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The Long Game

Latest episodes

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May 16, 2025 • 10min

Understanding Safe Harbor Taxes: Avoiding Penalties & The Standard Deduction

In this episode, I discuss how underpayment penalties can sneak up on you. Many of our clients come to us unaware of these penalties, thinking that their W-2 withholdings or year-end tax payments are enough. But there’s much more to it...---------✅ Financial planning for 30-50 year old entrepreneurs: ⁠https://www.allstreetwealth.com⁠⁠⁠✅ My personal blog & newsletter: ⁠https://www.thomaskopelman.com⁠⁠⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.
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May 9, 2025 • 10min

HSA Plans & The Value of Investing the Funds

Many people don’t realize that HSAs can be invested, similar to a 401(k). This is especially beneficial for high-income earners who may have maxed out other tax-advantaged accounts.If you can avoid using the funds for medical expenses, the goal is to let your HSA grow as long as possible to take full advantage of its benefits.✅ Financial planning for 30-50 year old high-earners & entrepreneurs: ⁠⁠https://www.allstreetwealth.com⁠⁠✅ My personal blog & newsletter: ⁠⁠https://www.thomaskopelman.com⁠⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.
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May 2, 2025 • 13min

Mega Backdoor Roth 401(k): The Most Powerful Retirement Strategy You're Not Using

In this episode, I discuss the strategic timing for Roth conversions and how to maximize your contributions through the Mega Backdoor Roth 401(k).✅ Financial planning for 30-50 year old high-earners & entrepreneurs: ⁠⁠https://www.allstreetwealth.com⁠⁠✅ My personal blog & newsletter: ⁠⁠https://www.thomaskopelman.com⁠⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.
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Apr 25, 2025 • 14min

Asset Location & Strategies to Minimize Taxes with Investing

While many investors focus on asset allocation, understanding WHERE to place your investments can significantly impact your after-tax returns. This episode explains:The differences between tax-deferred, tax-free, and taxable accountsHow to minimize taxes and maximize your after-tax yieldThe best types of investments to hold in each account type, including bonds, REITs, and high-growth assets---------✅ Financial planning for 30-50 year old entrepreneurs: https://www.allstreetwealth.com⁠⁠✅ My personal blog & newsletter: https://www.thomaskopelman.com⁠⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.
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21 snips
Apr 18, 2025 • 16min

Asset Allocation, Being a Better Investor, and Target Date Funds

In this episode, I break down a few of the essentials to becoming a better investor. If you've ever felt overwhelmed by the market or unsure about your investment strategy, this episode is for you. We discuss:The importance of behavior management and how your mindset can significantly impact your investment successSystematic approaches to investing and why having a structured investment strategy is crucial. I break down the importance of asset allocation and how to control what you can control.Understanding asset allocation, including the different types of asset classes and how to balance your portfolio based on your risk tolerance and investment goals.Find out why maintaining your desired asset allocation is essential for long-term success and how to effectively rebalance your portfolio---------✅ Financial planning for 30-50 year old entrepreneurs: ⁠https://www.allstreetwealth.com⁠✅ My personal blog & newsletter: ⁠https://www.thomaskopelman.com⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.
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Apr 11, 2025 • 15min

Roth vs Traditional Accounts: Which Makes Sense for You?

In this episode, I dive deep into the age-old debate: Roth vs. Traditional accounts. Many people assume that Roth is the way to go because they believe taxes will rise in the future. However, this episode aims to clear up common misconceptions and help you understand the nuances of effective tax planning for retirement:How tax deferral works with Traditional 401(k) contributionsThe benefits of Roth accounts, including tax-free growth and no RMDsThe impact of Required Minimum Distributions (RMDs) on your retirement planningStrategies for Roth conversions and timing your tax paymentsThe importance of tax diversification and effective tax rate management over your lifetime---------✅ Financial planning for 30-50 year old entrepreneurs: ⁠https://www.allstreetwealth.com⁠✅ My personal blog & newsletter: ⁠https://www.thomaskopelman.com⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.
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Apr 4, 2025 • 12min

Roth & Traditional IRAs: Individual Retirement Accounts Breakdown

In this episode, I break down the two main types of IRAs—the traditional (pre-tax) IRA and the Roth IRA (post-tax). Some highlights:Contribution Limits: Learn about the annual contribution limits and how they change based on your age and incomeTax Benefits: The advantages of tax-deferred growth with traditional IRAs versus tax-free growth with Roth IRAsWithdrawal Rules: Understand the implications of Required Minimum Distributions (RMDs) and how they can affect your tax situation in retirementBackdoor Roth IRAs: How high-income earners can still take advantage of Roth IRAs through the backdoor methodSpousal Contributions: Find out how you can contribute to your spouse's IRA, even if they don’t have earned income529 Plans: Learn about the new rules that allow you to convert 529 accounts into Roth IRAs for your children.---------Financial planning for 30-50 year old entrepreneurs: ⁠https://www.allstreetwealth.com⁠My personal blog & newsletter: ⁠thomaskopelman.com⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.
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Mar 28, 2025 • 14min

Employer-Sponsored Retirement Accounts & Understanding Your Options

In this episode, I break down employer-sponsored retirement plans and the different options available. From 401(k)s and Roth accounts to SEP IRAs and the mega backdoor Roth strategy, learn how to maximize your retirement savings. - Overview of retirement account options (401(k), Roth, SEP IRA, etc.)- The significance of employer matches- Catch-up contributions for those aged 50 and above- Investment strategies for long-term growth- Understanding fees and choosing the right funds---------✅ Financial planning for 30-50 year old entrepreneurs: ⁠allstreetwealth.com⁠✅ My personal blog & newsletter: thomaskopelman.com⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.
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Mar 21, 2025 • 13min

Rental Properties 101 (Tax Benefits, Debt & Equity, Primary Home Conversion)

In this episode, I break down a few reasons why people love owning real estate and the benefits it offers compared to other investments like stocks or crypto.The tangible nature of real estate vs. stocksUnderstanding cash flow and its importance in wealth buildingThe benefits of having someone else pay down your mortgageHow depreciation can minimize taxes on real estate investmentsThe significance of equity in rental properties and how it affects returns---------✅ Financial planning for 30-50 year old entrepreneurs: allstreetwealth.com⁠✅ My personal blog & newsletter: thomaskopelman.com⁠Disclaimer: None of this should be seen as financial advice. It is just for informational purposes.
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Mar 14, 2025 • 15min

What Type of Mortgage Do I Want? How Much Should I Put Down?

Dive into the world of mortgages and discover essential insights! Uncover the differences between 30-year and 15-year fixed mortgages, along with interest-only loans and adjustable-rate options. Learn when refinancing makes sense and explore the benefits of home equity lines of credit as a financial safety net. This conversation is packed with valuable information for anyone navigating their home financing journey!

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