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    U.S. Tax Code is an "Abomination" - Here's Tips To Navigate It with Former TurboTax CEO Bill Harris

    enAugust 15, 2024
    What financial features does Chime offer to users?
    How did PayPal influence the e-commerce landscape?
    Why is the US tax system considered complex?
    What strategy can high-income taxpayers use to maximize earnings?
    Why is tracking finances challenging for most families?

    Podcast Summary

    • Summer Finances, ChimeChime's fee-free overdraft up to $200 with 'Spot Me' and early direct deposit help individuals manage their summer finances effectively, while keeping track of multiple financial accounts remains crucial for effective financial planning.

      Managing finances during the summer, or any time of the year, can be challenging on the wallet. However, with the help of a chime checking account, individuals can enjoy their summer while making progress towards their financial goals. Chime offers features like fee-free overdraft up to $200 with "Spot Me" and early direct deposit. Bill Harris, a financial technology veteran, emphasizes the importance of keeping track of finances, as most families have more than 20 financial accounts, making it difficult to understand one's money and plan effectively. He also shares his experience from PayPal, where the volatile mix of taking big risks during the early days of the internet attracted entrepreneurial heavyweights like Elon Musk and Peter Thiel. In summary, Chime provides a solution to help individuals manage their finances effectively, while the financial technology sector continues to offer innovative products to address the fragmentation of the financial system.

    • Complexities of financial systemsThe intricacies of financial systems, such as PayPal and the US tax code, can make removing complexities almost impossible due to political deals and special interests.

      The creation of PayPal revolutionized e-commerce by enabling instant global money transfers, but missed opportunities and the fragmentation of payments companies over the years have made keeping track of money a complex task. The US tax system is another example of a complex financial system, with politics and inertia being the main contributors to its intricacy. The US tax code, filled with political deals and special interests, has become an abomination that is worse than every developed country's. Once these complexities are added, removing them becomes almost impossible due to the potential backlash from those affected. During his time at Intuit, Bill Harris witnessed these challenges firsthand while taking the company public during the early 90s, around the same time Steve Forbes ran for president on a platform of simplifying taxes through postcard tax returns.

    • Tax code simplificationSignificant simplification to the U.S. tax code is unlikely due to its deep integration with financial systems, requiring a combination of public-private partnership and advanced technology

      Despite the appealing idea of simplified tax filing through a postcard, significant simplification to the U.S. tax code is unlikely due to its deep integration with financial systems. The IRS, while capable of handling simple tax returns through software, cannot provide a full-blown tax package for complex situations. The speaker, who co-founded TurboTax, shared his experience of the evolution of tax filing from a paper-based, calculator-dependent process to a question-and-answer-based, computerized one. He emphasized that the motivation behind creating TurboTax was to make tax filing less tedious and time-consuming. The speaker's background and the history of TurboTax illustrate the transformation of tax filing from a manual, calculator-based process to a more sophisticated, computerized one. However, the complexities of the tax code and the varying needs of taxpayers necessitate a combination of public-private partnership and advanced technology.

    • Tax loss harvestingTax loss harvesting is a tax planning strategy that involves selling losing stocks to offset gains, reducing tax liability or deferring it until a later time, particularly beneficial for buy-and-hold investors.

      Effective tax planning, including strategies like tax loss harvesting, can help individuals minimize their tax burden and make the most of their financial resources. Tax loss harvesting involves selling losing stocks to offset gains, allowing individuals to reduce their tax liability or defer it until a later time. This strategy is particularly valuable for those with a buy-and-hold investment philosophy and can result in significant tax savings over time. However, it's important to note that taxes are just one aspect of personal finance, and individuals should consider their overall financial goals and lifestyle preferences when making decisions about where to live and how to invest.

    • Investment taxesTax-efficient strategies like using donor-advised funds, taking advantage of stepped-up basis at death, investing in index funds, and choosing tax-savvy ETFs can help reduce taxes and provide financial benefits.

      Investing strategies and taxes go hand in hand. While actively investing through platforms like Robinhood or trying to beat the market through mutual funds may seem appealing, it can lead to higher taxes and unnecessary risks. On the other hand, tax-efficient strategies such as using a donor-advised fund, taking advantage of a stepped-up basis at death, or investing in index funds can help reduce taxes and provide financial benefits. Additionally, ETFs are often more tax-savvy than mutual funds due to their tax efficiency. It's important for investors to consider the tax implications of their investment strategies and choose wisely to maximize their returns and minimize their tax burden.

    • Tax-aware investingInvestors should prioritize after-tax returns over pre-tax returns and consider tax implications to maximize their investment performance. Diversified low-cost ETFs can be a temporary solution until more advanced tax-management tools like Evergreen become accessible.

      Investors should focus on after-tax returns rather than pre-tax returns when making investment decisions. Pre-tax returns represent the money earned before taxes, while after-tax returns signify the amount left after taxes have been paid. After-tax returns are the only returns that actually reach an investor's pocket. However, the financial services industry primarily focuses on pre-tax returns due to the lack of suitable products, technology, and knowledge to manage tax-aware portfolios. Taxes can significantly impact investment performance, making it crucial for investors to consider them. Although it's challenging to quantify the exact after-tax return due to individual circumstances, highly diversified low-cost ETFs can be a reasonable strategy until more sophisticated solutions like Evergreen become available. Evergreen aims to provide individuals with the ability to own the stocks in an index, such as the S&P 500, instead of an ETF, enabling significant tax advantages.

    • Tax-location optimizationPlace assets with smaller taxes, like stocks and capital gains, in taxable accounts and assets with higher taxes, like bonds and interest, in tax-deferred or tax-exempt accounts to minimize overall tax burden

      The common advice of placing longer-term investments in retirement accounts and shorter-term assets in taxable accounts is actually backward. Instead, it's more tax-efficient to put assets with smaller taxes, like stocks and capital gains, in taxable accounts, and assets with higher taxes, like bonds and interest, in tax-deferred or tax-exempt accounts. This strategy, known as tax-location optimization, can lead to significant savings over time. For instance, interest from bonds and cash is taxed at the highest ordinary income rates, while dividends and long-term capital gains are taxed at lower capital gains rates. By strategically placing assets in different types of accounts, investors can minimize their overall tax burden. Bill's new venture, Evergreen, aims to merge tax optimization, investment management, and banking services into one platform, allowing users to optimize their money across all time horizons and tax considerations. The initial product from Evergreen is a checking account called "liquid treasuries," which invests daily balances in treasury bills, offering significantly higher interest rates than traditional checking accounts.

    • Tax-exempt checking accounts, High-yield savingsHigh-income taxpayers in high-tax states can earn up to 6.5% by combining tax-exempt checking accounts and high-yield savings, resulting in a significant opportunity cost for Americans of nearly $300 million daily

      High-income taxpayers in high-tax states, like California, can significantly increase their earnings by taking advantage of tax-exempt treasury bills and placing their savings in high-yield checking accounts. This strategy, which can result in earning up to 6.5% instead of the current average checking account rate of 5%, amounts to a substantial opportunity cost of nearly $300 million daily for Americans. By keeping some money in a high-yield savings account and some in a tax-exempt checking account, individuals can effectively earn more than they would with a high-yield savings account alone. However, it's essential to consider the tax implications of financial decisions and make them based on personal lifestyle choices, rather than solely on tax advantages.

    • High income tax in bank accountsHigh income earners in high tax states pay taxes on banked money despite earning little interest, urged to consider investing or reducing tax burden

      Learning from this episode of Money Rehab is that high income taxpayers in high tax states are unknowingly paying a significant amount of taxes on the money they have in their bank accounts. With interest rates being low for so long, many people don't realize that they're essentially earning nothing on their savings while still paying taxes on it. The guest on the show, Bill, emphasized the importance of recognizing this and encouraged listeners to consider using their cash more effectively, potentially earning a substantial return by investing or finding ways to reduce their tax burden. Overall, the message was to be mindful of the money in your bank account and consider how you can make it work harder for you.

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