps.com for supporting Stacking Benjamins. For a 4 week trial (that includes a digital scale and postage) go to Stamps.com, click on the microphone at the top of the homepage, and enter SB. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Kiné Corder joins us to tackle some of the biggest money issues...our own money personality. Mom says all the time to "know yourself," and Kine will help you dive into your money traits so that you can rely more on your strengths and cover your weaknesses. We'll discuss spenders, blamers, artists, presidents and more on today's show! In our headlines segment, how would you feel if you had to skip important medical care due to high costs? That's what almost HALF the diabetics in the USA are facing, according to one publication. What should someone do in this situation? In our second headline, brokerage firm Merrill Lynch is re-evaluating their commission ban inside retirement accounts. What does that mean for your money? Will other firms follow suit? We'll also tackle that today. Of course we'll still throw out the Haven Life line to Eric and Amy. While their neighborhood is great, the school district isn't. Should Eric and Amy start looking at another neighborhood or consider private school? Of course, we'll also have time for Doug's trivia. Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to Emperor Investments for supporting Stacking Benjamins. Go to emperorinvests.com/sb and select "Stacking Benjamins podcast" when asked how you heard about the show. Learn more about your ad choices. Visit podcastchoices.com/adchoices

New York Times bestselling author Nicole Lapin is someone (maybe like you, and definitely like me) who wasn't taught money lessons growing up. However, different than many people, she's been able to create and stick to a money plan. She's been recognized two years running as the #1 money guru at site GoBankingRates.com, and now she's with us teaching YOU how to stick to the plan. Even if it's difficult. Even if you don't think you can...she'll talk about money myths, truths, and probably more than a few board games. In our headlines segment we're taking a special look at annuities. Could they be a better option than bonds? One popular financial piece says they are. Plus, in our second headline we're looking at what's going on with the fiduciary rule. Is it dead...or could new rules be on the horizon? Then, after a small break for Doug's trivia we'll throw out the Haven Life Line to Jenny, who wants to know what type of investments she should use to live on before the normal retirement age. Similarly, in our letters segment, Andrew and his wife want to retire by 55. What should they be doing to make that happen? Thanks to Emperor Investments for supporting Stacking Benjamins. Go to emperorinvests.com/sb and select "Stacking Benjamins podcast" when asked how you heard about the show. Thanks to Stamps.com for supporting Stacking Benjamins. For a 4 week trial (that includes a digital scale and postage) go to Stamps.com, click on the microphone at the top of the homepage, and enter SB. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Do you know any kids already bored with summer? Know someone who needs some help breaking down basic finance for the kiddos? You're in luck because today we're talking kids and money. Joining us today, from the National Bank of Mom, is our new friend Maggie. ...and back for another round, from FamZoo, we welcome Bill Dwight. And rounding out our roundtable, from ConnieAlbers.com, we welcome Connie Albers. They'll talk about many ideas to brighten your summer and help your children grasp money concepts at the same time. It'll make a better summer for both them AND you. Don't have children? We thought about you, too, and invited Kate Ryan from TIAA to join us to share tips for grandparents, aunts, uncles, and money savvy friends. We'll talk about everything from sharing money stories to helping a child start a summer business or save a few dollars. Of course, we'll answer a three-oh call for help to the Blooom hotline. Nicole wants to take her family on a vacation. What are the best places to be consider, and what should she be watching out for? Thanks to Slack for supporting Stacking Benjamins. Slack: Where work happens. Go to slack.com to learn more. Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Mail call! Today we're ripping open your letters and answering tons of your questions. We'll share our thoughts on 401k loans, improving your credit, saving money... and much, much more. And during out headlines segment we're looking at Vanguard's 401k changes and... an article about millennial saving habits. It appears that many millennials think they're either going to retire early or not at all. As Joe's mom would say, "that doesn't sound good." It isn't...and bigger problems lie in the details of this story. Plus we're throwing out the Haven Life line to Heather. With the possibility of Student Loan Forgiveness on the horizon, how much money should Heather be putting towards her loan? And with debt to pay off, what's some good advice for getting on track for retirement? Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Looking for something deeper than what we talk about on the show? Subscribe to our weekly newsletter: The Stacker Learn more about your ad choices. Visit podcastchoices.com/adchoices

Invest there, save here, charge this, spend that... what's behind our financial decision making? We might not personally have all of those answer, but we know someone who does. Coming down to the basement is the head of behavioral science at Morningstar, Steve Wendel. Morningstar has some alarming statistics about retirement, and Dr. Wendel will present eight different ways to solve some potentially big problems in your future. And in our headlines segment... is the market about to take a tumble? We'll discuss why analysts think the market is about to endure a shake-up, and what you should be doing about it. In our second headline we're turning our attention to cryptocurrency. If only 2% of planners seeing the crypto as a viable investment option, should we be paying any attention to it? Then, after Doug's trivia, we'll throw out the Haven Life Line to Blake who's asking about "play" money. After someone uses a "sandbox" account, do they replenish the fund? And in our letters segment we answer the question: What should you do with your cash if you're saving for a big purchase in the next year? Thanks to Slack for supporting Stacking Benjamins. Slack: Where work happens. Go to slack.com to learn more. Want that latest news from the basement? Subscribe to our weekly newsletter: Stacker Learn more about your ad choices. Visit podcastchoices.com/adchoices

On Wednesday we talked about what goes into picking the right financial advisor. You'd want to be sure of the person your entrusting with your financials, after all. But would you trust a financial advisor who's a couple of decades younger than you? We're asking that same question to our wonderful panel of contributors: special guest Shannon Mclay (from Financially-Blonde.com), Len Penzo (from LenPenzo.com), and Paula Pant from Afford Anything. PLUS, in a second Friday headline, living next to a lottery winner makes YOU more likely to go broke. What's up with that? And halfway through the show we're taking a break to talk to Matt Reiner from Wela, the all-in-one budget app. Wela can track your daily spending, group transactions, and the app's AI, Benjamin, can answer any questions you may have about your money. Of course, we'll answer a three-oh call for help to the Blooom hotline. Julianne works on commission... how can she make a useful budget on a variable income? Also, should we be waiting on the market to go on sale before we buy more stocks? Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to Honey for supporting Stacking Benjamins. Signup for FREE with joinhoney.com/SB Learn more about your ad choices. Visit podcastchoices.com/adchoices

The hardest part of hiring a financial planner? Making sure you pick the right one! That's why today we're welcoming the CEO of Sofia Financial, Stephanie McCullough. She's not only sharing her insider tips on what to look for with the right financial planner, but what to look out for from potentially the WRONG financial planner. In our headlines segment, one start-up blockchain CEO is claiming that Bitcoin isn't the holy grail that people may hope. BUT, he does think that bitcoin, along with their own digital currency, each have their own niche where they're needed. What should you do with your own crypto strategy? We'll tackle that today. Plus, we'll feature a new investment that promises a steady 7% annual distribution rate... what's the catch? We'll dive in during our headlines. We'll also throw out the Haven Life line to Lee who recently left his job to work for himself. How does that impact his retirement and investment plans? What should he be doing with his 401k now? Of course, we'll also have time for Doug's trivia and answer a listener letter. Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Looking for something deeper than what we talk about on the show? Subscribe to our weekly newsletter: The Stacker Learn more about your ad choices. Visit podcastchoices.com/adchoices

How do you take control of your money and start investing? Danielle Town had a famous dad in the investing world, Phil Town, and didn't want anything to do with her father....to the point that she didn't want to invest money the way he did. Instead, she decided to stick her money in a savings account and hopefully grow it. Today we're happy to have Phil Town with us, to discuss not only the biographical parts of the early book, but about getting brave with your money and learning how to invest. We'll ask about Dave Ramsey's 12% rule, investing like Warren Buffett, and more. In our headlines segment, we'll talk about one expert who has been repeatedly quoted by media outlets. How many times have we heard about what's going to happen to the economy next week according to the experts? As it turns out, one expert in particular has a big secret: he doesn't even exist. What's that all about? We'll dive into what it all means during our headlines. And in lieu of a second headline, we're taking an inside look into what Doug does when he's not on the mic... you might be a little surprised. Plus, we throw out the Haven Life line to Andy, who's wondering what he should do with his extra cash from his recently paid off mortgage. How should he invest his additional funds for a positive gain for further financial independence? Thanks to Honey for supporting Stacking Benjamins. Signup for FREE with joinhoney.com/SB Learn more about your ad choices. Visit podcastchoices.com/adchoices

What was your big money epiphany? Was it realizing you were paying for a car that was way too expensive? Or that even though you're cashing in with a nice job you're still living paycheck to paycheck? Maybe, if you're like Doug, you're still waiting on your big money epiphany. Joining us to share their own money epiphanies are our time-tested contributors: Len Penzo (from LenPenzo.com), Paula Pant from Afford Anything, and our very own OG. And halfway through the show we'll take a break and talk to Majd Maksad from Status Money. It's only natural you'll be curious about how other people like you are handling their money, or how far along the financial independence path they are. Status Money will let you compare your finances to millions of people like you. Plus we answer a three-oh call for help to the Blooom hotline. Dustin has his annual review coming up and wants to provide a solid case on why he should be getting mo-money. Are there any good resources out there he can use? We'll share at least one resource: our experience. Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to Harry’s for supporting Stacking Benjamins. Get your Trial Set – go to Harrys.com/sb Learn more about your ad choices. Visit podcastchoices.com/adchoices

Would you move your family to the rough part of Chicago to pay down debt and improve the neighborhood? Coming down to the basement is one woman who did just that...Aja McClanahan. After making the difficult decision to take drastic action, Aja and her family paid off a whopping $120,000 in debt. Think you could do the same? Aja will share her inspiring story about how her family took action and wiped out their debt. In our headlines segment, we'll share one crazy headline about a woman who paid $7,000 for toilet paper. She's gotten her refund... two months later, but how in the world do we make sure that doesn't happen to us? And if it does, what do we do? PLUS, we'll get a special visit from our close friend at Buzz Indexes, Jamie Wise. We'll also throw out the Haven Life lineto Tony. Tony's wife is teaching some classes at the local rec center this summer. How should they handle their extra income? Do they need to set up an LLC? We'll also answer another listener letter, throw out Doug's trivia question, and more. Thanks to Slack for supporting Stacking Benjamins. Slack: Where work happens. Go to slack.comto learn more. Thanks also to MagnifyMoney.comfor sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Ever thought about getting into real estate, but didn't know what to expect? Our featured guest, Dana Bull, has seen just about everything when it comes to acquiring, rehabbing, and renting properties as a real estate investor. She's acquired dozens of properties before reaching the age of 28. We invited Dana down to the basement so she could share all the highs and lows she's experienced along the way. Plus in our headlines segment, we turn our attention to a challenge women face when changing jobs. It turns out, when it comes to small 401k balances, women are much more likely to cash out than man. And in our second headline we're talking to Laura Boylan from Haven Life about the state of the life-insurance industry. The industry is facing challenges in enrolling more families in life insurance, what's the deal? After we get through Doug's trivia question, we'll throw out the Haven Life Line to Rob who wants to share his own financial book recommendations. And today we saved the best for last with a letter from David who is complaining about Joe and MoneyBall. Thanks to Slack for supporting Stacking Benjamins. Slack: Where work happens. Go to slack.com to learn more. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Are you frazzled because you still have debt to pay off? Is it because your debt is spiraling out of control, or maybe because it's at a high interest rate? We'll talk about approaching debt on today's podcast. Plus, during our second headline we're packing into a van and hitting the open road. That's exactly what retired NFL player Joe Hawley decided to do after he left the league earlier this year. What's your big plan for retirement? Helping us tackle these headlines, from TheWealthHound.com, is our new friend Jason. Also joining the discussion today are our regular contributors, Len Penzo (from LenPenzo.com) and Paula Pant from Afford Anything. And halfway through the show we'll take a break and talk to David Fanger from Swell. Yes, we need to save and invest for our retirement, but does that mean we have to turn a blind eye to the impact we're making? We'll talk to David about not only investing in ourselves, but investing in companies that are being socially responsible and making an impact. Plus we answer a three-oh call for help to the Blooom hotline. What's the best way for an interested sixteen year old to jump into the world of finance? Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to CollegeBacker for supporting Stacking Benjamins. Sign up at CollegeBacker.com/sb and get a $10 match when you start a college fund for your own family or send a gift to kickoff someone else’s college fund. Learn more about your ad choices. Visit podcastchoices.com/adchoices

She struggled with credit card debt, student loans, and more, but now Michelle Bobrow's not only a money ninja...she'll help teach you how to manage your money better on today's episode. We'll talk about Michelle's early days of spending mistakes (that may sound like mistakes many of us have made), plus lessons she learned while working on Wall Street. Our first headline covers the one fifteen minute hack one publication says you should implement if you want to manage your money better. Wonder what it is? You won't be disappointed, although it may not be what you think. Also, we'll tackle news that everything is getting more expensive more quickly than before. Ever wonder how inflation actually works? We'll explain that and more on today's show. Plus, we're throw out the Haven Life line to Mollie, who's wondering which insurance plan is better: should they use her plan which has smaller premiums, or her husbands, which has smaller deductibles when you use the coverage? We'll also another listener letter, throw out Doug's trivia, and more. Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins as well. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to Stamps.com for supporting Stacking Benjamins. For a 4 week trial (that includes a digital scale and postage) go to Stamps.com, click on the microphone at the top of the homepage, and enter SB. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Ever think about bringing some exciting new concept to the world, but you're turned off by the seemingly all-consuming WIN WIN WIN attitude some full time business people exude? Today's guest is perfect for you, because Tom Hodgkinson (owner and operator of The Idler) loves the idea of a bohemian business, and will tell us the bare minimum that a lifestyle business owner needs to know to make sure that you can enjoy your life, your art, and also maybe family and friends. In our headlines segment, we turn our attention to a new study that shows female advisors are growing their businesses faster than their male counterparts. Are women better advisors? We'll talk about what people REALLY want from their advisor on today's podcast. Plus, Amazon is offering $5,000 for employees to quit their job. Why would a company offer money for employees to leave? We'll have your answer and what it means for your money on today's show! After Doug's Memorial Day trivia question, we'll throw out the Haven Life Line to Michael and answer his question about the best course of action with your money when you have a big purchase coming up in a few years. Of course, we'll still have a listener letter from the mailbag... which today is Sam's question: should he and his wife move their money from a taxable brokerage account to the Roth IRA they haven't been using? Thanks to CollegeBacker for supporting Stacking Benjamins. Sign up at CollegeBacker.com/sb and get a $10 match when you start a college fund for your own family or send a gift to kickoff someone else’s college fund. Thanks to Stamps.com for supporting Stacking Benjamins. For a 4 week trial (that includes a digital scale and postage) go to Stamps.com, click on the microphone at the top of the homepage, and enter SB. Learn more about your ad choices. Visit podcastchoices.com/adchoices

Looking forward to retirement? We make plans so we CAN retire, but have you ever thought about what you'll be doing once you actually get there? We'll discuss how your relationships, and marriage, can be impacted in your post-work life. In a rare second Friday headline, we're continuing the retirement discussion with a look at finding new hobbies and passions during your retired life. When Joe Hawley retired from the NFL he moved into a van and hit the open road, what's going to be your story? Joining us today to share his thoughts on retirement, from YourMoneyGeek.com, is special guest Michael Dinich. Michael will be joined by our (fantastic) regular contributors, Len Penzo from LenPenzo.com and Paula Pant from Afford Anything. And halfway through the show we'll take a break and talk to Bobby Matson from PayItOff. Still paying off your student loans? Wish you could pay the loans off faster? Make sure to check out today's Fintech segment because you'll love our interview with Bobby. Plus we answer a three-oh call for help to the Blooom hotline. Ethan and his girlfriend are shopping around for car insurance. They're also planning on buying a house and starting a family in the next couple of years. Should he get all the insurance he needs under one roof? Maybe through a broker? Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins as well. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to Slack for supporting Stacking Benjamins. Slack: Where work happens. Go to slack.com to learn more. Learn more about your ad choices. Visit podcastchoices.com/adchoices

It's officially summer for us when Robert Niles (from Theme Park Insider) drops by for our annual look at theme parks around the country. Going on vacation this summer? We'll have all the answers about fantastic deals, making the most of your money, the best new rides... and of course, rides and locations that you would do best to avoid. Our first headline may give you second thoughts before you decide to "take advantage" of company benefits. We'll cover how 200 workers were fired from Fidelity for abusing company benefits. Ouch. In our second headline we're asking the question: "How would you like to slash the length of your 30-year mortgage?" We'll tackle one writer's (convoluted) idea. Plus, we're throw out the Haven Life line to Alan, who wants to know the pros and of cons of having a simple IRA over a solo 401k. Should he switch? We'll also another listener letter, throw out Doug's trivia, and more. Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins as well. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to Lexington Law for supporting Stacking Benjamins. For a free credit report summary and credit repair consultation go to lexingtonlaw.com/SB Learn more about your ad choices. Visit podcastchoices.com/adchoices

Think you have enough money? If you ask our featured guest Matt Manero, lots of people are walking around assuming they have enough (or enough for now) and they couldn't be more wrong. He says there's a good chance that you NEED more money. On today's show we're talking to Matt about protecting your downside, growing your income why you do NOT have to be the boss to get ahead, and more. In our headlines segment, we turn our eyes to Tori Spelling's financial woes. Are you building good money habits? It turns out that no amount of money will ever be "enough" if you don't have a plan behind your money. In our second headline, we're talking to Stuart Ritter of T. Rowe Price. Do people that work in the gig economy pay more attention to their money than people working for "the man?" We'll have the answer to that question and more on today's headlines. We'll also answer another listener letter, throw out Doug's trivia question, and answer a Haven Life Line (plus have a bunch of fun while were at it) on today's show. Thanks to Slack for supporting Stacking Benjamins. Slack: Where work happens. Go to slack.com to learn more. Thanks to Lexington Law for supporting Stacking Benjamins. For a free credit report summary and credit repair consultation go to lexingtonlaw.com/SB Learn more about your ad choices. Visit podcastchoices.com/adchoices

Ever think about moving? What if someone PAID you to move? Would you do it? ...and how about having more time in the day? Today we'll discuss cities and towns that'll pay you to relocate AND the secret behind having enough time in your day. We're joined by Rocky Lalvani (from the Richer Soul podcast) along with our Monday/Wednesday co-shot OG. Halfway through the show we'll take a break from our discussion and talk to Dave from Tomorrow. Have you ever got around to creating a will for your family? Tomorrow enables you to create a plan for your family... all through your phone. Plus we answer a three-oh call for help to the Blooom hotline. Spencer is starting a graduate program later this year. Should he put his extra summer income towards his Roth as usual, or save it and put it towards his loans? Thanks also to MagnifyMoney.com for sponsoring Stacking Benjamins as well. MagnifyMoney.com saves users on average $450 when they compare, ditch, switch and save on credit cards, student loan refinancing, checking, savings and more. Check out MagnifyMoney.com for your savings. Thanks to Housecall Pro for supporting Stacking Benjamins. For Free Activation go to HousecallPro.com/SB. Learn more about your ad choices. Visit podcastchoices.com/adchoices