The Stacking Benjamins Show

How do you know if you are on the right path? There's a million and one decisions you can make that could take you in a different direction. It's the same with your finances. If your finances aren't on the path you hoped for right now, it's never too late to make a change. Paulette Perhahch, Len Penzo and OG join our roundtable this week to discuss a piece about ways to know if you are on the right path. They share their own experiences and talk about checking in with yourself, having fun, surrounding yourself with the right people, and more. And of course, Doug will continue our year-long trivia contest with our contributors.You'll find show notes for this episode at www.stackingbenjamins.com/roundtable-1266.Deeper dives with curated links, topics, and discussions are on our newsletter, The 201, available at StackingBenjamins.com/201.Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

How can combining your entrepreneurial spirit and a love for your community launch a business to overwhelming success? Gina Schaefer moved to the Logan Circle neighborhood of Washington DC when it still had boarded-up homes and no public services. After being laid off from several tech startups, she decided she needed a change. What better change to make than to step up and improve your own community? She opened a hardware store down the street next to an addiction recovery group that became a safe haven for people. Her business has succeeded and she now owns multiple stores in the area. She joins us today to tell the amazing story of how she got that first location and what she's learned from her many employees over the years.October is National Fire Prevention Month. Our friend Steve Kerber from the Fire Safety Research Institute joined us again this year to share the latest fire stats and ways to protect your family and your home in our headline segment. Then we answer Jason's question about saving for a college education in a 529. He isn't sold on the idea and we offer our thoughts. And Doug will share his trivia.You'll find show notes for this episode at www.stackingbenjamins.com/Gina-Schaefer-1265.Deeper dives with curated links, topics, and discussions are on our newsletter, The 201, available at StackingBenjamins.com/201.Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

"Uncertainty" is the new black. Between the stock market, inflation, and a recession, uncertainty leads the media to bigger ratings, but to the average person it leads to fear. The best way to reduce that fear? Knowledge. Phil and Danielle Town join us today to talk all about uncertainty and how to take back control of your finances. They believe that knowledge and education, especially in an area you enjoy, can reduce anxiety and fear around your money. They share their investing approach and offer tips to help you with yours.Before that, we share a shocking headline piece claiming that many young people shouldn't save for retirement. Say what? We dive into it and share our thoughts. We also answer Tom's question about wash sales. He wants to know what triggers one and how to know if two positions are substantially similar. And then Doug will share his trivia.You'll find show notes for this episode at www.stackingbenjamins.com/phil-and-danielle-town-1264.Deeper dives with curated links, topics, and discussions are on our newsletter, The 201, available at StackingBenjamins.com/201.Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

Do you consider yourself generous? There are tons of ways to be generous. It can with with, time, money, or skills. Today our roundtable is discussing generosity in your life and finances. Paulette Perhach, Doc G, and OG join us to share their thoughts. Donating money to charity isn't the only way to show generosity. You can also donate your time or skills. Our contributors talk about ways they've donated and helped others and how it relates to their finances and happiness in life.You'll find show notes for this episode at www.stackingbenjamins.com/roundtable-1263.Deeper dives with curated links, topics, and discussions are on our newsletter, The 201, available at StackingBenjamins.com/201.Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

Ever think about quitting your job and just hitting the road? Krista Edwards (Ready to Roth podcast) did exactly that, taking off for several months during prime earning years to hike the Pacific Crest Trail. She shares some of the story and the intense planning she did before and during the trip, and hopefully inspires you to take that leap toward doing what you want, when you want, on your terms.But before that, loans, credit, and co-signing are all featured in today's headline story. Have you ever cosigned a loan for a family member? We talk about the good, bad, and ugly (but mostly the bad and ugly) when it comes to helping someone with a loan. What should you watch out for and is it ever a good idea? We'll share! We also answer Nina's question about reading a fund prospectus and Doug shares his trivia.You'll find show notes for this episode at www.stackingbenjamins.com/krista-edwards-1262.Deeper dives with curated links, topics, and discussions are on our newsletter, The 201, available at StackingBenjamins.com/201.Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

How do I make my best financial moves before year end? We'll help you begin the final quarter of the year on a high note, with great advice from two titans: Barbara Corcoran and Ed Slott. Ed will kick things off by helping us all rethink tax planning, then Barbara Corcoran will help you launch or reboot your business. Even if you aren't worried about tax planning yet OR thinking about starting a business, listening to these two experts who've nailed the art of succeeding in what you do will be a great use of time so that you're ready for these moves in the future.But that's not all...then we'll answer Debi's question about saving for a down payment on a home and whether she should save to her traditional or Roth 401k. And of course, Doug will share his trivia.You'll find show notes for this episode at www.stackingbenjamins.com/barbara-corcoran-1261.Deeper dives with curated links, topics, and discussions are on our newsletter, The 201, available at StackingBenjamins.com/201.Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

Let's make finance easy and fun! What if your BIGGEST tasks only took 20 minutes? You'd do all of them, right? Well, the BIGGEST tasks may take longer, but the good news is this: if you have 20 minutes, you can accomplish a LOT! Today, you're in for a treat because we're talking about 20-minute tasks that will help boost your finances. Kyle Hedman and Dan Leeson (2 Bulls in a China Shop podcast), Paulette Perhach (Powerhouse Writers), and Len Penzo (len penzo dot com) join our roundtable to share their thoughts. They talk about setting up emergency funds, reviewing retirement contributions, listing out your debt, and more. And Doug will continue our year-long trivia challenge for our contributors.You'll find show notes for this episode at www.stackingbenjamins.com/roundtable-1260.Deeper dives with curated links, topics, and discussions are on our newsletter, The 201, available at StackingBenjamins.com/201.Enjoy Learn more about your ad choices. Visit podcastchoices.com/adchoices

Change is so, so, hard. But...why? We know that there is one constant: change. So how do we flip how we deal with it? As anything, we change our mindset. Today, Entrepreneur magazine Editor-in-Chief Jason Feifer is here to share some of the best lessons from early in his new book Build For Tomorrow on the topic of change. It's a robust conversation you won't want to miss.But that's not all. OG and Joe mix it up about saving money on insurance during our headline segment. Should we follow the advice of the awesome Veronica Dagher and look for discounts, or after the recent hurricane, should we hunt for MORE? We'll weigh the options.Of course, that isn't all. We'll throw out the Haven Life Line to Anonymous (they sound very scary!), plus deliver Doug's life-altering trivia question.You'll find show notes for this episode at www.stackingbenjamins.com/jason-feifer-1259.Deeper dives with curated links, topics, and discussions are on our newsletter, The 201, available at StackingBenjamins.com/201.Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

What would you do if Netflix asked you to be featured in one of their documentaries? Our good friend Paula Pant from Afford Anything was just featured in one! So we stuck out a couple of microphones and asked her to share. So on today's show, she shares with us some of the best advice she gave on the new Netflix special.Hurricane Ian caused horrific damage across parts of Florida last week. Before the next natural disaster, we're talking about what to do if the next disaster hits close to your area. How do you prepare? What should you focus on? Plus, we'll dive into "better" insurance. Everyone looks at price, but it's during times like that that we wonder, "Am I truly covered? We'll share some ideas. We also answer TD's question about health insurance for entrepreneurs and business owners and Doug will share his trivia.You'll find show notes for this episode at www.stackingbenjamins.com/paula-pant-1258.Deeper dives with curated links, topics, and discussions are on our newsletter, The 201, available at StackingBenjamins.com/201.Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

What are your biggest dreams? Sometimes dreams feel far, far away, but thinking big is an important piece of life and your finances. Today we dive into a piece that explains three buckets when it comes to your financial plan: growth, security and dreams. How can you use the growth and security buckets to help reach your dreams? Our roundtable is here to share their thoughts. Jen Hemphill from Her Dinero Matters joins regulars Paulette Perhach and Len Penzo, who all share their thoughts. They talk about their own career paths, how they've built their plans around their dreams, and how you can do the same.You'll find show notes for this episode at www.stackingbenjamins.com/roundtable-jen-hemphill-1257.Deeper dives with curated links, topics, and discussions are on our newsletter, The 201, available at StackingBenjamins.com/201.Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices