The Stacking Benjamins Show

Join Paula Pant, host of the Afford Anything podcast, as she delves into the sneaky ways convenience drains our wallets. They tackle the outrageous prices of airport food, revealing why a sad turkey sandwich beats a steak dinner in cost. Concert ticket fees become a surprising topic of discussion, showcasing how quickly a cheap deal turns expensive. Paula shares creative strategies to cut wedding costs without sacrificing fun, and the conversation wraps up with Ben Franklin's timeless wisdom about building connections—all while keeping it light and humorous!

Tax season tips are here! Discover which tax software reigns supreme this year, with options like TurboTax, H&R Block, and the surprising new frontrunner, FreeTax USA. Learn how to prepare for filing, even if you’re a side hustler or crypto investor. H&R Block's virtual help and strategies for stress-free filing ensure you won’t leave money on the table. Plus, enjoy trivia and insights on market trends, movie recommendations, and the quirks of crypto taxes. It's your essential guide to navigating tax season with a smile!

Grant Sabatier, bestselling author of "Millennial Money," shares his insights on entrepreneurship and financial freedom. He discusses the reality behind starting your own business, emphasizing the importance of knowing if it's the right path for you. Grant highlights the power of structure over limitless freedom and offers clever pricing strategies to find customers. He also debunks entrepreneurial myths like the glamorous lifestyle and even tackles the quirky topic of tax-deductible weddings. Packed with real talk and surprises, this conversation is a must-listen for aspiring entrepreneurs!

Feeling the pressure to constantly tweak your investments? Today, we uncover the surprising benefits of financial inaction with insights from CFP Dana Anspach, Len Penzo, and OG. We dive into the wisdom of sometimes doing nothing—because, as it turns out, sitting on your hands (financially speaking) can be a power move. Why lazy portfolio management might be the smartest strategy you’ll ever adopt (spoiler: it involves less work). The power of downtime—turns out, stepping away from your money might actually make you richer. Why your future self will thank you for setting up auto-pay (hint: fewer late fees, more naps). The sneaky ways peer pressure messes with your finances—and how to keep the Joneses from running your budget. When rebalancing your portfolio is necessary…and when it’s just a fancy way to micromanage yourself. A wildly unexpected insurance claim (because finances are never boring in the basement). Oh, and Doug’s got a trivia question about a particularly controversial activity that was banned—because, apparently, not everything fun is legal.Stick around for weekend plans, final thoughts, and maybe even a surprise or two (because we like to keep you on your toes).This episode originally aired on June 10, 2022. Please disregard any mention of current events.The original show notes can be found here.Deeper dives with curated links, topics, and discussions are in our newsletter, The 201, available at https://www.stackingbenjamins.com/201Enjoy! Learn more about your ad choices. Visit podcastchoices.com/adchoices

Discover the art of financial planning with insights that turn dreams into reality. Learn how to break big goals into manageable steps, ensuring each victory counts. Dive into tax strategies that can save you money over time. Understand the importance of risk management to safeguard your financial future. Simplicity is key, as often the best strategies are the easiest. Plus, hear why having a financial guide can transform your approach. Join in for an engaging conversation sprinkled with fun anecdotes and valuable advice!

Phil Reed, Senior Consumer Editor at Edmunds.com, shares invaluable car buying strategies, breaking down leasing versus buying and how to negotiate like an expert. The discussion touches on the emotional aspects of car purchases, with insights into market trends and the benefits of buying slightly used cars. The episode also features productivity hacks from Paula Pant, Dominique Brown, and Carrie Smith, focusing on managing time effectively, avoiding social media pitfalls at work, and tackling email overload—all seasoned with humor and relatable anecdotes.

Paula Pant, host of the Afford Anything podcast, and Jesse Cramer, from Personal Finance for Long-Term Investors, join for a lively discussion on financial preparedness. They break down the essentials for a financial 'go bag', debating critical documents, cash versus digital currency, and estate planning. The conversation takes a humorous turn as they explore password security methods and the right balance of emergency essentials. Expect anecdotes, trivia, and plenty of tips to help you navigate unexpected financial crises!

Dive into the maze of insurance and ensure your coverage is no joke! Discover the essentials of auto, home, life, and disability policies while avoiding the traps of unnecessary add-ons. Explore the wild world of oddball insurance, and find out which ones are just silly money sinks. Get insights on breaking up with a financial advisor and learn easy DIY moves to take control of your investment accounts. Plus, enjoy some lighthearted banter that makes understanding insurance surprisingly fun!

In this engaging conversation, budgeting experts Shaun Morgan and Kristin Wade break down the basics of mastering your finances. Shaun, the host of The Teacher Money Show, and Kristin, a coach from My Budget Coach, discuss how to track expenses and make budgeting enjoyable rather than punitive. They reveal creative ways to gamify saving, tackle real estate dilemmas, and explore the potential of renting out homes. Personal stories and lighthearted anecdotes add fun while driving home valuable insights into effective financial planning.

In this discussion, financial experts Paula Pant, host of the Afford Anything podcast, and Jesse Cramer, from Personal Finance for Long-Term Investors, tackle the debate on international stocks and their recent underperformance. They weigh the importance of diversification and historical performance, while exploring alternative investment classes like real estate and collectibles. The conversation also dives into quirky currency trivia, including the mysteries of a fictional $3 coin, all wrapped in humor and camaraderie.