
The Long Game
The Long Game podcast is all about educating 30-50 year old business owners and those with equity compensation on how to build wealth.
You will learn everything from the basics to complex tax, estate, and financial planning concepts from Thomas Kopelman as well as other qualified professionals.
Latest episodes

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.

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.

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.

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.

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.

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.

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!

Mar 7, 2025 • 14min
How to Pay Off Debt in the Most Effective Way
In this episode, I break down the difference between good debt and bad debt—such as what types of debt can actually work in your favor (like business loans and student loans for lucrative careers), versus credit card debt and loans for things you can't afford. Some highlights:Credit Cards: My personal approach to using credit cards responsibly, including how I leverage rewards while avoiding high-interest debtDebt Repayment Strategies: Exploring effective methods for paying off debt, including the Snowball and Avalanche methods, and how to choose the right one for your situationEmergency Funds: Discover why having a small emergency fund can be a game-changer in your journey to becoming debt-free0% Financing: The pros and cons of 0% interest loans and how they can either be a helpful tool or a slippery slope, depending on your financial habits---------✅ Financial planning for 30-50 year old entrepreneurs: https://www.allstreetwealth.com✅ My personal blog & newsletter: www.thomaskopelman.comDisclaimer: None of this should be seen as financial advice. It is just for informational purposes.

Feb 28, 2025 • 11min
How to Manage Cash Flow When You're Paid In Equity or Bonuses
In this episode, I walk through how to effectively manage your monthly income & expenses when you're paid in equity (or receive bonus income). Some highlights:Understanding RSUs: How they work, including vesting schedules and tax implicationsThe Full Picture: Understanding your total income, expenses, and tax liabilities, so you can make smart decisions about your investments and savingsGet actionable steps to manage your tax liabilities and ensure you’re not over-concentrated in company stock. Learn how to balance your cash flow and maximize your savings through 401(k)s, ESPPs, and HSAs.---------✅ 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.

Feb 21, 2025 • 10min
How to Manage Your Financial Life as a Married Couple
Whether you’re newlyweds or have been together for years, navigating money matters can be challenging, especially when you start blending incomes, expenses, and financial goals.In this episode, I discuss three effective systems for managing finances in a marriage:Entirely Combined: The traditional approach where both partners share everything—income, expenses, savings, and investments. I share why this method often leads to stronger partnerships and better financial outcomes.Half and Half: A balanced approach where couples maintain a shared account for bills while also having individual accounts for personal spending. This method allows for autonomy while still working towards common financial goals.All Separate: While I don’t recommend this for everyone, I explore how some couples, especially those who marry later in life, find success in managing their finances separately.---------✅ 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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