The Stacking Benjamins Show

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 through stories about his quest, how he began helping his fellow monks with their money, and ultimately how he became a money manager. He'll also share strategies to help you begin building your financial knowledge, to start questioning your own view of money, and to ultimately become a better steward of money. It's a wide-ranging, fun discussion, and we hope you're able to join us for it!

In our headlines we'll talk to Paul Yakoboski, Senior Economist at TIAA Institute, about the results of the company's 2019 Personal Finance Index. He'll share how education and juggling your financial life are closely related. We'll talk about trends with the P-Fin index, the roll of education in your game plan, and more. He'll discuss how to gain knowledge about money and how to become better handling financial concerns. Plus, another company is planning an iPO. No, not an IPO (initial public offering), but a more made-up term called an iPO. We'll explain today.

Later in the show, we'll throw out the Haven Lifeline to Alan, who has an awesome question for us about pensions. He has two choices: one where he can take the full amount himself or another where he gives up $400 per month but his spouse is also covered for her life. Which does he take?

Then, in our letters segment, Dillion writes in asking about the best way to transition into the field of personal finance. He's currently an accountant, but Dillion's realized his passion is in helping people learn about and gain control of their finances. What's the approach to moving into the personal finance field?

Of course, we'll also make some room for Doug's trivia, so don't you worry.

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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 through stories about his quest, how he began helping his fellow monks with their money, and ultimately how he became a money manager. He'll also share strategies to help you begin building your financial knowledge, to start questioning your own view of money, and to ultimately become a better steward of money. It's a wide-ranging, fun discussion, and we hope you're able to join us for it!

In our headlines we'll talk to Paul Yakoboski, Senior Economist at TIAA Institute, about the results of the company's 2019 Personal Finance Index. He'll share how education and juggling your financial life are closely related. We'll talk about trends with the P-Fin index, the roll of education in your game plan, and more. He'll discuss how to gain knowledge about money and how to become better handling financial concerns. Plus, another company is planning an iPO. No, not an IPO (initial public offering), but a more made-up term called an iPO. We'll explain today.

Later in the show, we'll throw out the Haven Lifeline to Alan, who has an awesome question for us about pensions. He has two choices: one where he can take the full amount himself or another where he gives up $400 per month but his spouse is also covered for her life. Which does he take?

Then, in our letters segment, Dillion writes in asking about the best way to transition into the field of personal finance. He's currently an accountant, but Dillion's realized his passion is in helping people learn about and gain control of their finances. What's the approach to moving into the personal finance field?

Of course, we'll also make some room for Doug's trivia, so don't you worry.

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 roundtable guest because joining us in today's discussion is Bobbi Rebell, host of the Financial Grownup podcast AND co-host of our very own Money in the Morning show. Plus, we'll call up Paula Pant of Afford Anything, and Len Penzo from LenPenzo.com.

After a crazy Game of Thrones meets Len Penzo inspired trivia from Doug, we'll answer a voicemail during the Magnify Money call. Reed asks about an article he's read on retirement. According to the piece, there's a lot of "front-loaded" spending in retirement, which could drain cash savings a lot quicker than expected. We'll give our take on retirement, spending, and planning in our response to the piece.

Thanks to Clear for supporting Stacking Benjamins. Get your first two months of Clear for free by going to clearme.com/sb2019 and using promo code sb2019.

Learn more about your ad choices. Visit podcastchoices.com/adchoices

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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 roundtable guest because joining us in today's discussion is Bobbi Rebell, host of the Financial Grownup podcast AND co-host of our very own Money in the Morning show. Plus, we'll call up Paula Pant of Afford Anything, and Len Penzo from LenPenzo.com.

After a crazy Game of Thrones meets Len Penzo inspired trivia from Doug, we'll answer a voicemail during the Magnify Money call. Reed asks about an article he's read on retirement. According to the piece, there's a lot of "front-loaded" spending in retirement, which could drain cash savings a lot quicker than expected. We'll give our take on retirement, spending, and planning in our response to the piece.

Thanks to Clear for supporting Stacking Benjamins. Get your first two months of Clear for free by going to clearme.com/sb2019 and using promo code sb2019.

Today we're all about your letters. We'll start with a question about moving funds around to avoid some taxes, jump into helping a 25-year-old decide whether to max out his retirement accounts, answer a question about robo advisors, and then launch into helping kids with money, how to save for a house, and more.

In our headlines segment we'll talk to Joe Jiminez from The Alternate Life podcast. Maybe you've had the urge to quit your day job and go on a journey, but few of us have actually followed through. Joe Jiminez dumped the job and spent his summer walking the Continental Divide Trail. We might not be able to take the summer off ourselves, but we'll at least ask Joe what it's like.

Then later on, we'll throw out the Haven Life Line to Reggie, who's heard on the show that OG isn't particularly fond of Betterment or Wealthfront. Reggie has a bulk of his money in Wealthfront and Betterment, so he's wondering...what's the issue?

As always, we'll still save some time for Doug's trivia...which today is exceptionally epic.

Thanks to Proper Cloth for supporting Stacking Benjamins. Get $20 off your first custom shirt at Propercloth.com/sb.

Learn more about your ad choices. Visit podcastchoices.com/adchoices

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Today we're all about your letters. We'll start with a question about moving funds around to avoid some taxes, jump into helping a 25-year-old decide whether to max out his retirement accounts, answer a question about robo advisors, and then launch into helping kids with money, how to save for a house, and more.

In our headlines segment we'll talk to Joe Jiminez from The Alternate Life podcast. Maybe you've had the urge to quit your day job and go on a journey, but few of us have actually followed through. Joe Jiminez dumped the job and spent his summer walking the Continental Divide Trail. We might not be able to take the summer off ourselves, but we'll at least ask Joe what it's like.

Then later on, we'll throw out the Haven Life Line to Reggie, who's heard on the show that OG isn't particularly fond of Betterment or Wealthfront. Reggie has a bulk of his money in Wealthfront and Betterment, so he's wondering...what's the issue?

As always, we'll still save some time for Doug's trivia...which today is exceptionally epic.

Thanks to Proper Cloth for supporting Stacking Benjamins. Get $20 off your first custom shirt at Propercloth.com/sb.

Connie Albers joins us today to talk about communication. Specifically, we'll talk about communicating with teenagers, but if you've ever struggled to communicate with anyone, Connie will share great tips on how to build bridges. We'll talk about how to ask the tough questions and have difficult conversations. We'll discuss ways to better understand what's going on in the other person's life. Most of all, we'll discuss ways to be a good leader for your children or for the people around you.

If you're still struggling to finish your taxes, Katherine Pomerantz of The Bookkeeping Artist swoops in to save the day. Katherine will share some great tips for ways to possibly save some money on your taxes and also provide some guidance for people not prepared to finish today. How do you file an extension? What if you can't pay the tax due? And in our second headline, the amount of money Americans are paying on credit card interest is only going up this year... by A LOT.

And later on in the show we'll throw out the Haven Life line to some new parents. Sebastian and his wife had their baby last year, and they're trying to secure his college future. They have a few different plans in mind, but would like some help on choosing the best one.

Then, in our letters segment, Tom has recently started using savings apps. This all sounds well and good, but he also has $13,000 in debt. Should Tom forgo the savings until he has in debt under control?

Learn more about your ad choices. Visit podcastchoices.com/adchoices

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Connie Albers joins us today to talk about communication. Specifically, we'll talk about communicating with teenagers, but if you've ever struggled to communicate with anyone, Connie will share great tips on how to build bridges. We'll talk about how to ask the tough questions and have difficult conversations. We'll discuss ways to better understand what's going on in the other person's life. Most of all, we'll discuss ways to be a good leader for your children or for the people around you.

If you're still struggling to finish your taxes, Katherine Pomerantz of The Bookkeeping Artist swoops in to save the day. Katherine will share some great tips for ways to possibly save some money on your taxes and also provide some guidance for people not prepared to finish today. How do you file an extension? What if you can't pay the tax due? And in our second headline, the amount of money Americans are paying on credit card interest is only going up this year... by A LOT.

And later on in the show we'll throw out the Haven Life line to some new parents. Sebastian and his wife had their baby last year, and they're trying to secure his college future. They have a few different plans in mind, but would like some help on choosing the best one.

Then, in our letters segment, Tom has recently started using savings apps. This all sounds well and good, but he also has $13,000 in debt. Should Tom forgo the savings until he has in debt under control?

Why is a couple making $500,000 a year feel like they're just getting by? Shouldn't they feel better off than most people? On today's roundtable we'll examine the budget of the couple who feel just "average" and discuss why lifestyle inflation can eat up more of our income than we expect. Joining us on today's show we welcome special guest Michael Anderson (from Maranantha.com), Paula Pant (from AffordAnything.com), and from our very own podcast, OG.

Halfway through the show we'll take a break for our weekly Friday Fintech segment, this week featuring something really cool that can help your retirement plan. Joe sits down with Jason Parker from Sound Retirement Planning, who shares the work he's done to create a calculator that will more likely help you set up realistic scenarios that you can use for your planning.

And during our Magnify Money Call, we'll answer a voicemail from Annie. Annie's on the track to be debt-free. She's already been investing into her retirement accounts, and she has a four month emergency fund saved up right now. Annie will complete her last goal after she pays off her car loan and ups her emergency fund to six months. What should be her next milestone?

As always, of course, we'll still save some time for Doug's trivia.

Learn more about your ad choices. Visit podcastchoices.com/adchoices

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Why is a couple making $500,000 a year feel like they're just getting by? Shouldn't they feel better off than most people? On today's roundtable we'll examine the budget of the couple who feel just "average" and discuss why lifestyle inflation can eat up more of our income than we expect. Joining us on today's show we welcome special guest Michael Anderson (from Maranantha.com), Paula Pant (from AffordAnything.com), and from our very own podcast, OG.

Halfway through the show we'll take a break for our weekly Friday Fintech segment, this week featuring something really cool that can help your retirement plan. Joe sits down with Jason Parker from Sound Retirement Planning, who shares the work he's done to create a calculator that will more likely help you set up realistic scenarios that you can use for your planning.

And during our Magnify Money Call, we'll answer a voicemail from Annie. Annie's on the track to be debt-free. She's already been investing into her retirement accounts, and she has a four month emergency fund saved up right now. Annie will complete her last goal after she pays off her car loan and ups her emergency fund to six months. What should be her next milestone?

As always, of course, we'll still save some time for Doug's trivia.